🏨Check out top-rated places to stay in Windham County — each spot has its own flavor to match your travel vibe!
1. Comfort Inn & Suites Brattleboro I-91
• Starts at about TWD 3,760. Guests give it 8.3/10 rating from 101 reviews.
• Enjoy easy access to Saxtons Distillery, only 0.88 km away.
2. The Putney Inn
• Starts at about TWD 3,254. Guests give it 8.2/10 rating from 99 reviews.
• Enjoy easy access to Putney Community Garden, only 0.51 km away.
3. The Covered Bridge Inn
• Starts at about TWD 2,933. Guests give it 7.3/10 rating from 101 reviews.
• Enjoy Private parking, Wake-up call, and premium Wi-Fi in public areas — all in one stay.
4. Travelodge by Wyndham Brattleboro VT
• Starts at about TWD 2,697. Guests give it 6/10 rating from 98 reviews.
• Enjoy easy access to Saxtons Distillery, only 1.11 km away.
5. Rodeway Inn
• Score your stay for just TWD 3,351 to TWD 5,255! Rated 5.2/10 based on 41 reviews.
• Super close to Morning Star Perennials & Trees (just 1.16 km away)!
The above hotel prices are from Trip.com, for June 5-June 11.
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149 Best Hotels to Stay in Windham County
Trip.com brings you a curated list of top accommodations in Windham County, complete with reviews, price insights, and amenity highlights, making it easy to find the perfect place to stay.
Most Booked
Our top hotel picks are based on price, location, and guest reviews to help you find the best stay.
Located in Wilmington, The Wilmington Inn is in the historical district, a 1-minute drive from Jim McGrath Gallery and Studio and 6 minutes from The Hermitage Golf Club. This golf bed & breakfast is 3.5 mi (5.6 km) from Molly Stark State Park and 7 mi (11.3 km) from Mount Snow Golf Course.
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and concierge services. Additional features at this bed & breakfast include an arcade/game room, gift shops/newsstands, and wedding services.
Wrap up your day with a drink at the bar/lounge. A complimentary full breakfast is served on weekdays from 8:00 AM to 9:00 AM and on weekends from 8:00 AM to 9:30 AM.
Featured amenities include luggage storage, a library, and coffee/tea in a common area. Free self parking is available onsite.
Stay in one of 10 guestrooms featuring flat-screen televisions. Your pillowtop bed comes with Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have designer toiletries and hair dryers.
With a stay at The Putney Inn in Putney, you'll be a 4-minute walk from Connecticut River and 8 minutes by foot from Yellow Barn. This motel is 0.9 mi (1.4 km) from Next Stage Arts and 1.1 mi (1.8 km) from Vermont Weaving School.
Make use of convenient amenities, which include complimentary wireless internet access and a picnic area.
A complimentary continental breakfast is served daily from 6:30 AM to 9:30 AM.
Free self parking is available onsite.
Make yourself at home in one of the 25 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and complimentary toiletries. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.
"The hotel is relatively new, with two bedrooms and three very comfortable 5-foot beds. Parking is convenient, and it's the best hotel in the nearby towns. The breakfast is quite generous, with takeout plates and bags provided for those on the go. The cleanliness is excellent, except for the clogged drain, which made showering uncomfortable. The sound of footsteps upstairs is quite noticeable, and the sound of passing cars outside is also quite noticeable, but not very frequent. Overall, it's a good stay."
With a stay at Econo Lodge Brattleboro South in Brattleboro, you'll be near ski lifts, just a 3-minute walk from Vermont Marketplace and 7 minutes by foot from Brattleboro Memorial Hospital. This motel is 0.8 mi (1.2 km) from Estey Organ Museum and 0.8 mi (1.3 km) from Vermont Jazz Center.
Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a picnic area. Additional features at this motel include barbecue grills and a vending machine.
Grab a bite from the grocery/convenience store, or stay in and take advantage of the motel's room service. A complimentary continental breakfast is included.
Featured amenities include a business center, express check-in, and complimentary newspapers in the lobby. Free self parking is available onsite.
Make yourself at home in one of the 42 guestrooms featuring refrigerators and microwaves. 37-inch LED televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include coffee/tea makers, housekeeping is provided daily, and cribs/infant beds (surcharge) can be requested.
"We arrived late but the inn keeper (Vince) was so helpful, understanding and accommodating. Refreshing to find such great service. The room was clean and neat. Quaint little place. Love it! Will recommend 👍🏼"
With a stay at Vikings Villages Resort in Brattleboro, you'll be 6.1 mi (9.8 km) from Vermont Marketplace and 7.5 mi (12.1 km) from The Stone Church. This hotel is 7.7 mi (12.5 km) from Brattleboro Common and 12.2 mi (19.6 km) from Northfield Mount Hermon School.
