Best Resorts in Windham County

Compare and save

    price find illustration
    Change your mind
    Our total price for your stay includes taxes and fees
    deals illustration
    Treat yourself
    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

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!
ResortsResorts

Brattleboro

Brattleboro

Compare 26 Resorts in Windham County with updated reviews, rates, and availability.

Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (193)
"Outdoor pool was great !"
$160 nightly
The price is $177
Jun 23 - Jun 24
Total includes 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, (901)
"very nice, and clean. ex service!"
$146 nightly
The price is $160
Jul 20 - Jul 21
Total includes taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Deluxe King, kitchenette, fireplace
Exterior

Deluxe King, kitchenette, fireplace

10.0 out of 10, Exceptional, (4)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
$225 nightly
The price is $244
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe King, kitchenette, fireplace
Deluxe King Room w/fireplace and separate entrance
Exterior

Deluxe King Room w/fireplace and separate entrance

10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
$213 nightly
The price is $230
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe King Room w/fireplace and separate entrance
King with Bunk Bed- 2nd floor in Historic Inn
Exterior

King with Bunk Bed- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (2)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
$214 nightly
The price is $231
Jun 22 - Jun 23
Total includes taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn
Deluxe 2xQueen- 2nd floor in Historic Inn
Exterior

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"Gorgeous property in a wonderful area. It was IMMACULATELY clean and cozy. We loved our stay and had plenty of recommendations for things to do nearby. The restaurant was lovely and again so cute and cozy. The only negative I can say is that the bar was way overpriced. We would be happy to stay again"
$214 nightly
The price is $231
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn
Deluxe King - 2nd floor in Historic Inn
Exterior

Deluxe King - 2nd floor in Historic Inn

$200 nightly
The price is $216
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe King - 2nd floor in Historic Inn
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Exterior

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

8.0 out of 10, Very Good, (1)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
$213 nightly
The price is $230
Jun 24 - Jun 25
Total includes taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

9.8 out of 10, Exceptional, (7)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
$277 nightly
The price is $301
Jun 24 - Jun 25
Total includes taxes and fees
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Exterior

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

10.0 out of 10, Exceptional, (2)
"The place was clean, cozy and comfortable. The whole estate is beautiful."
$239 nightly
The price is $259
Jun 23 - Jun 24
Total includes taxes and fees
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Exterior

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

10.0 out of 10, Exceptional, (2)
"We stayed the weekend at this property. Absolutely loved it. From the customer service, the room, and food were all spectacular. The grounds were gorgeous and really enjoyed our walk in the enchanted forest."
$213 nightly
The price is $230
Jun 23 - Jun 24
Total includes taxes and fees
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Deluxe Queen Suite with pull-out love seat, private entrance
Interior

Deluxe Queen Suite with pull-out love seat, private entrance

$225 nightly
The price is $244
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe Queen Suite with pull-out love seat, private entrance
Deluxe 2xQueen & fireplace
Exterior

Deluxe 2xQueen & fireplace

10.0 out of 10, Exceptional, (1)
"Beautiful Inn however, the fridge should be lifted off the floor. It’s too low. A small broom and dust pan would be nice to sweep up the dirt that treks in from the dirt parking lot and walk ways. Upgrade full size beds to at least two Queen size beds."
$225 nightly
The price is $244
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe 2xQueen & fireplace
Deluxe King - 2nd floor in Historic Inn
Exterior

Deluxe King - 2nd floor in Historic Inn

$200 nightly
The price is $216
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe King - 2nd floor in Historic Inn
Luxury King w/balcony, accessible
Exterior

Luxury King w/balcony, accessible

10.0 out of 10, Exceptional, (2)
"My husband and I had a wonderful time at the Inn . our room was beautiful and we had two delicious meals in the restaurant I would definitely recommend this Inn to anyone traveling in southern Vermont."
$200 nightly
The price is $216
Jun 25 - Jun 26
Total includes taxes and fees
Luxury King w/balcony, accessible
Deluxe King, Living Room w/sofa bed & fireplace
Exterior

