Search Hotels in Windham County

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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!
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Brattleboro

Brattleboro

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Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 19 - Sep 21
In two weeks
Sep 26 - Sep 28

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Compare 1,326 hotels in Windham County with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Windham County hotels

The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1003)
"Good value for a two night stay for work "
$90 nightly
The price is $99
Sep 15 - Sep 16
Total with taxes and fees
The Covered Bridge Inn
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (223)
"Our room was clean and comfortable .The hot tub, sauna and heated pool were very enjoyable. Staff was kind and responsive. Amazing location!"
$185 nightly
The price is $203
Oct 13 - Oct 14
Total with taxes and fees
Mount Snow Grand Summit Resort
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, (913)
"Great accommodation for wedding "
$163 nightly
The price is $180
Sep 16 - Sep 17
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (506)
"It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful"
$125 nightly
The price is $137
Sep 15 - Sep 16
Total with taxes and fees
Mountaineer Inn
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Always a pleasure to stay at the Colonial"
$126 nightly
The price is $139
Sep 21 - Sep 22
Total with taxes and fees
Colonial Motel And Spa
Hampton Inn Brattleboro
Free breakfast

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (881)
"Super easy check in and nice room! "
$137 nightly
The price is $151
Sep 29 - Sep 30
Total with taxes and fees
Hampton Inn Brattleboro
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1001)
"Very enjoyable stay"
$103 nightly
The price is $114
Sep 16 - Sep 17
Total with taxes and fees
The Putney Inn
Valley Craft Ales
Interior detail

Valley Craft Ales

2.0 star property
8.4 out of 10, Very Good, (148)
"Very convenient location. "
$142 nightly
The price is $156
Sep 15 - Sep 16
Total with taxes and fees
Valley Craft Ales
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (789)
"Great stay!"
$128 nightly
The price is $141
Sep 15 - Sep 16
Total with taxes and fees
Latchis Hotel
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (703)
"I was only there for a few hours sleep "
$80 nightly
The price is $88
Sep 16 - Sep 17
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (464)
"Friendly staff. Room was nice "
$120 nightly
The price is $132
Sep 24 - Sep 25
Total with taxes and fees
Black Mountain Inn
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very Good, (661)
"Good place "
$80 nightly
The price is $89
Sep 21 - Sep 22
Total with taxes and fees
The Upper Pass Lodge at Magic Mountain
Inn At Mount Snow
Exterior

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (27)
"Staff was so knowledgeable and welcoming. A great stay!"
$185 nightly
The price is $203
Sep 15 - Sep 16
Total with taxes and fees
Inn At Mount Snow
Chalet 239
Family Room | Living area | Smart TV

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (75)
"Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus. "
$150 nightly
The price is $165
Sep 21 - Sep 22
Total with taxes and fees
Chalet 239
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (685)
"This was a nice stay, thanks"
$146 nightly
The price is $160
Sep 16 - Sep 17
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (560)
"The good: convenient to grocery store next door. Linens were clean. The bad: room was dirty, had roaches, our feet were quickly filthy just from walking in the carpet, old liquid splashed on the walls and never cleaned. No housekeeping over three day stay."
$59 nightly
The price is $65
Oct 13 - Oct 14
Total with taxes and fees
Econo Lodge Brattleboro
Vikings Villages Resort
Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (126)
"Such a unique stay on our road trip up North. The owner was so lovely and approachable. We will definitely stay again. "
$203 nightly
The price is $221
Sep 15 - Sep 16
Total with taxes and fees
Vikings Villages Resort
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (403)
"Room was clean bathroom was modern large clean staff friendly breakfast was awesome gave you 4 choices cofee and tea all day heated pool in season several rooms to just sit and relax in."
$174 nightly
The price is $192
Sep 16 - Sep 17
Total with taxes and fees
The Nutmeg
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (64)
"We had a lovely time staying here. "
$106 nightly
The price is $117
Sep 18 - Sep 19
Total with taxes and fees
Deerfield Valley Inn
The White House Inn
Interior detail

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (223)
"Beautiful location and gorgeous property. "
$212 nightly
The price is $233
Sep 15 - Sep 16
Total with taxes and fees
The White House Inn
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Top Windham County Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"I'd say 9/10! Room was good, staff were very helpful and friendly. Parking was a little confusing and stressful but ended up working out fine. Enjoyed our stay! Great location to explore brattleboro’s downtown. The historic quality of the building has great charm and is well maintained for its age."
Austin 2-night trip
Posted 5 days ago
Latchis Hotel

Price trends for hotels in Windham County

Price trends for hotels in Windham County

Less expensive
More expensive
This month
Next month
February
August
$155
$167
Month
Price
January
$151
February
$147
March
$148
April
$149
May
$158
June
$157
July
$164
August
$174
September
$155
October
$167
November
$163
December
$151
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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 $65 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 $65 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.