Take in the views from a rooftop terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this hotel include a fireplace in the lobby and a picnic area.
Featured amenities include a 24-hour front desk and an elevator. Free self parking is available onsite.
Make yourself at home in one of the 6 air-conditioned rooms featuring fireplaces and Smart televisions. Your bed comes with down comforters and premium bedding. Kitchens are outfitted with refrigerators, ovens, and stovetops. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.
"Had a nice little stay. They are doing renovations in there so the stairs are blocked off on the ground floor. I prefer to use the stairs. The computer took forever also and I waited upfront for over 30 minutes to check in. Which also was annoying but other than those 2 things. It was nice. The breakfast is always great and the staff were nice!"
When you stay at Rodeway Inn Bellows Falls in Bellows Falls, you'll be on a river, within a 5-minute drive of Connecticut River and Bellows Falls Canal. This motel is 2.6 mi (4.3 km) from Bellows Falls Opera House and 2.7 mi (4.4 km) from Bellows Falls Historical Society Museum.
This smoke-free motel features downhill skiing nearby and cross-country skiing nearby.
Free self parking is available onsite.
Make yourself at home in one of the 30 guestrooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with bathtubs are provided. Conveniences include desks and coffee/tea makers, and housekeeping is provided daily.
41 reviews
5.3/10
1 night
From TWD 2,799
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6.0/10
97 reviews
Travelodge by Wyndham Brattleboro VT
Hotel near Brattleboro
A popular choice among guests booking hotels in Brattleboro
Thank you for choosing our hotel. Travelodge is a hotel brand with over 430 properties across North America attracting leisure travelers with a focus on those who prefer an active lifestyle of outdoor activity. In the U.S./ the brand operates in the economy segment and is represented by its -Sleepy Bear- brand ambassador. All U.S. properties offer guests complimentary Bear Bites continental breakfast and free wireless high-speed internet. In Canada/ the brand includes both economy and midscale hotels across the Travelodge and Thrift lodge brands.
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9.8/10
97 reviews
Colonel Williams Inn
Hotel near Marlboro
A popular choice among guests booking hotels in Marlboro
Located in Brattleboro, Colonel Williams Inn is a 3-minute drive from Southern Vermont Natural History Museum and 7 minutes from Hogback Mountain Conservation Area. This bed & breakfast is 19.2 mi (30.9 km) from Mount Snow and 5.7 mi (9.1 km) from Manitou.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this bed & breakfast include concierge services, wedding services, and a fireplace in the lobby.
A complimentary local cuisine breakfast is served daily from 7:30 AM to 10:00 AM.
Featured amenities include a library, coffee/tea in a common area, and microwave in a common area. Free self parking is available onsite.
Make yourself at home in one of the 9 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms have complimentary toiletries and hair dryers.
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8.6/10
102 reviews
Grand Summit Resort
Hotel near Dover
A popular choice among guests booking hotels in Dover
Located in West Dover, Grand Summit Resort, A Vail Resorts Property is a 1-minute drive from Mount Snow and 7 minutes from Mount Snow Golf Course. This ski resort is 15.8 mi (25.4 km) from Jacksonville Pond.
Pamper yourself with a visit to the spa, which offers massages and facials. You're sure to appreciate the convenience of ski-in/ski-out access at this resort, which also features 2 hot tubs. This resort also features complimentary wireless internet access, concierge services, and an arcade/game room. Guests can catch a ride to nearby destinations on the complimentary area shuttle.
Satisfy your appetite at Harriman's Restaurant, a restaurant which features a bar/lounge. Dining is also available at the coffee shop/cafe.
Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Planning an event in West Dover? This resort has 12175 square feet (1131 square meters) of space consisting of a conference center and meeting rooms. Self parking (subject to charges) is available onsite.
Make yourself at home in one of the 196 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include safes and coffee/tea makers, and you can also request cribs/infant beds (complimentary).
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9.8/10
56 reviews
Inn on Putney Road
Hotel near Brattleboro
A popular choice among guests booking hotels in Brattleboro
The Inn on Putney Road is an ideal spot for travelers wanting to discover the city. The Inn on Putney Road is an ideal choice for travelers who want to take in the sights and sounds of Brattleboro.
With Brattleboro Station just 1km away and Rutland–Southern Vermont Regional Airport only 81km away, transportation is very convenient. This hotel is located near many of Brattleboro's attractions including Day Glow Skin & Body Care, Brooks Memorial Library and Brattleboro | Galactic Empire Concert.
After a long day of sightseeing, guests can retire to the comfort of the hotel. Guests of this Brattleboro hotel can make use of the parking facilities.
There's never a dull moment at this hotel, our guests indicate that the facilities are excellent.
