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Top Cities in Windham County

Autumn at Jones Pond - Carrabassett Valley - Maine - Bigelow Preserve Peak
HotelsHotels

Stratton

Stratton

Check prices for these dates

This weekend
May 15 - May 17
Next weekend
May 22 - May 24

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Our top choices for Windham County hotels

Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (93 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
$112 nightly
The price is $123
May 18 - May 19
Total with taxes and fees
Hideaway Inn Mt. Snow
Exterior

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, (268 reviews)
"Great place to stay for ski trip"
United States
carlos
$143 nightly
The price is $157
May 18 - May 19
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property
Garden

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (214 reviews)
"Great mom and pop motel minutes from Mount Snow"
United States
Richard
$173 nightly
The price is $190
May 19 - May 20
Total with taxes and fees
Big Bears Lodge
Free breakfast

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (974 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
$122 nightly
The price is $134
Jun 7 - Jun 8
Total with taxes and fees
Hampton Inn Brattleboro
Free WiFi, bed sheets

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, (993 reviews)
"Amazing hotel"
United States
Luis
$146 nightly
The price is $161
May 17 - May 18
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Exterior

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,000 reviews)
"Awesome and clean and quiet love the staff"
United States
Jeremiah
Colonial Motel And Spa
Deluxe Chalet | Exterior

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (190 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
$161 nightly
The price is $175
May 20 - May 21
Total with taxes and fees
Vikings Villages Resort
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
"Easy access off the highway close enough to town for a meal or groceries "
United States
Kathleen
$105 nightly
The price is $115
May 17 - May 18
Total with taxes and fees
The Putney Inn
Free daily continental breakfast

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
$97 nightly
The price is $107
May 16 - May 17
Total with taxes and fees
The Covered Bridge Inn
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (881 reviews)
"Nice rooms, great downtown location, helpful staff...great value."
United States
Paul
$126 nightly
The price is $139
May 19 - May 20
Total with taxes and fees
Latchis Hotel
Restaurant

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (312 reviews)
"Such a cool place, so much to explore with the history. The staff is fantastic… we had a blast!"
United States
Jenifer
$207 nightly
The price is $228
May 17 - May 18
Total with taxes and fees
The White House Inn
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (804 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
$132 nightly
The price is $146
Jun 7 - Jun 8
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (434 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
$129 nightly
The price is $141
May 16 - May 17
Total with taxes and fees
Fullerton Inn
Porch

Valley Craft Ales

Valley Craft Ales
2.0 star property
Wilmington
8.4 out of 10, Very Good, (220 reviews)
"Great place for a one night stay to ski near by. Clean room and great pizza in the brewery. "
United States
Laura
$91 nightly
The price is $101
May 30 - May 31
Total with taxes and fees
Valley Craft Ales
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (636 reviews)
"This place looks like crime scene #2. The rooms are clean, but they're also ragged as hell. Holes in the wall, lights that don't work. It's where you go when you don't have any other choices. If that's the case, you could do worse. But block the door with a chair or suitcase, because the chains are busted."
United States
Constantine
$71 nightly
The price is $78
May 24 - May 25
Total with taxes and fees
Econo Lodge Brattleboro South
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (125 reviews)
"Great stay "
United States
Jean
$112 nightly
The price is $123
May 25 - May 26
Total with taxes and fees
Chalet 239
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (38 reviews)
"The hot tub was so amazing"
United States
Mark
$126 nightly
The price is $138
May 17 - May 18
Total with taxes and fees
Four Columns Inn
Exterior

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (770 reviews)
"It was fairly clean room was cold however the staff was amazing, Awesome Customer Service skills and flexibility to accommodate my needs. I will definitely recommend to others. "
United States
Vivian
$84 nightly
The price is $92
May 26 - May 27
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
Dining

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
9.8 out of 10, Exceptional, (97 reviews)
"We LOVED the modern clean aesthetic and convenience to Mount Snow. Definitely one of the nicest places in the area and we’ve seen a lot. We arrived late but check in was super easy. We will definitely return!"
United States
Rosa
$205 nightly
The price is $225
May 17 - May 18
Total with taxes and fees
Farm Road Estate
Condo, 2 Bedrooms | Living room | Flat-screen TV, fireplace, DVD player

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
$342 nightly
The price is $387
May 17 - May 18
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
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:May 22 - May 24

Image gallery for Beautifully decorated large private log home 10 minutes from the mountain.

Interior

Beautifully decorated large private log home 10 minutes from the mountain.

West Dover
10/10Exceptional (7 reviews)
7% off
$630 nightly
Price is $1,756
Total with taxes and fees
Beautifully decorated large private log home 10 minutes from the mountain.
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Top Windham County Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
Sharon 1-night trip
Posted 8 hours ago
Latchis Hotel

Price trends for hotels in Windham County

Less expensive
More expensive
Next month
December
October
$169
Month
Price
January
$155
February
$162
March
$168
April
$155
May
$154
June
$169
July
$172
August
$169
September
$176
October
$177
November
$166
December
$144
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.

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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 $78 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 $78 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.