Hotels with Restaurants in Windham County from $74

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Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!
HotelsHotels

Brattleboro

Brattleboro

Check availability on Windham County Hotels with Restaurants

Tonight
Aug 1 - Aug 2
Tomorrow
Aug 2 - Aug 3
This weekend
Aug 1 - Aug 3
Next weekend
Aug 8 - Aug 10

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

The Upper Pass Lodge at Magic Mountain
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | Desk, iron/ironing board, free WiFi, bed sheets

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (654)
"Good place "
$67 nightly
The price is $74
Aug 31 - Sep 1
Total includes taxes and fees
The Upper Pass Lodge at Magic Mountain
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"Always a pleasure to stay at the Colonial"
$109 nightly
The price is $120
Aug 3 - Aug 4
Total includes taxes and fees
Colonial Motel And Spa
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (393)
"Nice place cozy, great breakfast."
$156 nightly
The price is $172
Aug 4 - Aug 5
Total includes taxes and fees
The Nutmeg
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very enjoyable stay"
$116 nightly
The price is $128
Aug 10 - Aug 11
Total includes taxes and fees
The Putney Inn
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (176)
"Right in downtown Wilmington - easy to find, yet hidden away. Shops and dining in easy walking distance. Nice firepit outside residence. Charlie was friendly and welcoming during check in. "
$205 nightly
The price is $226
Aug 10 - Aug 11
Total includes taxes and fees
The Wilmington Inn
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (906)
"The staff was amazing and accommodating. Especially Noah!"
$138 nightly
The price is $152
Aug 12 - Aug 13
Total includes taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (769)
"Great stay!"
$138 nightly
The price is $152
Aug 10 - Aug 11
Total includes taxes and fees
Latchis Hotel
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (664)
"Great place for a quick stay with my son on the way to Maine. "
$138 nightly
The price is $152
Aug 3 - Aug 4
Total includes taxes and fees
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro
Free breakfast

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (855)
"Great place for a quick over night stay. "
$127 nightly
The price is $139
Aug 10 - Aug 11
Total includes taxes and fees
Hampton Inn Brattleboro
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Free daily on-the-go breakfast

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"The breakfast lady's were a hoot"
$179 nightly
The price is $197
Aug 3 - Aug 4
Total includes 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

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Staff were friendly and efficient and went out of their way to help me in a difficult situation at a local restaurant!! Very compassionate and supportive through my ordeal!! I will definitely stay again when in Brattleboro!"
Deborah 1-night trip
Posted 2 days ago
Latchis Hotel

Frequently asked questions

How much do hotels with dining in Windham County cost?
Hotels in Windham County range between $74 to $226 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 8.3, 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.