Hotels in Windham County

Best Windham County Hotels

Enter your dates for prices and availability of the best hotels in Windham County.

Swipe down to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+
Popular filters for Windham County
Within 1 km
Property Type
HotelResortApartmentFarm stayCountry houseGuest houseBed and breakfastVacation homeLodgeHomestayChaletInnMotel
Property facilities & services
Wi-Fi in public areasBarbecueGolf coursePoolParking availableFree parkingGymSaunaPets welcomeSmoking area24-hour front deskConference roomElevatorLuggage storageBarRestaurantSpaEV charging stationWake-up callCar rentals

147 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
Lowest price
Closest to downtown
Highest Rated
Comfort Inn & Suites Brattleboro I-91 Hotels in Windham County
Comfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham County
54
Hotels in Windham County
Public parking
Gym
Wake-up call
+8
"Central location for the places which I planned to visit."
Very Good
101 reviews
8.3/10
Check availability
The Wilmington Inn Hotels in Windham County
The Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham County
65
Hotels in Windham County
Golf course
Skiing
Horse riding
+8
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.
Amazing
52 reviews
9.6/10
Check availability
The Covered Bridge Inn Hotels in Windham County
The Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham County
58
Hotels in Windham County
Private parking
Wake-up call
Wi-Fi in public areas
+2
"This is a good little place to stay. It’s not fancy. But it’s nice enough for a night or 2. "
102 reviews
7.2/10
Check availability
The Putney Inn Hotels in Windham County
The Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham County
45
Hotels in Windham County
Private parking
Wi-Fi in public areas
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.
Very Good
100 reviews
8.6/10
Check availability
Holiday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham County
Holiday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham County
99+
Hotels in Windham County
Golf course
Indoor swimming pool
Gym
+6
"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."
Very Good
106 reviews
8.8/10
Check availability
Econo Lodge Hotels in Windham County
Econo Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham County
41
Hotels in Windham County
Public parking
EV charging station
Wi-Fi in public areas
+3
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.
93 reviews
5.0/10
Check availability
The Upper Pass Lodge Hotels in Windham County
The Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham County
43
Hotels in Windham County
Private parking
Luggage storage
Wi-Fi in public areas
+7
"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 👍🏼"
Very Good
97 reviews
8.1/10
Check availability
Vikings Villages Hotels in Windham County
Vikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham County
99+
Hotels in Windham County
Parking
Gym
Wi-Fi in public areas
+1
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.
Outstanding
100 reviews
10/10
1 night
From €117
Check availability
Hampton Inn Brattleboro Hotels in Windham County
Hampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham County
55
Hotels in Windham County
Public parking
Gym
Smoking area
+4
"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!"
Very Good
100 reviews
8.2/10
Check availability
Rodeway Inn Hotels in Windham County
Rodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham County
34
Hotels in Windham County
Public parking
Wi-Fi in public areas
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
Check availability
See More Hotels in Windham County

Find your unique stays in Windham County

Immerse yourself in the vibrant atmosphere of Windham County with our handpicked accommodation options

Handpicked budget hotels in Windham County

See all
Affordable stays in Windham County, selected for value, comfort, and convenient locations.
Deerfield Valley Inn Hotels in West Dover
9.4/10
45 reviews

Deerfield Valley Inn

Hotel near West Dover
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.
Select dates to view prices
The White House Inn Hotels in Wilmington
9.2/10
100 reviews

The White House Inn

Hotel near Wilmington
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.
Select dates to view prices
Brook Bound Inn Hotels in Wilmington
9.5/10
14 reviews

Brook Bound Inn

Hotel near 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.
Select dates to view prices
The Black Bear Lodge at Stratton Mountain Resort Hotels in Stratton Mountain
7.6/10
99 reviews

The Black Bear Lodge at Stratton Mountain Resort

Hotel near 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.
Select dates to view prices
Long Trail House Condominiums at Stratton Mountain Resort Hotels in Stratton Mountain
8.4/10
23 reviews

Long Trail House Condominiums at Stratton Mountain Resort

Hotel near 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.
Select dates to view prices
Grand Summit Resort Hotels in Dover
8.6/10
101 reviews

Grand Summit Resort

Hotel near 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).
Select dates to view prices
Big Bears Lodge Hotels in Dover
8.6/10
50 reviews

Big Bears Lodge

Hotel near Dover
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.
Select dates to view prices
Cooper Hill Inn Hotels in Dover
8.9/10
5 reviews

Cooper Hill Inn

Hotel near Dover
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.
Select dates to view prices
The Nutmeg Hotels in Wilmington
9.4/10
98 reviews

The Nutmeg

Hotel near Wilmington

The Nutmeg is an ideal spot for travelers wanting to discover the city. Visitors to Wilmington will find that the Nutmeg is a fantastic accommodation choice.

The hotel is approximately 73km away from Rutland–Southern Vermont Regional Airport. The nearest airport is Rutland–Southern Vermont Regional Airport, approximately 73km away. Seeing Wilmington's sights from this hotel is easy with The Wilmington Inn, Gus's Gardens Camping and Kantor Kellett Gallery all close by.

This hotel makes a great place to kick back and relax after a long day of sightseeing. This Wilmington hotel offers parking on site.

There's never a dull moment at this hotel, our guests indicate that the facilities are excellent.

Select dates to view prices
Harvest Barn Inn Hotels in Bellows Falls
9.8/10
99 reviews

Harvest Barn Inn

Hotel near Bellows Falls

The Harvest Barn Inn is an ideal spot for travelers wanting to discover the city. The Harvest Barn Inn is an ideal choice for travelers who want to take in the sights and sounds of Bellows Falls.

The hotel is conveniently located just 2km from Bellows Falls and 54km from Lebanon Municipal Airport. There is no shortage of things to see in the area, with the Canal Street Art Gallery, Saint Charles Roman Catholic Church and Rockingham Meeting-House Cemetery all nearby.

When guests have some time on their hands they can make use of the onsite facilities. This Bellows Falls hotel features parking on site.

There's never a dull moment at this hotel, our guests indicate that the facilities are excellent.

Select dates to view prices

FAQs About Windham County Hotels

Which hotels are the best hotels to stay at in Windham County?

Windham County has many popular hotels. Whether you're looking for a business stay or a vacation hotel, Four Columns Inn (from €121) and Vikings Villages (from €185) are best choices.

What are the best pet-friendly hotels in Windham County?

The Upper Pass Lodge (from €78) and Travelodge by Wyndham Brattleboro VT (from €67) are pet-friendly. Take your pets with you during traveling.

What are the best hotels with a spa in Windham County?

Plan a peaceful trip? Spa can be a wonderful experience when traveling. Grand Summit Resort (from €130), Vantage Point Villas at Stratton Mountain Resort (from €242) and Long Trail House Condominiums at Stratton Mountain Resort (from €263) provide highly rated spa services.

What hotels in Windham County provide swimming pools?

Comfort Inn & Suites Brattleboro I-91 (from €103), Econo Lodge (from €61) and The Upper Pass Lodge (from €78) are hotels with swimming pools. Book now and enjoy your swimming pool!

Which hotels in Windham County have the best breakfast?

Four Columns Inn (from €121) offers high-quality breakfast. Enjoy your wonderful journey with delicious breakfast!

What hotel deals are available in Windham County?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.

Windham County Hotels Info

Number of reviews
2,941
Total properties
147
Weekday Avg. Price
€201
Weekend Avg. Price
€224
Trending hotel
Four Columns Inn