Best Resorts 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!
ResortsResorts

Brattleboro

Brattleboro

Resorts in Windham County

Mount Snow Grand Summit Resort
Relax in two comfortable rocking chairs by a crackling fire pit surrounded by a serene landscape.

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (211)
"Very nice being right on the mountain. "
$162 nightly
The price is $178
Aug 18 - Aug 19
Total includes taxes and fees
Mount Snow Grand Summit Resort
The Black Bear Lodge at Stratton Mountain Resort
Swimmers can enjoy a refreshing dip in the pool, surrounded by a stone wall.

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (908)
"The staff was amazing and accommodating. Especially Noah!"
$138 nightly
The price is $152
Aug 12 - Aug 13
Total includes taxes and fees
The Black Bear Lodge at Stratton Mountain Resort
Deluxe King Room w/fireplace and separate entrance
Step into the historic Farm Road Estate, where charming cottages await.

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."
$370 nightly
The price is $403
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe King Room w/fireplace and separate entrance
Luxury King with balcony
Cozy living room with a central fireplace, leather sofas, and a coffee table, surrounded by exposed beams and a brick fireplace.

Luxury King with balcony

$408 nightly
The price is $446
Aug 6 - Aug 7
Total includes taxes and fees
Luxury King with balcony
Deluxe King, kitchenette, fireplace
Welcome to Farm Road Estate, a charming historic inn with a porch and beautiful gardens.

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."
$434 nightly
The price is $474
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe King, kitchenette, fireplace
Deluxe King - 2nd floor in Historic Inn
Farm Road Estate offers a charming porch and beautifully landscaped surroundings.

Deluxe King - 2nd floor in Historic Inn

$396 nightly
The price is $432
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe King - 2nd floor in Historic Inn
Deluxe 2xQueen- 2nd floor in Historic Inn
Welcome to the Farm Road Estate, a charming historic inn & cottages with a welcoming atmosphere.

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
$396 nightly
The price is $432
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Charming cottage with a gabled roof and a cozy porch, featuring a front entrance with a door and a window above.

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."
$486 nightly
The price is $532
Aug 24 - Aug 25
Total includes taxes and fees
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
King with Bunk Bed- 2nd floor in Historic Inn
Welcome to Farm Road Estate Historic Inn & Cottages, a charming two-story building surrounded by a beautifully landscaped area with lush plants and seasonal pumpkins.

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."
$396 nightly
The price is $432
Aug 6 - Aug 7
Total includes taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Welcome to Farm Road Estate, a historic inn & cottages with a charming porch.

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."
$424 nightly
The price is $463
Aug 10 - Aug 11
Total includes taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Experience the charm of Farm Road Estate, a historic lodging with a traditional two-story building featuring a central entrance and cozy porch area.

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."
$434 nightly
The price is $474
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Deluxe Queen Suite with pull-out love seat, private entrance
Cozy living room with a brick fireplace, leather sofa, and wooden coffee table, featuring exposed beams and a chandelier.

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

$408 nightly
The price is $446
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe Queen Suite with pull-out love seat, private entrance
Deluxe King - 2nd floor in Historic Inn
Farm Road Estate offers historic charm and a peaceful atmosphere, surrounded by lush gardens and a convenient parking area.

Deluxe King - 2nd floor in Historic Inn

$396 nightly
The price is $432
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe King - 2nd floor in Historic Inn
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Experience the charm of Farm Road Estate, where a warm porch invites relaxation and a welcoming atmosphere awaits.

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

9.4 out of 10, Exceptional, (6)
"This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. "
$574 nightly
The price is $628
Aug 31 - Sep 1
Total includes taxes and fees
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Deluxe 2xQueen & fireplace
Experience the charm of Farm Road Estate's historic exterior, featuring a covered porch and traditional architecture.

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."
$408 nightly
The price is $446
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe 2xQueen & fireplace
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Welcome to Farm Road Estate, a historic inn with charming cottages and a welcoming atmosphere.

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

10.0 out of 10, Exceptional, (2)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
$422 nightly
The price is $461
Aug 6 - Aug 7
Total includes taxes and fees
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Luxury King w/balcony, accessible
Experience the charm of Farm Road Estate, a historic inn with a welcoming porch and cozy cottages.

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."
$396 nightly
The price is $432
Aug 6 - Aug 7
Total includes taxes and fees
Luxury King w/balcony, accessible
Deluxe King, Living Room w/sofa bed & fireplace
Step into the charm of Farm Road Estate, a historic inn & cottages surrounded by lush gardens and a picturesque porch.

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!"
$431 nightly
The price is $471
Aug 19 - Aug 20
Total includes taxes and fees
Deluxe King, Living Room w/sofa bed & fireplace
Deluxe King Room w/pull-out love seat and fireplace
Welcome to Farm Road Estate, a historic inn with a charming porch and ample parking.

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."
$422 nightly
The price is $461
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe King Room w/pull-out love seat and fireplace
Deluxe King- 2nd floor in Historic Inn
Step into the historic Farm Road Estate, where charming cottages await.

Deluxe King- 2nd floor in Historic Inn

$396 nightly
The price is $432
Aug 6 - Aug 7
Total includes taxes and fees
Deluxe King- 2nd floor in Historic Inn
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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Top Windham County Hotel Reviews

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Heated pool and view of the bay were great"
Julie 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Frequently asked questions

How much do resorts in Windham County cost?
Rates for resorts in Windham County range between $152 and $628 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.