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7.6/10
99 reviews
The Black Bear Lodge at Stratton Mountain Resort
Hotel near Stratton Mountain
A popular choice among guests booking hotels in Stratton Mountain
When you stay at The Black Bear Lodge at Stratton Mountain Resort in Stratton, you'll be next to a golf course, within a 5-minute walk of Stratton Mountain Resort and Green Mountain National Forest. This family-friendly resort is 14.6 mi (23.5 km) from Mount Snow and 0.2 mi (0.3 km) from South American Ski Lift.
After a day on the slopes, enjoy recreational amenities including a hot tub and a sauna. Additional features at this resort include complimentary wireless internet access, concierge services, and an arcade/game room. The complimentary ski shuttle makes getting to the slopes a breeze.
Enjoy American cuisine at Table 43.1, one of the resort's many dining establishments, which include 10 restaurants and a coffee shop/cafe. Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.
Featured amenities include a business center, express check-in, and express check-out. Planning an event in Stratton? This resort has 39999 square feet (3716 square meters) of space consisting of conference space and 10 meeting rooms. Free self parking is available onsite.
Stay in one of 122 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include phones with free local calls, and housekeeping is provided daily.
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9.3/10
36 reviews
Four Columns Inn
Hotel near Newfane
A popular choice among guests booking hotels in Newfane
With a stay at Four Columns Inn in Newfane, you'll be 4 mi (6.5 km) from Townshend State Park and 8 mi (12.9 km) from The Putney School. This bed & breakfast is 11.4 mi (18.3 km) from Green Mountain National Forest and 11.7 mi (18.8 km) from Brattleboro Country Club.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area.
Satisfy your appetite at 1832 Tavern, a restaurant which features a bar/lounge and a garden view. A complimentary continental breakfast is served daily from 7:30 AM to 11:00 AM.
The front desk is staffed during limited hours. Free self parking is available onsite.
Make yourself at home in one of the 15 individually decorated guestrooms. Your Tempur-Pedic bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers.
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8.4/10
23 reviews
Long Trail House Condominiums at Stratton Mountain Resort
Hotel near Stratton Mountain
A popular choice among guests booking hotels in Stratton Mountain
When you stay at Long Trail House at Stratton Mountain Resort in Stratton, you'll be in a state park, within a 5-minute walk of Stratton Mountain Resort and Villager Ski Lift. This golf aparthotel is 14.6 mi (23.5 km) from Mount Snow and 0.1 mi (0.1 km) from Green Mountain National Forest.
Practice your swing on the golf course and enjoy other recreational amenities, such as outdoor tennis courts and an outdoor pool. This aparthotel also features complimentary wireless internet access, concierge services, and ski storage.
Grab a bite to eat at one of the aparthotel's many dining establishments, which include 10 restaurants and 2 coffee shops/cafes. Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges.
Featured amenities include a computer station, express check-out, and a 24-hour front desk. Free self parking is available onsite.
Treat yourself to a stay in one of the 150 individually decorated guestrooms, featuring fireplaces and flat-screen televisions. Kitchens are outfitted with full-sized refrigerators/freezers, ovens, and stovetops. Cable programming and DVD players are provided for your entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, as well as phones with free local calls.
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9.4/10
98 reviews
The Nutmeg
Hotel near Wilmington
A popular choice among guests booking hotels in Wilmington
With a stay at The Nutmeg in Wilmington, you'll be on a river, just a 1-minute walk from North Branch Deerfield River and 8 minutes by foot from Green Mountain National Forest. This bed & breakfast is 9.7 mi (15.7 km) from Mount Snow and 0.6 mi (1 km) from Jim McGrath Gallery and Studio.
Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional amenities at this bed & breakfast include complimentary wireless internet access, an arcade/game room, and a fireplace in the lobby.
A complimentary cooked-to-order breakfast is served daily from 8 AM to 9:30 AM.
The front desk is staffed during limited hours. Free self parking is available onsite.
Make yourself at home in one of the 14 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers.
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8.6/10
95 reviews
Latchis Hotel
Hotel near Brattleboro
A popular choice among guests booking hotels in Brattleboro
The Latchis Hotel is an ideal spot for travelers wanting to discover the city. Visitors to Brattleboro will find that the Latchis Hotel is a fantastic accommodation choice.
The hotel is only 200m from Brattleboro Station and 82km from Rutland–Southern Vermont Regional Airport, giving guests a number of convenient transportation options. Seeing Brattleboro's sights from this hotel is easy with Harris Hill Ski Jump, Hooker-Dunham Theater & Gallery and Latchis Theatre all close by.
In their spare time, guests can explore the hotel's surroundings. This Brattleboro hotel offers parking on site.
