Windham County

Boutique Hotels in Windham County

Book your stay at Windham County’s most stylish Boutique hotels.

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Top Boutique Hotels Windham County

Live in style at Windham County's Boutique gems.
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Closest to downtown
Highest Rated
46
Hotels in Windham County
Located in Brattleboro, Inn on Putney Road is on the waterfront, a 5-minute walk from Brattleboro Common and 8 minutes by foot from Connecticut River. This bed & breakfast is 0.5 mi (0.9 km) from The Stone Church and 2.3 mi (3.7 km) from Brattleboro Farmers' Market. Pamper yourself with onsite massages or take in the view from a terrace and a garden. This bed & breakfast also features complimentary wireless internet access, concierge services, and gift shops/newsstands. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is served daily from 8 AM to 9:30 AM. Featured amenities include a 24-hour business center, express check-out, and luggage storage. A train station pick-up service is provided at no charge, and free self parking is available onsite. Make yourself at home in one of the 6 individually decorated guestrooms, featuring refrigerators and DVD players. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and complimentary bottled water, and housekeeping is provided daily.
Outstanding
55 reviews
9.8/10
1 night
From RUB 21,293
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45
Amazing
3 reviews
9.4/10
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46
Hotels in Windham County
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.
Very Good
7 reviews
8.5/10
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84
Hotels in Windham County
Featured facilities: Pool
Very Good
21 reviews
8.6/10
1 night
From RUB 13,426
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29
Hotels in Windham County
Escape to our stunning glass house nestled in the Vermont wilderness. This modern retreat offers breathtaking 360-degree views of lush forests and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors, while sleek amenities ensure comfort. Perfect for romantic getaways, small families, stargazing, or simply work away from work. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
1 review
10/10
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29
Hotels in Windham County
Escape to this charming 5BR chalet, ideally located between Mount Snow and Stratton ski resorts. Enjoy our cozy stone fireplace, wood stove, updated kitchen, outdoor fire pit, and hot tub in a four-season sunroom. Relax on the covered porch with views of peaceful woods to the sound of a babbling brook. Year-round fun includes skiing, hiking, horseback riding, and nearby lakes. Explore local shops and top-rated restaurants—your perfect Vermont getaway awaits!About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please be respectful of our neighbors, no outdoor noise after 11PM.No parties or guests outside of the reservation,Please remove shoes in the mud room before entering.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
3 reviews
10/10
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19
Hotels in Windham County
Nestled in Grafton, VT this delightful cabin boasts 7 charming bedrooms, 1 king bed, 5 queen beds, and even bunk beds for the little ones. With 4 bathrooms equipped with all the essentials, guests can freshen up after a day of exploring. The cozy office space with a comfy futon is perfect for catching up on emails or enjoying a good book. You're sure to make fantastic memories with a stay at our place. The Property offers full privacy on over 70 acres, hot tub, sauna, small gym and more.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: 23.About events:No events allowed.
Outstanding
5 reviews
10/10
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30
Hotels in Windham County
Nestled in the forest just 7 minutes to Mt Snow and 15 minutes to Stratton, this charming cabin seamlessly blends comfort and convenience. Perfectly situated for outdoor enthusiasts, you'll have easy access to hiking, biking, and fly fishing adventures. The cabin boasts ample windows, vaulted ceilings, and wood floors, creating a bright and airy open-concept space ideal for relaxation and entertaining. Unwind on the plush sofas for a cozy movie night or curl up by the fireplace with a good book!The house has 4 bedrooms, 2 full baths, 2 living room areas, full kitchen, deck with seating and grill, fire pit, fireplace in living room and a game area downstairs.For added fun, a selection of board games is available for game nights. A second living area offers another cozy spot for movie watching, while a loft provides extra sleeping space. Step outside to the deck for fresh air and serene mountain views, and gather around the firepit to stargaze and plan tomorrow’s adventures. Additional perks include free high-speed WiFi and a private washer/dryer.Things to Know:Check-in time: 4:00 PMCheck-out time: 11:00 AMQuiet hours are from 10:00 PM to 8:00 AM.No smoking is permitted anywhere on the premises.Firewood is provided.4WD is required during winter months and mud season.This property does not have air conditioning.Parking Notes: Free parking is available for up to 3 vehicles.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: 18.About events:No events allowed.
Outstanding
2 reviews
10/10
Check availability
51
Hotels in Windham County
Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled among fields and forest, our cozy home offers the ultimate Vermont getaway. Breathe in crisp air as you unwind in the peace & quiet. Indulge in outdoor pursuits with skiing, hiking, and foliage just moments away. After a day of exploration, unwind by the fire pit, play an arcade game, or settle in with a good book. Your Idyllic Vermont retreat awaits!Our charming 4-bedroom, 2.5-bathroom home resides on a quiet road, gracefully overlooking a farm that paints the landscape with authenticity. Nature becomes your backdrop, offering a genuine Vermont experience.As you venture inside, our fully-equipped kitchen boasts an array of appliances including an air fryer, waffle maker, and griddle. An assortment of pots, pans, and culinary essentials awaits, allowing you to craft feasts with ease. The dining room plays host to an inviting table, perfect for sharing meals and creating cherished memories.Venture to the basement, where a world of leisure and fitness unfolds. Use the treadmill, weight bench, and speed bag for invigorating workouts! Also enjoy the air hockey table that is sure to spark some spirited competitions! The living room calls with plush furnishings, a 65" television, and a coffee table filled with an array of board games.In the bathrooms, an in-unit washer/dryer is at your service. The game room ignites nostalgia with a "NBA Jam" arcade machine and a classic table arcade featuring over 60 timeless games. The garage is your go-to for outdoor competition, housing yard games like Kan Jam and Spike Ball that can be used anywhere on the property.Above the garage, a private suite awaits, complete with a deck, bathroom, and kitchenette. Within the main house, the Master bedroom boasts a king bed, enveloping you in comfort. Another bedroom offers a full-size mattress, while the bunk-bed room is a haven for young adventurers.Yet, it's the outdoor areas that truly shine. The back deck features a Weber propane grill and ample seating, inviting you to relish al fresco dining. The hammock sways in the breeze while you hear the burbling stream nearby. When night falls, gather around the in-ground fire pit, crafting stories under the starlit sky while breathing crisp, Vermont air.Welcome to your idyllic Vermont retreat.About pets:No pets allowed.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: 21.About events:No events allowed.
Outstanding
13 reviews
10/10
Check availability
32
Hotels in Windham County
The perfect Mountain Top Retreat in a serene, natural setting. Spacious rustic two floor cabin with natural beams and hardwood floors. Large sliding glass door leading to deck with garden and forest views.Walking distance to Putney mountain trail head. Local attractions include Green mountain apple orchard in Putney. Visit cheese farms, swimming holes and river kayaking in Brattleboro. Retreat farm and petting zoo also in Brattleboro. Plenty of ski resorts in driving distance. Half hour drive to Brattleboro.This house is on a remote, dirt road surrounded by 10 acres of private forest, yet 15 minutes from town. The space is filled with antiques, art and wood stoves. Hiking trails are steps from the house with bubbling brooks all around. * There are two rentals on the property in case you were booking with two parties. Each house has its own private deck and surrounding gardens. The other house is not available in Winter. Guests have said their favorite spot is on the deck, perfect for outdoor dining and watching the stars at night.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:When checking out, Please bring your trash to the carport and you will find trash barrels. secure with bungee cords to avoid raccoons getting in..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 19.About events:No events allowed.
Very Good
3 reviews
8.6/10
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