Hotels with Restaurants in Windham County from $86

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Top Cities in Windham County

Check availability on Windham County Hotels with Restaurants

Our top choices for Windham County hotels with a restaurant

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, (693 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
$95 nightly
The price is $104
Apr 14 - Apr 15
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,003 reviews)
"It was good to have pool option after a ski day"
United States
Aysa
$100 nightly
The price is $110
Mar 17 - Mar 18
Total with taxes and fees
Colonial Motel And Spa

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (424 reviews)
"This was my first time staying at a bed and breakfast place. Everything was great and the breakfast was delicious each day."
United States
Devin
$159 nightly
The price is $175
Mar 29 - Mar 30
Total with taxes and fees
The Nutmeg

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"Great Stay!"
United States
Nicholas
$78 nightly
The price is $86
Mar 22 - Mar 23
Total with taxes and fees
The Putney Inn

The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (201 reviews)
"Relaxing stay with great hiking nearby"
United States
Charlotte
$203 nightly
The price is $224
Apr 1 - Apr 2
Total with taxes and fees
The Wilmington Inn

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, (980 reviews)
"Great location, most convenient hotel , everything is perfect. "
United States
Weishuang
$147 nightly
The price is $162
Apr 14 - Apr 15
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (853 reviews)
"Great location, great staff really cool old building with lots of character"
Canada
David
$112 nightly
The price is $124
Mar 29 - Mar 30
Total with taxes and fees
Latchis Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (783 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
$118 nightly
The price is $129
Mar 28 - Mar 29
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (952 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
$130 nightly
The price is $143
Mar 22 - Mar 23
Total with taxes and fees
Hampton Inn Brattleboro

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, (1,001 reviews)
"Staff was very courteous. The hot soup in the lobby was a nice touch! Loved the breakfast selections. "
United States
Faith Lynn
$152 nightly
The price is $167
Mar 22 - Mar 23
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham County Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with dining in Windham County cost?
Hotels in Windham County range between $86 to $224 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 8.5, 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 traveler favorite in Wilmington is The White House Inn. This 3.5-star stay offers a terrace and a garden.
How many hotels with dining are there in Windham County?
Windham County has 47 hotels with access to some appetizing food experiences. Enter your travel dates and destination and book your perfect trip today.
Why book your hotel with dining in Windham County with Expedia?
With Expedia, you'll have no trouble finding your dream hotel with dining 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 dining in Windham County?
The easiest way to get cheap hotels with dining 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 dining?
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.