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9.5/10
14 reviews
Brook Bound Inn
Hotel near Wilmington
A popular choice among guests booking hotels in Wilmington
With a stay at Brook Bound Inn in Wilmington, you'll be next to a golf course, within a 10-minute drive of Mount Snow and Green Mountain National Forest. This golf hotel is 18 mi (29 km) from Stratton Mountain Resort and 1.3 mi (2 km) from Back Draft.
Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional amenities at this hotel include complimentary wireless internet access, a fireplace in the lobby, and gas grills.
Free self parking is available onsite.
Make yourself at home in one of the 9 air-conditioned rooms featuring LCD televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided on request.
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Best Windham County hotels with breakfast
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Start your day with a tasty breakfast at one of our top hotels in Windham County.
8.5/10
7 reviews
The Hermitage Inn Vermont
Hotel near Dover
Popular among guests booking hotels in Dover with breakfast
Located in West Dover, The Hermitage Inn Vermont is in the mountains, within a 10-minute drive of The Hermitage Club and The Hermitage Golf Club. This golf inn is 3 mi (4.8 km) from Mount Snow and 4.3 mi (6.9 km) from Mount Snow Golf Course.
Dip into one of the 2 hot tubs or enjoy other recreational amenities including a sauna and a 24-hour fitness center. Additional amenities at this inn include complimentary wireless internet access and concierge services.
Enjoy a satisfying meal at Tavern serving guests of The Hermitage Inn Vermont. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM.
Featured amenities include express check-out, luggage storage, and a library. Free self parking is available onsite.
Make yourself at home in one of the 14 air-conditioned rooms featuring fireplaces. Your bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have jetted bathtubs and designer toiletries.
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8.6/10
50 reviews
Big Bears Lodge
Hotel near Dover
Popular among guests booking hotels in Dover with breakfast
With a stay at Big Bears Lodge in West Dover, you'll be near ski lifts, within a 5-minute drive of Mount Snow and North Branch Deerfield River. This ski bed & breakfast is 14.5 mi (23.4 km) from Stratton Mountain Resort and 0.5 mi (0.7 km) from Snow Lake.
Spend the day on the slopes, or enjoy recreational amenities including a hot tub and a seasonal outdoor pool. This bed & breakfast also features complimentary wireless internet access, an arcade/game room, and a fireplace in the lobby. The complimentary ski shuttle makes getting to the slopes a breeze.
A complimentary cooked-to-order breakfast is served daily from 7:30 AM to 9 AM.
Featured amenities include microwave in a common area and refrigerator in a common area. Free self parking is available onsite.
Stay in one of 24 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include desks, and housekeeping is provided daily.
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9.8/10
99 reviews
Harvest Barn Inn
Hotel near Bellows Falls
Popular among guests booking hotels in Bellows Falls with breakfast
With a stay at Harvest Barn Inn in Bellows Falls, you'll be within a 5-minute drive of Bellows Falls Canal and Bellows Falls Opera House. This bed & breakfast is 1.5 mi (2.4 km) from Bellows Falls Historical Society Museum and 1.5 mi (2.4 km) from Hetty Green.
Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and concierge services.
A complimentary full breakfast is served daily from 8:30 AM to 10:30 AM.
Free self parking is available onsite.
Make yourself at home in one of the 7 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms have complimentary toiletries and hair dryers. Conveniences include complimentary bottled water and ceiling fans, and you can also request irons/ironing boards.
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9.4/10
45 reviews
Deerfield Valley Inn
Hotel near West Dover
Popular among guests booking hotels in West Dover with breakfast
With a stay at Deerfield Valley Inn in West Dover, you'll be near ski lifts, just steps from Green Mountain National Forest and a 3-minute drive from Mount Snow Golf Course. This bed & breakfast is 3.1 mi (4.9 km) from Mount Snow and 5.3 mi (8.5 km) from Lake Raponda.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a fireplace in the lobby.
To-go breakfasts are available daily from 7:30 AM to 9:00 AM for a fee.
Featured amenities include a 24-hour business center, express check-in, and express check-out. A bus station shuttle is provided at no charge, and free self parking is available onsite.
Stay in one of 9 guestrooms featuring LCD televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.
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9.2/10
100 reviews
The White House Inn
Hotel near Wilmington
Popular among guests booking hotels in Wilmington with breakfast
Located in Wilmington, The White House Inn is a 2-minute drive from Jim McGrath Gallery and Studio and 9 minutes from Jacksonville Pond. This hotel is 7.7 mi (12.4 km) from Mount Snow Golf Course and 8.1 mi (13 km) from Honora Winery.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this hotel include a television in a common area and a banquet hall.
At The White House Inn, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:30 AM to 9:30 AM.
The front desk is staffed during limited hours. Planning an event in Wilmington? This hotel has facilities measuring 220 square feet (20 square meters), including conference space. Free self parking is available onsite.
Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and complimentary toiletries. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided daily.
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8.9/10
5 reviews
Cooper Hill Inn
Hotel near Dover
Popular among guests booking hotels in Dover with breakfast
With a stay at Cooper Hill Inn in West Dover, you'll be steps from Green Mountain National Forest and a 4-minute drive from Dover Free Library. This inn is 7.9 mi (12.8 km) from Mount Snow and 21.5 mi (34.6 km) from Stratton Mountain Resort.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access.
Free self parking is available onsite.
Make yourself at home in one of the 11 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms with bathtubs or showers are provided.
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9.6/10
47 reviews
Deerhill Inn
Hotel near West Dover
Popular among guests booking hotels in West Dover with breakfast
With a stay at Deerhill Inn in West Dover, you'll be within a 10-minute drive of Mount Snow and North Branch Deerfield River. This bed & breakfast is 17 mi (27.3 km) from Stratton Mountain Resort and 0.1 mi (0.1 km) from Green Mountain National Forest.
Enjoy recreational amenities such as a seasonal outdoor pool and bicycles to rent. Additional features at this bed & breakfast include complimentary wireless internet access, concierge services, and wedding services.
Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is included.
Featured amenities include express check-in, express check-out, and dry cleaning/laundry services. Free self parking is available onsite.
Make yourself at home in one of the 14 individually decorated guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms have designer toiletries and bathrobes. Conveniences include complimentary bottled water, and housekeeping is provided daily.
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9.7/10
47 reviews
The Inn at Mount Snow
Hotel near West Dover
Popular among guests booking hotels in West Dover with breakfast
When you stay at Inn At Mount Snow in West Dover, you'll be near ski lifts, within a 15-minute walk of Mount Snow and Snow Lake. This ski hotel is 14.4 mi (23.2 km) from Stratton Mountain Resort and 0.3 mi (0.4 km) from North Branch Deerfield River.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and ski storage. The complimentary ski shuttle makes getting to the slopes a breeze.
A complimentary continental breakfast is served daily from 7:00 AM to 11:00 AM.
Free self parking is available onsite.
Stay in one of 20 guestrooms featuring LED televisions. Your memory foam bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers.
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7.4/10
98 reviews
The Black Mountain Inn
Hotel near Brattleboro
Popular among guests booking hotels in Brattleboro with breakfast
With a stay at Black Mountain Inn in Brattleboro, you'll be a 4-minute walk from Brattleboro Bowl and 10 minutes by foot from United States Navy Seabee Bridge. This hotel is 0.7 mi (1.1 km) from New England Center for Circus Arts and 1.1 mi (1.8 km) from Connecticut River.
Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional amenities at this hotel include complimentary wireless internet access, a picnic area, and bike storage.
A complimentary on-the-go breakfast is served daily from 7:30 AM to 10 AM.
Featured amenities include express check-out, multilingual staff, and laundry facilities. Free self parking is available onsite.
Make yourself at home in one of the 40 air-conditioned rooms featuring microwaves and LED televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include blackout drapes/curtains, and housekeeping is provided daily.
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9.6/10
16 reviews
The One Cat B&B
Hotel near Brattleboro
Popular among guests booking hotels in Brattleboro with breakfast
With a stay at The One Cat B&B, you'll be centrally located in Brattleboro, within a 10-minute walk of River Gallery School and Brattleboro Museum & Art Center. This bed & breakfast is 0.4 mi (0.7 km) from Hooker-Dunham Theater & Gallery and 0.5 mi (0.8 km) from Epsilon Spires.
Make use of convenient amenities, which include complimentary wireless internet access and a communal living room.
A complimentary full breakfast is served daily from 8:00 AM to 10 AM.
Featured amenities include luggage storage, a library, and coffee/tea in a common area. Free self parking is available onsite.
Make yourself at home in one of the 2 individually decorated guestrooms, featuring DVD players and LCD televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided on request.
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Handpicked budget hotels in Windham County
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Affordable stays in Windham County, selected for value, comfort, and convenient locations.
8.4/10
14 reviews
Vantage Point Villas at Stratton Mountain Resort
Hotel near Stratton Mountain
With a stay at Vantage Point Villas at Stratton Mountain Resort in Stratton, you'll be in a state park, within a 5-minute drive of Stratton Mountain Resort and Tamarack Ski Lift. This family-friendly hotel is 14.4 mi (23.2 km) from Mount Snow and 0.1 mi (0.1 km) from Green Mountain National Forest.
Pamper yourself with onsite massages and facials. While the golfer in the family is out on the course, you can enjoy above-par recreational amenities such as a 24-hour health club and a sauna. Additional features at this hotel include complimentary wireless internet access, concierge services, and babysitting (surcharge). The complimentary ski shuttle makes getting to the slopes a breeze.
