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

Search Hotels in Windham County

Top Cities in Windham County

A forest with autumn foliage reflecting in a calm lake.
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Stratton

Stratton

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Oct 23 - Oct 25
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Oct 30 - Nov 1

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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

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (323 reviews)
"Great stay most of the rooms are timeshare type rooms for ski season beautiful view good local food Harriman’s food was pretty decent the efficiency apartment was great plenty big enough for two people"
United States
Eben
$164 nightly
The price is $179
Nov 18 - Nov 19
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

2. Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (146 reviews)
"This place was great! Super cute and clean"
United States
Kailee
$97 nightly
The price is $107
Oct 26 - Oct 27
Total with taxes and fees
Hideaway Inn Mt. Snow
A cozy living room with a fireplace, a coffee station, and a view of the outside.

3. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.2 out of 10, (98 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
$99 nightly
The price is $109
Nov 1 - Nov 2
Total with taxes and fees
Colonial Motel
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

4. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (250 reviews)
"Great place to stay."
United States
Cecil
$223 nightly
The price is $243
Oct 22 - Oct 23
Total with taxes and fees
Vikings Villages Resort
A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

5. 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, (1,005 reviews)
"Great place to stay"
United States
Joseph
$139 nightly
The price is $153
Oct 20 - Oct 21
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
A wooden deck overlooking a river with rocks and dense greenery.

6. Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very good, (268 reviews)
"Good stay for ONE night."
United States
Bryan
$89 nightly
The price is $98
Oct 28 - Oct 29
Total with taxes and fees
Valley Craft Ales
The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

7. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,011 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
$140 nightly
The price is $154
Nov 4 - Nov 5
Total with taxes and fees
Latchis Hotel
A modern living room with a fireplace, large windows, and a cozy seating area.

8. Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (137 reviews)
"Very clean place with nice and helpful staff."
United States
Kenneth
$136 nightly
The price is $149
Nov 2 - Nov 3
Total with taxes and fees
Inn At Mount Snow
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

9. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (220 reviews)
"Welcoming host with great customer service"
United States
Alfred
$173 nightly
The price is $190
Oct 28 - Oct 29
Total with taxes and fees
Big Bears Lodge
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

10. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,006 reviews)
"The property was clean and well maintained. Enjoyed our stay."
United States
Anita
$83 nightly
The price is $92
Nov 18 - Nov 19
Total with taxes and fees
The Putney Inn
A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

11. The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (380 reviews)
"Excellent hospitality, room, beds, linens, dinner and scenery."
United States
Teresa
$167 nightly
The price is $184
Nov 18 - Nov 19
Total with taxes and fees
The White House Inn
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

12. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,004 reviews)
"Good place"
United States
Adolfo
$120 nightly
The price is $131
Nov 2 - Nov 3
Total with taxes and fees
The Covered Bridge Inn
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

13. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,001 reviews)
"Room was very clean and check in was excellent"
United States
Faith
$111 nightly
The price is $122
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn Brattleboro
A reception area with a counter, a computer, and various informational posters on the wall.

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (828 reviews)
"Room was in excellent condition , very Clean The vanity and sink on Room was very helpful Parking was a easy View to the mountain was beautiful"
United States
Nicolas
$92 nightly
The price is $101
Nov 2 - Nov 3
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

15. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (889 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
$112 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

16. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,001 reviews)
"Stayed one night. Staff was very friendly. Clean rooms, easy parking, nice breakfast."
United States
Timothy
$148 nightly
The price is $163
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
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

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (711 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
$96 nightly
The price is $105
Nov 17 - Nov 18
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
A calm lake reflecting a forest with autumn foliage.

18. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (126 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
$124 nightly
The price is $136
Nov 4 - Nov 5
Total with taxes and fees
Blue Gentian Lodge at Magic Mountain
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.

19. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (228 reviews)
"Clean, modern, and peaceful."
Canada
Omar
$153 nightly
The price is $167
Oct 20 - Oct 21
Total with taxes and fees
Otherland Hotel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

20. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (690 reviews)
"I asked him on the front desk if I get a coffee machine but hi said no wen i order online they said breakfast is available but is not the guy in front desk was rude"
United States
Luis
$99 nightly
The price is $109
Nov 18 - Nov 19
Total with taxes and fees
Econo Lodge Brattleboro South
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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Great weekend hotel deals in Windham County, VT

Showing deals for:Oct 30 - Nov 1

Image gallery for The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 star property
Londonderry
8.2/10Very Good (711 reviews)
17% off
$114 nightly
Price is $261
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
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Top Windham County Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."
Dzevad 2-night trip
Posted 11 hours ago
Hampton Inn Brattleboro

Price trends for hotels in Windham County

Less expensive
More expensive
Next month
June
October
$162
Month
Price
January
$156
February
$161
March
$163
April
$162
May
$168
June
$155
July
$158
August
$167
September
$166
October
$175
November
$162
December
$160
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Windham County. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $92 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 54ºF to 75ºF. 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 $92 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?
Book your Windham County hotel with Expedia for price, ease and choice. Also, our One Key™ rewards program lets you collect OneKeyCash™* on eligible flights, car rentals, activities, hotels and more. Plus, we offer flexibility should your schedule change, and if you want to ask us anything or require assistance, our online Help Center is always available. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.

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