Top Hotels in Windham County

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A snow-covered road winding through a forested area with buildings and mountains in the background.

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Our top choices for Windham County hotels

A red building with a stone fire pit and outdoor seating.

1. Grand Summit Resort, A Vail Resorts Property

West Dover

Kevin

CA $271 total

includes taxes & fees

Nov 17 - Nov 18

A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

2. Hideaway Inn Mt. Snow

West Dover

Chase

CA $148 total

includes taxes & fees

Nov 15 - Nov 16

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

3. Colonial Motel

Brattleboro

Swaraj

CA $130 total

includes taxes & fees

Dec 11 - Dec 12

A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

4. Big Bears Lodge

West Dover

Alfred

CA $271 total

includes taxes & fees

Nov 29 - Nov 30

A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

5. Vikings Villages Resort

Guilford

Cecil

CA $287 total

includes taxes & fees

Nov 15 - Nov 16

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

CA $244 total

includes taxes & fees

Nov 15 - Nov 16

A wooden deck overlooking a river with rocks and dense greenery.

7. Valley Craft Ales

Wilmington

TYLER

CA $129 total

includes taxes & fees

Dec 15 - Dec 16

A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

8. The White House Inn

Wilmington

Nicoletta

CA $255 total

includes taxes & fees

Dec 15 - Dec 16

The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

9. Latchis Hotel

Brattleboro

Erik

CA $175 total

includes taxes & fees

Nov 23 - Nov 24

A hotel room with two beds, a desk, and a TV.

10. The Putney Inn

Putney

Kristen

CA $128 total

includes taxes & fees

Dec 14 - Dec 15

A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

11. Hampton Inn Brattleboro

Brattleboro

Sharon

CA $185 total

includes taxes & fees

Nov 23 - Nov 24

A reception area with a counter, a computer, and various informational posters on the wall.

12. Travelodge by Wyndham Brattleboro VT

Brattleboro

Cara

CA $86 total

includes taxes & fees

Nov 17 - Nov 18

A modern living room with a fireplace, large windows, and a cozy seating area.

13. Inn At Mount Snow

West Dover

Kenneth

CA $196 total

includes taxes & fees

Nov 15 - Nov 16

A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

14. The Covered Bridge Inn

Brattleboro

Rick

CA $110 total

includes taxes & fees

Dec 13 - Dec 14

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

15. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

CA $179 total

includes taxes & fees

Nov 22 - Nov 23

A triangular wooden structure with a bench and a table, surrounded by lush greenery and a building in the background.

16. Otherland Hotel

Newfane

Debi

CA $218 total

includes taxes & fees

Nov 15 - Nov 16

A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

17. The Upper Pass Lodge at Magic Mountain

Londonderry

Silvia

CA $137 total

includes taxes & fees

Nov 16 - Nov 17

A hotel with a covered entrance, a clear sky, and a tree in the foreground.

18. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Alexander Cassidy

CA $226 total

includes taxes & fees

Nov 22 - Nov 23

A snow-covered cabin with a large window, surrounded by trees and a mountain in the background.

19. Blue Gentian Lodge at Magic Mountain

Londonderry

Abigail

CA $234 total

includes taxes & fees

Nov 15 - Nov 16

A hotel with a clock tower, a parking lot, and a well-maintained garden.

20. Black Mountain Inn

Brattleboro

Ron

CA $201 total

includes taxes & fees

Dec 15 - Dec 16

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Next weekend

Hideaway Inn Mt. Snow

West Dover

CA $109 off

per night

CA $317 total

includes taxes & fees

The Black Bear Lodge at Stratton Mountain Resort

Stratton

CA $26 off

per night

CA $607 total

includes taxes & fees

Hotels recommended for families in Windham County

A two-story building with a blue exterior, a wooden front porch, and a sign indicating a vacancy.

Doveberry Inn

West Dover

CA $191 total

includes taxes & fees

Nov 15 - Nov 16

Top Windham County Hotel Reviews

Inn At Mount Snow

West Dover

10/10 Excellent

marco

A large, snow-covered house with multiple windows and a well-lit porch.

The Inn at Manchester

Manchester Village Historic District

10/10 Excellent

Joe

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

Four Columns Inn

Newfane

10/10 Excellent

Marie-Christine

A room with two single beds, a desk, and a radiator.