Satisfy your appetite at one of the hotel's 10 restaurants. Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges.
Featured amenities include express check-out and laundry facilities. Free self parking is available onsite.
Treat yourself to a stay in one of the 40 individually decorated guestrooms, featuring fireplaces. Rooms have private furnished balconies or patios. Kitchens are outfitted with full-sized refrigerators/freezers, ovens, and stovetops. Digital programming and DVD players are provided for your entertainment, while complimentary wireless internet access keeps you connected.
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10/10
0 reviews
Hiking Trails on-Site Cozy Falls Brook Cabin
Hotel near Dummerston
When you stay at this cottage in Brattleboro, you'll be within a 10-minute drive of West River and Rock River Preserve. This cottage is 6.1 mi (9.7 km) from Scott Farm Orchard and 6.6 mi (10.7 km) from Newfane Town Hall.
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Conveniences include a microwave and a washing machine.
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7.8/10
7 reviews
Mount Snow Lodging by Vail Resorts
Hotel near Dover
When you stay at Mount Snow Lodging by Vail Resorts in West Dover, you'll be near ski lifts, just steps from Mount Snow and Green Mountain National Forest. This ski hotel is 14.5 mi (23.3 km) from Stratton Mountain Resort and 0.1 mi (0.2 km) from Tumbleweed Ski Lift.
After a day on the slopes, enjoy recreational amenities, which include ski-in/ski-out access.
Free self parking is available onsite.
Stay in one of 10 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and complimentary toiletries.
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9.4/10
11 reviews
Mountain Top Escape
Hotel near Brookline
Stunning forest views and gardens. Spacious two floor renovated barn/cabin with open floor plan. Three sliding glass doors leading to wraparound porch with mountain and garden views. This is a rustic, remote country setting on a private dirt road yet 15 minutes from town. Guests have said their favorite spot is on the wraparound porch overlooking rolling gardens, dining outdoors and star gazing . Walking distance to the river trails and Putney mountain trail head. Driving distance too many ski resorts and hikes. Local attractions include Green Mountain apple orchard, visiting cheese farms, swimming holes, river kayaking and retreat farm petting zoo. *There are two rentals on the property in case you are booking with two parties. Each house has its own private deck and surrounding gardens.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:Please bring kitchen trash to the trash cans in the carport. Make sure to secure The lids with the bungee cord in order to prevent animals getting in..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.
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9.6/10
4 reviews
Cabin-Swim-Brook on Property-Views-Firepit-Woodstove-7 Min to Stratton-Dogs OK
Hotel near Jamaica
Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Swimming hole at babbling brook on property, fire pit, hammock on porch, propane BBQ, picnic table, forest views. TV with VCR & lots of videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly.About pets:Pets allowed: dogs (limit 2 total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
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10/10
20 reviews
Wishing Well Cabin
Hotel near Jamaica
Great family space with open areas, 2 bathrooms and 3 bedrooms. Sleeps 8 plus a pull out couch for flexibility. Large back porch overlooking the West River Brook. Close to ski areas and Jamaica State Park. Country store a half mile away with groceries, wine, prepared foods, deli and some gifts. Manchester with its shops and restaurants within 30 minutes. Weston with the Vermont Country store and other shops and restaurants nearby as well. Come enjoy our country setting on a dirt, town maintained, dead end road right off VT Route 30. The property is next to beautiful meadows and by the river. Relax by the fire pit or dine on the porch overlooking the river. Ski, hunt or hike or see sites like Townshend State Park, Hamilton Falls and the Ball Mountain Dam. Come and relax with your family in our new build cabin close to skiing and Jamaica State Park on the West River Brook. Many restaurants and shopping near by. Thirty minutes to Manchester Center. Tesla power wall installed so power outages never an issue!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.There is a porta crib, highchair and a baby gate..About customRules:Treat it as your own.Windows closed when ac is on,Absolutely no smoking in our place!.About checkIn:Check in after 5:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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9.4/10
12 reviews
Family Friendly Hilltop House In Putney Vermont
Hotel near Putney
Guest house is part of a 44 acre estate that includes a main house where we live, the guest house which is 1700 sq ft and a 3 car garage overlooking a 7 acre pond that is surrounded by beautiful species of birds, toads, turtles, beavers and lots of other wild life. It is joined with conservation land and views of New Hampshire hills. The first floor offers a large living room with a propane heat stove large windows that adjoin the seating area for six. There is a kitchen with a stove, refrigerator, microwave, dishwasher, coffee maker and all the amenities you would need in a kitchen. There is also a new and very clean full bathroom on the first floor. The rugs are light and we do ask our guests to respectfully take their shoes off in the house to keep everything clean. The second level contains a washer and dryer, 2 bedrooms and another full bath. One bedroom has 2 twin beds and the master has a King size bed, and a queen. There are beds for 4 people. The deck over looks the main house, pond and beautiful sunrises and forest. Property is right off rt 5. We do not allow any outside guests including friends/ family that live in the area without permission. About pets:No pets allowed, service animals permitted.1 dog is allowed at a 25 dollar a night rate..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 13-17.Propane stove gets really hot.About customRules:No shoes in house
No visitors. Ex guest fee 25 per person per night
Used linens and towels left at washer
Dishes washed and put away.
