Windham County Hotels with Restaurants from $100

A wooden covered bridge over a river with stone walls on either side.

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Top Cities in Windham County

A canoe on calm water with a forested hill in the background.

Check availability on Windham County Hotels with Restaurants

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Our top choices for Windham County hotels with a restaurant

A living room with a fireplace, a sofa, a coffee table, and a dining area with chairs and a table.

1. The Upper Pass Lodge at Magic Mountain

Londonderry

Lynne

$100 nightly

Oct 25 - Oct 26

Total with taxes and fees

A cozy living room with a fireplace, a coffee station, and a view of the outside.

2. Colonial Motel

Brattleboro

Swaraj

$99 nightly

Nov 1 - Nov 2

Total with taxes and fees

A glass table with a vase of white lilies, a glass dome containing cookies, and a blue chair in a room with white walls and a window.

3. The Nutmeg

Wilmington

Diana

$180 nightly

Nov 2 - Nov 3

Total with taxes and fees

4. The Putney Inn

Putney

Anita

$91 nightly

Nov 11 - Nov 12

Total with taxes and fees

An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

5. The Wilmington Inn

Wilmington

Jay

$236 nightly

Nov 8 - Nov 9

Total with taxes and fees

A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

6. The Black Bear Lodge at Stratton Mountain Resort

Stratton

Joseph

$139 nightly

Oct 26 - Oct 27

Total with taxes and fees

The exterior of Latchis Hotel with a classic architectural style, large windows, and a prominent entrance.

7. Latchis Hotel

Brattleboro

Erik

$138 nightly

Nov 4 - Nov 5

Total with taxes and fees

A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

8. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

$112 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Top Windham County Hotel Reviews

Latchis Hotel

8/10 Good

"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."

Vikings Villages Resort

10/10 Excellent

"Could not have been happier with the experience and the stay. This may look like a rustic cabin stay, but the cabins are not rustic and are very thoughtfully decorated with the Viking theme. Relax in these luxury cabins and take part in some onsite games to learn about the history of vikings. No costumes needed."

Inn At Mount Snow

10/10 Excellent

"We visited during leaf-peeping season, so the property was not fully occupied. It was clean, well-maintained and tastefully renovated very recently. Location was ideal and the breakfast was sufficiently stocked with all of the basics. The staff was very attentive and responsive, providing suggestions for dining and local activities. Only suggestion is for side-sleepers like myself, to bring your own pillow. The ones provided were too large and stiff for my taste."

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

The Putney Inn

10/10 Excellent

"Our room was quiet, clean and very comfortable. Breakfast was nice--more than enough for a decent breakfast before heading out-- waffle maker, toast, yogurt, cold cereal, fruit, juice coffee, and tea, etc. The grounds were beautiful and well kept. The staff was very helpful and parking was super easy right next to the room. The only slight downside was a strong musty odor in the entryway of the room (106), but the room itself smelled clean and was just fine."

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Frequently asked questions

How much do hotels with dining in Windham County cost?

Hotels in Windham County range between $100 to $259 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 8.2, 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.

Room 1

Upfront pricing

Treat yourself

Be picky

Top Cities in Windham County

West Dover

Brattleboro

Stratton

Wilmington

Londonderry

Newfane

Putney

Check availability on Windham County Hotels with Restaurants

Our top choices for Windham County hotels with a restaurant

1. The Upper Pass Lodge at Magic Mountain

2. Colonial Motel

3. The Nutmeg

4. The Putney Inn

5. The Wilmington Inn

6. The Black Bear Lodge at Stratton Mountain Resort

7. Latchis Hotel

8. Comfort Inn & Suites Brattleboro I-91

9. Hampton Inn Brattleboro

10. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Top Windham County Hotel Reviews

Latchis Hotel

Vikings Villages Resort

The Upper Pass Lodge at Magic Mountain

Hampton Inn Brattleboro

Inn At Mount Snow

Grand Summit Resort, A Vail Resorts Property

Colonial Motel

Hideaway Inn Mt. Snow

The Putney Inn

Explore a world of travel with Expedia

Frequently asked questions

Hotels with Restaurants in Windham County from $100

Upfront pricing

Treat yourself

Be picky

Top Cities in Windham County

West Dover

Check availability on Windham County Hotels with Restaurants

Our top choices for Windham County hotels with a restaurant

1. The Upper Pass Lodge at Magic Mountain

2. Colonial Motel

3. The Nutmeg

4. The Putney Inn

5. The Wilmington Inn

6. The Black Bear Lodge at Stratton Mountain Resort

7. Latchis Hotel

8. Comfort Inn & Suites Brattleboro I-91

9. Hampton Inn Brattleboro

10. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Top Windham County Hotel Reviews

Latchis Hotel

Explore a world of travel with Expedia

Frequently asked questions