Colonel Williams Inn

Brattleboro

10/10 Excellent

Carolyn

A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

Harvest Barn Inn

Bellows Falls

10/10 Excellent

Everything about my stay here was a dream! The view is unbelievable and both the rooms and common spaces were incredibly clean, cosy, and stocked with all the amenities one would need. Blessing and Kaelan were so helpful and kind and down to earth, and the solar panel set up is a sight to be seen! Also, they cook an amazing 3 course (but not overwhelming) breakfast for the guests every morning. You can tell how much they care about both the property and the people coming to stay. Despite...

Megan

A restaurant with tables set for dining, chairs, and a fireplace in the background.

The Reluctant Panther Inn and Restaurant

Manchester Village Historic District

10/10 Excellent

Graeme

A two-story house with a red door, green shutters, and a snow-covered front yard.

Centennial House

Northfield

10/10 Excellent

Joey Z.

A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

Blue Vista Motor Lodge

North Adams

10/10 Excellent

patricia

A spacious, rustic interior with wooden beams, leather furniture, and large windows offering natural light.

Farm Road Estate

West Dover

8/10 Good

Ashley

A dock extending into a lake with a grassy area in the foreground and trees in the background.

Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

10/10 Excellent

Mary Ann

A two-story house with a snow-covered roof and yard, featuring multiple lit windows and a visible chimney.

The Inn at Ormsby Hill

Manchester Center

10/10 Excellent

Paul

A swimming pool with a view of a barn and mountains in the background.

Hill Farm Inn

Arlington

10/10 Excellent

Jacquie

Frequently Asked Questions

How much do hotels in Windham County cost?

The season and factors like Easter and school holidays can influence the price of a hotel in Windham County. You can find cheap options from CA $73 in a few different ways on Expedia. First, select the dates you'd like to get away, then use the filters like property type and amenities to fine-tune your search. You can also sort by price, so the lowest options appear at the top.

When is the best time to go to Windham County?

If you want to visit in summer, reserve your Windham County hotel between June and August. Temperatures during the summer months here range from 12ºC to 24ºC. Windham County has a humid continental climate, so pack accordingly.

How can I find cheap hotels in Windham County?

Windham County cheap hotels start at CA $73 per night. To browse these types of wallet-friendly options, make use of our "Price per night" filter. Like some other tips? Be flexible with your vacation dates and book early. Check out our cheap hotels in Windham County page for deals you won't be able to resist.

What are the best hotels in Windham County for families?

Big Bears Lodge is among the most popular hotels for families, located in Stratton, Windham County. Stay here and take advantage of amenities like a playground and complimentary breakfast. Three Mountain Inn is another favorite property where kiddos are welcome. For more hotel options, fine-tune your search results by clicking on "Family friendly" under the "Traveler experience" filter section.

Why should I book my Windham County hotel with Expedia?

Expedia is your one-stop shop for organising the ultimate holiday experience in Windham County. You'll find a wide variety of hotels to choose from and search filters that make it a breeze to find the stay of your dreams. Worried about your plans changing? Many of our hotels have flexible cancellation policies, so you can book with peace of mind. Get more out of your trip with Expedia Rewards. Join today for free and you can collect points and unlock membership perks. You'll enjoy instant access to Member Prices, which adds up to savings worth 10% or more on select hotels!

Search Windham County Hotels

Change your mind

Treat yourself

Be picky

Top cities in Windham County

West Dover

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Windham County hotels

1. Grand Summit Resort, A Vail Resorts Property

2. Hideaway Inn Mt. Snow

3. Colonial Motel

4. Big Bears Lodge

5. Vikings Villages Resort

6. The Black Bear Lodge at Stratton Mountain Resort

7. Valley Craft Ales

8. The White House Inn

9. Latchis Hotel

10. The Putney Inn

11. Hampton Inn Brattleboro

12. Travelodge by Wyndham Brattleboro VT

13. Inn At Mount Snow

14. The Covered Bridge Inn

15. Comfort Inn & Suites Brattleboro I-91

16. Otherland Hotel

17. The Upper Pass Lodge at Magic Mountain

18. Holiday Inn Express Hotel & Suites Brattleboro by IHG

19. Blue Gentian Lodge at Magic Mountain

20. Black Mountain Inn

Get last-minute hotel deals in Windham County and save more

Hideaway Inn Mt. Snow

Hotels recommended for families in Windham County

Doveberry Inn

Top Windham County Hotel Reviews

Inn At Mount Snow

10/10 Excellent

Frequently Asked Questions

How much do hotels in Windham County cost?

When is the best time to go to Windham County?

How can I find cheap hotels in Windham County?

What are the best hotels in Windham County for families?

Why should I book my Windham County hotel with Expedia?

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