Best Windham County Boutique Hotels
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Amazing 9+
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Best Boutique Hotels in Windham County
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Our top hotel picks are based on price, location, and guest reviews to help you find the best stay.
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Closest to downtown
Highest Rated
57
The Hermitage Inn Vermont
Hotels in
Dover
Very Good
10 reviews
8.7
/10
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71
Inn on Putney Road
Hotels in
Brattleboro
Amazing
56 reviews
9.7
/10
1 night
From
BRL 1,510
Check Availability
22
Spacious 4Br/4Bth Lodge With Ice Skating Pond, Heated Pool, 3 Min Walk To Ski
Hotels in
Stratton Mountain
Featured facilities: Pool
Amazing
93 reviews
9.6
/10
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29
Spacious Chalet Near Stratton and Mt. Snow w/Indoor Hot Tub, Fireplace, Firepit
Hotels in
Wardsboro
Outstanding
10
/10
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10
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Hotels in
Dover
Outstanding
12 reviews
10
/10
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42
Chalet 1mi to Mount Snow with Cinema and Hot Tub
Hotels in
Dover
Outstanding
22 reviews
10
/10
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33
Alpine Chalet with outdoor Jacuzzi 1 mile from ski lifts
Hotels in
Dover
Outstanding
51 reviews
9.8
/10
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47
Modern Mount Snow Gnarvana - Steps to Carinthia
Hotels in
Dover
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33
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Hotels in
Londonderry
Amazing
36 reviews
9.6
/10
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57
Swim, Relax & Escape ~Vermont
Hotels in
Londonderry
Featured facilities: Private pool
Amazing
79 reviews
9.6
/10
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See All Boutique Hotels in Windham County
Frequently Asked Questions
What hotel deals are available in Windham County?
Trip.com offers various events and deals to its users all year round. You can check the
deals page
to view Trip.com deals.
Is Windham County pet-friendly?
Travelodge by Wyndham Brattleboro VT (from BRL 301)
,
The Putney Inn (from BRL 496)
and
Four Columns Inn (from BRL 901)
allow pets. Take your pets with you during your stay!
What are some recommended family-friendly hotels in Windham County?
Long Trail House Condominiums at Stratton Mountain Resort (from BRL 2,300)
,
Grand Summit Resort (from BRL 888)
and
Comfort Inn & Suites Brattleboro I-91 (from BRL 578)
are very suitable for family travel. Enjoy your trip with all the family!
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