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.
Most Booked
Lowest price
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 MXN4,950
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
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Frequently Asked Questions

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 MXN7,538), Grand Summit Resort (from MXN2,911) and Comfort Inn & Suites Brattleboro I-91 (from MXN1,894), which are well-known for their family-friendly features of spacious family rooms and child-friendly services.

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

Travelodge by Wyndham Brattleboro VT (from MXN988), The Putney Inn (from MXN1,627) and Four Columns Inn (from MXN2,955) are pet-friendly. Take your pets with you during traveling.

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.