Hotels with Restaurants in Windham County from $89

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Top Cities in Windham County

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Brattleboro

Brattleboro

Check availability on Windham County Hotels with Restaurants

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Nov 8 - Nov 9
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Nov 9 - Nov 10
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Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23

Pick from 47 Windham County Hotels with Restaurants with updated room rates, reviews, and availability. Most hotels are fully refundable.

Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi
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, (683)
"Wery good diner"
United States
Yelena
$95 nightly
The price is $104
Dec 7 - Dec 8
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Excellent staff"
United States
Barry
$140 nightly
The price is $154
Nov 9 - Nov 10
Total with taxes and fees
Colonial Motel And Spa
TV
The Nutmeg

The Nutmeg

3.5 star property
Wilmington
9.4 out of 10, Exceptional, (412)
"Wonderful friendly staff and great art/decor! Amazing breakfast!"
United States
Donna
$167 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
The Nutmeg
Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1001)
"Reasonable price for an overnight stay. Ample parking, very quiet and easy access to I 91."
United States
MICHAEL
$80 nightly
The price is $89
Dec 7 - Dec 8
Total with taxes and fees
The Putney Inn
Porch
The Wilmington Inn

The Wilmington Inn

3.5 star property
Wilmington
10.0 out of 10, Exceptional, (192)
"The Wilminton Inn is one of the best B&B's that my wife and I have stayed. The owners are super friendly, the place is very clean with a bar and comfortable family area. Breakfast was great. We highly recommend the Wilmington Inn."
United States
Charles
$167 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
The Wilmington Inn
Indoor spa tub
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, (931)
"Great place for the price "
United States
Karen
$150 nightly
The price is $165
Nov 9 - Nov 10
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (816)
"Well preserved old hotel one block from train station. "
United States
John
$118 nightly
The price is $130
Nov 17 - Nov 18
Total with taxes and fees
Latchis Hotel
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (723)
"Check in was easy and there is coffee available 24 hours a day!"
United States
Michelle
$105 nightly
The price is $116
Nov 12 - Nov 13
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (916)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
$91 nightly
The price is $100
Dec 7 - Dec 8
Total with taxes and fees
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

2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1007)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
$142 nightly
The price is $156
Nov 22 - Nov 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.
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Top Windham County Hotel Reviews

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Wonderful Staff!"
Scott 1-night trip
Posted 5 days ago
The Black Bear Lodge at Stratton Mountain Resort

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Frequently asked questions

How much do hotels with dining in Windham County cost?
Hotels in Windham County range between $89 to $184 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 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.