Deluxe King, Living Room w/sofa bed & fireplace

10.0 out of 10, Exceptional, (4)
"Had a really nice time - the place was lovely. They had some on property activities and were very close to the mountain. We had a great time and would definitely stay here again if back in the area!"
$226 nightly
The price is $245
Jun 23 - Jun 24
Total includes taxes and fees
Deluxe King, Living Room w/sofa bed & fireplace
Deluxe King Room w/pull-out love seat and fireplace
Exterior

Deluxe King Room w/pull-out love seat and fireplace

10.0 out of 10, Exceptional, (1)
"Beautiful and clean, this property was exactly as described perfectly located in West Dover. Close proximity to all. Having the Inn on premise was fabulous. Country breakfast and lovely dinners. Could not be nicer. Randi the Innkeeper is always available for any concerns."
$225 nightly
The price is $244
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe King Room w/pull-out love seat and fireplace
Luxury King with balcony
Interior

Luxury King with balcony

$200 nightly
The price is $216
Jun 22 - Jun 23
Total includes taxes and fees
Luxury King with balcony
Deluxe King- 2nd floor in Historic Inn
Exterior

Deluxe King- 2nd floor in Historic Inn

$200 nightly
The price is $216
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe King- 2nd floor in Historic Inn
Deluxe King Suite, Living Room w/sofa bed & fireplace
Exterior

Deluxe King Suite, Living Room w/sofa bed & fireplace

10.0 out of 10, Exceptional, (1)
"My husband and I really enjoyed the accommodations. Great location with tons do do nearby. The place was so cozy and inviting. Would definitely stay again"
$225 nightly
The price is $244
Jun 22 - Jun 23
Total includes taxes and fees
Deluxe King Suite, Living Room w/sofa bed & fireplace
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

How much do resorts in Windham County cost?
Rates for resorts in Windham County range between $160 and $301 per night. Whether you're seeking an affordable family resort or an upscale couples-only retreat, you're sure to land the ideal stay with Expedia. This price was 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 resorts in Windham County?
Jump right into vacation mode and get some well-deserved R&R in one of Windham County's multiple resorts. With a total average guest review rating of 8.0, there's something here for every budget and taste. Many visitors to Stratton recommend a stay at Mount Snow Grand Summit Resort, a 3-star option with a cafe and a spa. Another unbeatable choice in this popular city is The Black Bear Lodge at Stratton Mountain Resort. This 3-star escape offers mountain views and many nearby bars.
How many resorts are there in Windham County?
Browse through 26 resorts in Windham County and lock in your favorite. Whether you're embarking on a family vacation, jet-setting with friends or treating your spouse, your perfect stay is just a few clicks away with Expedia.
Are there any family-friendly resorts in Windham County?
Definitely, so round up the kiddos and start organizing that Windham County vacay! If Stratton is your chosen destination, stay at Mount Snow Grand Summit Resort. This 3-star resort is popular with traveling families, offering conveniences such as a playground and a sauna. Another terrific choice is The Black Bear Lodge at Stratton Mountain Resort. Also in Stratton, it has a 3-star rating and comes with childcare services and a sauna. There are plenty of fantastic things to do with your crew in Stratton. Stratton Golf School and Stratton Mountain Golf Course deliver a great day out.
Why book your resort in Windham County with Expedia?
Expedia will help you find your dream resort in Windham County. Traveling with the kids? Use our handy filters to search for properties with perks like a water park. If you have a certain budget, click on how much you want to spend and your preferred star rating. We'll help you find a suitable place whatever your style of travel or plans.
How can I find cheap resorts in Windham County?
An excellent way to get cheap resorts in Windham County is with Expedia's convenient filter tool. Fine-tune your search results by star rating, amenities and budget to take advantage of awesome prices in a few clicks.
What is there to do in Windham County near my resort?
Windham County offers so much to do and see, it can be difficult to work out where to start. If you're staying a while in Stratton, Stratton Golf School is a hit for both young and old.