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Windham County Hotels with Restaurants

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Check availability on Windham County Hotels with Restaurants

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Windham County hotels with a restaurant

1 bedroom, desk, iron/ironing board, free WiFi
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (688)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is RM451
RM500 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Upper Pass Lodge at Magic Mountain
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is RM486
RM535 total
includes taxes & fees
29 Dec - 30 Dec
Colonial Motel And Spa
TV
The Nutmeg

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
The price is RM725
RM798 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Nutmeg
Exterior
The Putney Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1001)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn
Porch
The Wilmington Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (196)
"Relaxing stay with great hiking nearby"
United States
Charlotte
The price is RM887
RM1,005 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Wilmington Inn
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (944)
"Place definitely needs some updating but it was clean and the staff was great!"
United States
Jacqueline
The price is RM749
RM907 total
includes taxes & fees
7 Jan - 8 Jan 2026
The Black Bear Lodge at Stratton Mountain Resort
Hiking
Latchis Hotel

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (840)
"Great stay"
United States
Jason
The price is RM474
RM521 total
includes taxes & fees
29 Dec - 30 Dec
Latchis Hotel
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (746)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is RM486
RM535 total
includes taxes & fees
31 Dec - 1 Jan 2026
Comfort Inn & Suites Brattleboro I-91
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (928)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is RM595
RM654 total
includes taxes & fees
3 Jan - 4 Jan 2026
Hampton Inn Brattleboro
Free daily on-the-go breakfast
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is RM583
RM642 total
includes taxes & fees
31 Dec - 1 Jan 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windham County Hotel Reviews

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

10/10 Excellent
"Ski slopes were accessible and pool was really nice. "
Claudia 7-night trip
Posted 2 days ago
Mount Snow Grand Summit Resort

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Frequently asked questions

How much do hotels with dining in Windham County cost?
Hotels in Windham County range between RM500 to RM1,005 per night. Come with an appetite — these hotels have restaurants or are near top dining experiences. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with dining in Windham County?
Get ready to experience the culinary delights of Windham County when you stay at one of our multiple hotels with restaurants or close to foodie areas. With a total average guest review rating of 8.4, there's an irresistible option for every taste and budget. If you're headed to Wilmington, check out Kitzhof Inn, a 2.5-star getaway with a garden and a barbecue grill. Another traveller favourite in Wilmington is The White House Inn. This 3.5-star stay offers a terrace and a garden.
How many hotels with restaurants are there in Windham County?
Windham County has 47 hotels with access to some appetising food experiences. Enter your travel dates and destination and book your perfect trip today.
Why book your hotel with restaurants in Windham County with Expedia?
With Expedia, you'll have no trouble finding your dream hotel with restaurants in Windham County. Make use of our filters to search for properties with an on-site restaurant. If you're sticking to a budget, click on how much you'd like to spend and the star rating of your hotel. We'll help you find the perfect stay whatever your tastes or bank balance.
How can I find cheap hotels with restaurants in Windham County?
The easiest way to get cheap hotels with restaurants in Windham County is with Expedia's convenient filter tool. Book getaways with restaurants or a few extras, like included breakfast. You can also fine-tune your search results by budget, star rating and amenities to access awesome rates in just a few keystrokes.
What is there to do in Windham County near my hotel with restaurants?
Whether you're heading north, south, east or west in Windham County, you'll find tons of fun things to keep you busy. Planning to stay in Stratton? Stratton Golf School is one attraction to put on your itinerary.