No usefood left.We also do not have paper towels or laundry detergent..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.No smoking cigarettes/ e-cigarettes or weed..About minBookingAge:Minimum age to rent: 21.About events:No events allowed.Additional fees apply for events..
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10/10
4 reviews
Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow
Hotel near Wilmington
Enjoy unwinding at Fiddlehead--a peaceful, well-appointed home nestled in the ferns and woods of the Chimney Hill resort community. The quaint and historic town of Wilmington with its delightful shops, restaurants, and full-size grocery store is only 5 minutes away. Hit the slopes at Mt. Snow Ski Area in less than 15 minutes, and reach Stratton Mountain in only half an hour. In five minutes you can be at the expansive Harriman Reservoir for boating, kayaking, paddle boarding and other watersports with many other beautiful clear mountain lakes, rivers, and state parks nearby.
The house features two comfortable living areas, 2 full baths, and spacious accommodations for a group of up to 8 guests in 3 bedrooms and an adorable and private loft. A cozy wood burning stove and two efficient Rennai gas heaters compliment the electric baseboard heating system to keep you toasty on the coldest nights. The main living area opens onto a large deck where you can sit and enjoy being enveloped in the surrounding trees. A fire pit in the back yard beckons you for roasting s'mores or chatting under the stars. This tastefully decorated home is filled with everything you need for a relaxing and worry-free visit, including comfortable beds with premium linens, plush bath towels and a fully equipped kitchen featuring a dishwasher, slow-cooker, gas range, microwave/convection oven, and coffee maker. Also included is a full-sized washer and dryer.
Tennis courts, a children's play area, and a seasonal ice skating rink are just a 3 minute walk through the woods. Hiking, mountain biking, cross-country skiing and snowmobile trails run along a babbling brook right around the corner from the house. The community clubhouse, a short drive away, has a large outdoor pool, a year-round indoor pool, hot tub, exercise room, game room and other amenities for your use.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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10/10
36 reviews
Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna
Hotel near Windham
Welcome to your luxury two-home Vermont retreat, just minutes from top ski resorts and surrounded by breathtaking mountain views. Set on 15 private acres, this spacious estate offers resort-style amenities — including a heated pool, hot tub, sauna, and game house — perfect for large families, groups, or corporate getaways. Experience the best of Vermont year-round, from winter slopes to summer swims and cozy fireside evenings under the stars.
This is a picturesque, rustic contemporary 7000 sq. ft. home on 15 acres with gorgeous views, and comes with great amenities: an inground swimming pool, outdoor shower, hot tub, and an outdoor firepit, just to name a few. Professionally cleaned after each stay and a fully stocked kitchen. There are 11 spacious bedrooms to accommodate a large family or a group of friends, and sleeps up to 30 people very comfortably.
The internet is extremely fast, 500mbps down and 300mbps up, making this property a great work-from-home retreat!
*We offer long-term rental specials, contact us for more information!
The minimum stay mid June, July and August is one week.
Minimum stay requirements may very during holidays and peak seasons.
*The home has a new generator that automatically powers the home in the event of an outage!
*We have partnered with a concierge service that offers luxury services such as caterers, private chefs, grocery delivery, experiences, and more! Let us know you are interested and we will put you in touch.
*We have an outdoor security camera above the garage that covers the front of the house and driveway. Camera is on 24/7.
The Space
The house brings the best of rustic interior with modern features and designs. The beds have fresh linens, and the bathrooms are stocked with plenty of towels and paper products to ensure you have the things you need for your stay.
Outside is a pool which is amazing for those who stay during the summer months, and a hot tub with a view that will take your breath away is available year-round. There is also an outdoor firepit, a fun activity is to hunt for firewood in the nearby forest, then gather around and enjoy the warmth and glow of a crackling fire while sharing stories and making memories. Plenty of firewood is available as well.
The outdoor kitchen just added for those who love to cook and enjoy with friends and family.
The family room on the main floor is great for movies and family fun, it has an open space concept design, a great fireplace that will keep everyone nice and toasty during the colder nights.
The guest/game house has three bedrooms and two and half bath on the second floor, and the game room is on the first floor.
