Boutique Hotels in Windham County
Select your dates to find cozy boutique hotels in Windham County with a charming local feel.
Enter your destination
Check-in
Check-out
Rooms and guests
Check availability
Swipe down to view more
Trip.com
Hotels
Hotels in United States
Hotels in Vermont
Hotels in Windham County
Windham County Boutique properties
Filter by:
Hotel Star Rating
≤2
3
4
5
Guest Rating
Amazing 9+
Great 8+
Good 7+
Pleasant 6+
Top Boutique Hotels Windham County
Discover the best boutique hotels in Windham County, celebrated for their unique style and personality.
Choose dates
Most Booked
Our top hotel picks are based on price, location, and guest reviews to help you find the best stay.
Lowest price
Sort by price including taxes & fees
Closest to downtown
Highest Rated
57
The Hermitage Inn Vermont
Hotels in
Dover
Very Good
10 reviews
8.7
/10
Check availability
71
Inn on Putney Road
Hotels in
Brattleboro
Amazing
56 reviews
9.7
/10
1 night
From
€242
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
Check availability
29
Spacious Chalet Near Stratton and Mt. Snow w/Indoor Hot Tub, Fireplace, Firepit
Hotels in
Wardsboro
Outstanding
10
/10
Check availability
10
Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!
Hotels in
Dover
Outstanding
12 reviews
10
/10
Check availability
42
Chalet 1mi to Mount Snow with Cinema and Hot Tub
Hotels in
Dover
Outstanding
22 reviews
10
/10
Check availability
33
Alpine Chalet with outdoor Jacuzzi 1 mile from ski lifts
Hotels in
Dover
Outstanding
51 reviews
9.8
/10
Check availability
47
Modern Mount Snow Gnarvana - Steps to Carinthia
Hotels in
Dover
Check availability
33
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Hotels in
Londonderry
Amazing
36 reviews
9.6
/10
Check availability
57
Swim, Relax & Escape ~Vermont
Hotels in
Londonderry
Featured facilities: Private pool
Amazing
79 reviews
9.6
/10
Check availability
See All Boutique Hotels in Windham County
FAQs
What are the best family-friendly hotels in Windham County?
Families visiting Windham County often prefer hotels like
Long Trail House Condominiums at Stratton Mountain Resort (from €368)
,
Grand Summit Resort (from €142)
and
Comfort Inn & Suites Brattleboro I-91 (from €92)
, which are well-known for their family-friendly features of spacious family rooms and child-friendly services.
What's the best pet-friendly accommodation in Windham County?
Travelodge by Wyndham Brattleboro VT (from €48)
,
The Putney Inn (from €79)
and
Four Columns Inn (from €144)
allow pets. Take your pets with you during your stay!
Where can I find the best hotel discounts in Windham County?
Trip.com provides various promotions and discounts for users all year round. You can check the
promotions page
to see what promotions are available on Trip.com.
Keep Exploring
Trip.com Latest Trends
Hotels in Pasay
Hotels in Makati
Hotels in City of Manila
Hotels in Cebu City
Hotels in Bangkok
Hotels in Boracay Island
Hotels in Taipei
Hotels in Quezon City
Hotels in Hong Kong
Hotels in Paranaque
Hotels in Shanghai
Hotels in Tokyo
Hotels in Singapore
Hotels in Guangzhou
Hotels in Seoul