Windham County

Boutique Hotels Windham County

Select your dates to find cosy boutique hotels in Windham County that feel truly local.

Swipe up to see more
Filter by:
Hotel star rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Boutique Hotels Windham County

Explore charming boutique hotels with style and personality in Windham County
Recommended
Lowest price
Closest to downtown
Top reviewed
71

Inn on Putney Road

Hotels in Brattleboro
Amazing
56 reviews
9.7/10
1 night
From S$ 344
Check Availability
22

Spacious 4Br/4Bth Lodge With Ice Skating Pond, Heated Pool, 3 Min Walk To Ski

Hotels in Stratton Mountain
Featured facilities: Swimming Pool
Amazing
93 reviews
9.6/10
Check Availability
57

The Hermitage Inn Vermont

Hotels in Dover
Very Good
10 reviews
8.7/10
Check Availability
24

Fully Renovated Condo in Greenspring Community (Mt Snow)

Hotels in Dover
Featured facilities: Swimming Pool
Outstanding
7 reviews
10/10
Check Availability
28

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Hotels in Whitingham
Outstanding
14 reviews
9.8/10
Check Availability
42

Chalet 1mi to Mount Snow with Cinema and Hot Tub

Hotels in Dover
Outstanding
22 reviews
10/10
Check Availability
46

Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!

Hotels in Dummerston
Outstanding
36 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
15

Stratton 1 Bedroom Long Trail Condo, Walk to Village and Lifts

Hotels in Stratton Mountain
Featured facilities: Swimming Pool
Amazing
94 reviews
9.6/10
Check Availability
52

1 Mile to Mount Snow - Moover Stop - 3 Bedroom Chic Condo

Hotels in Dover
Outstanding
11 reviews
10/10
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 S$ 524), Grand Summit Resort (from S$ 202) and Comfort Inn & Suites Brattleboro I-91 (from S$ 131), 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 S$ 68), The Putney Inn (from S$ 113) and Four Columns Inn (from S$ 205) are the best pet-friendly hotels that welcomes your furry friends. Enjoy your stay with your pets by your side!

How to get good deals on hotels in Windham County?

Trip.com provides various promotions, discounts and special offers all year round. You can check the promotions page for the latest promotions on Trip.com.