You can enjoy privacy off the main road with a well-groomed landscape and eye-catching mountain views of Vermont. It’s perfect for family and friends looking to enjoy a seasonal retreat in a country home.
The rural estate is perfect for winter sport enthusiast, summer adventurers, and autumn lovers. The open concept main level features a large kitchen and dining area for group eating. The spacious common area offers comfy couches, a big fireplace to warm up to, TV for entertainment, and huge windows with plenty of natural light. The whole house has wood panel walls and decorations to give a mountain cabin ambiance.
The lower-level family room features a big couch, and tv for comfortable relaxation and entertainment. There are also three bedrooms, one is good for some solitude, while another has amazing bunk beds that kids just love. The house is equipped with smart TV’s for easy connecting along with great Wi-Fi for all devices. The front has a covered front porch with rocking chairs for relaxing amidst mountain views. Enjoy the breathtaking foliage in the fall as you witness Vermont’s countryside in its full festive colors.
There is plenty of parking on the driveway and there is a paved section of the driveway with a basketball hoop that’s ready for game time. The outdoor patio is perfect to enjoy the summer weather, garden atmosphere, outdoor BBQ’s, and stargazing. The well-groomed yard is great for activities such as volleyball, horseshoes, bocce, and sledding. There are miles of trials for nature walks and hiking.
The Perfect Day
In the winter, wake up early to hit the slopes, come back to the house to eat lunch and warm up by the fireplace, then head over to the Windham Hill Inn for fine dining of the best seasonal cuisine like cider Brined Pork Chop, at night relax as a group with a movie and some popcorn.
For the Summer or Fall, sharpen your golf game at the Tater Hill Golf Club, enjoy a lunch and a cocktail at their clubhouse restaurant, take a late-afternoon hike on a picturesque trail, and finally enjoy an outdoor BBQ during the sunset with a fun yard game.
Don’t forget to cool off with a refreshing dip in the pool! The views are absolutely breathtaking, a real treat for summer guests and something you will look forward to every day! In between swims, hunt for firewood in the forest and pile it up next to the outdoor firepit, ready to burn as the sun sets.
At the end of the day, soak those muscles in the hot tub, and gather around the fire with your favorite beverage, and a good book, unless there is a lively conversation to be had. A real treat is to watch the sunset while in the arms of a loved one, with a drink to keep you warm.
Then it is time for bed, and a great night’s sleep so you will wake up refreshed and relaxed for the next day of amazing Vermont fun!
The Neighborhood
Windham is a small, historical town with a warm, local atmosphere. There are plenty of stores within minutes of driving for all of your supplies and groceries. Experience farm-to-table dining at cozy inns and restaurants, as well.
If you like to cook, locally owned and operated farms provide the freshest produce, eggs, meats, cheeses, and baked goods. The eggs are a special delight, their golden yellow yolks are perfect for making omelets or boiled and cut up in a salad. You can pair your food selections with local wines and beers, which can be purchased either directly from the wineries and breweries, or in any number of shops and stores.
For guests saying during the warmer months, the berry picking (June to October) is also very popular, as is fishing in the lakes and rivers, or you can go boating, rafting, and tubing. The swimming pool is open from the end of May to the end of September, the actual dates depends on weather.
For those who love to fish, the lakes and rivers are stocked with trout, and there are local fish to catch as well, bass and pike to name a couple. You can fly fish, cast and reel with lures, or use live bait, whichever format you wish to choose! And in Manchester there is a fishing school which can teach you techniques to increase the chances you go home with a trophy or meal for the family.
In addition to the fishing schools, Manchester has a ton to offer: great restaurants and bars, cute shops and art galleries, and a large discount outlet mall for premier clothes and accessories at great prices. For those looking for something sportier, you can learn how to drive off-road with the Land Rover Driving Experience school, and there is a shooting school to improve your hunting and target shooting techniques. There are museums and Lincoln’s family home to visit, as well.
The VAST trails are very close to the property, perfect for a group of vacationing snowmobilers in winter, or a group that wants to hike and see Vermont’s nature up close, see it come alive in spring, or those great sounds, smells, and sights of autumn.
We hope you will love this home just as much as you love Vermont.
Other Things to Note:
* Event fee may apply.
*Pool is open from May to October, weather permitting.
*Pool is heated to 80 degrees, weather permitting (usually mid-June to Labor Day)
*Please inform us of all events to be hosted at the home at the time of booking.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 40.
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9.8/10
37 reviews
Ski on ski off condo
Hotel near Stratton Mountain
Great location! Steps from Tamarack lift. Walking distance to Stratton village. Now 2 bedrooms! 1 bedroom has queen bedding and 2nd small bedroom has bunk beds. Has air mattress and pull out sofa as well. Kitchen has everything you need. Has fireplace with wood included, washer and dryer, and mud room for ski equipment.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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