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Search Resort Hotels in Windham County from CA $209

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Check prices for these dates

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Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25

Top Cities in Windham County

A calm lake reflecting a forest with autumn foliage.
ResortsResorts

Brattleboro

Brattleboro

Our top choices for Windham County resorts

Exterior

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, (307 reviews)
"Room was clean, the staff was friendly and helpful. We would stay again."
United States
Daniel
The price is CA $208
CA $250 total
includes taxes & fees
Sep 28 - Sep 29
Grand Summit Resort, A Vail Resorts Property
WiFi (free), bed sheets

2. 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, (1,001 reviews)
"It was very expensive for off-season"
United States
Roberta
The price is CA $172
CA $209 total
includes taxes & fees
Sep 2 - Sep 3
The Black Bear Lodge at Stratton Mountain Resort
Exterior

3. King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
King with Bunk Bed- 2nd floor in Historic Inn
Interior

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

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Dover
9.8 out of 10, Exceptional, (7 reviews)
"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."
United States
Sydney W.
The price is CA $478
CA $741 total
includes taxes & fees
Aug 30 - Aug 31
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior

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

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Dover
9.4 out of 10, Exceptional, (6 reviews)
"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. "
United States
Olivia
The price is CA $414
CA $661 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Exterior

6. Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
United States
john L.
The price is CA $414
CA $661 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King, kitchenette, fireplace
Exterior

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

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
United States
Jessica
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Interior

8. Luxury King with balcony

Luxury King with balcony
West Dover
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
Luxury King with balcony
1 bedroom, iron/ironing board, WiFi

9. Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (5 reviews)
"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."
United States
Brendan M.
The price is CA $334
CA $561 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe 2xQueen- 2nd floor in Historic Inn
Interior

10. Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance
West Dover
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
United States
Charles B.
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King Room w/fireplace and separate entrance
Dining

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

Deluxe King Room w/pull-out love seat and fireplace
Dover
10.0 out of 10, Exceptional, (2 reviews)
"Place was perfect"
United States
James R.
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King Room w/pull-out love seat and fireplace
1 bedroom, iron/ironing board, WiFi

12. Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn
West Dover
8.0 out of 10, Very good, (1 review)
The price is CA $334
CA $561 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe 2xQueen in Historic Inn
1 bedroom, iron/ironing board, WiFi

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

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
West Dover
8.0 out of 10, Very good, (1 review)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
United States
Craig C.
The price is CA $382
CA $621 total
includes taxes & fees
Aug 31 - Sep 1
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Exterior

14. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King - 2nd floor in Historic Inn
Exterior

15. Luxury King w/balcony, accessible

Luxury King w/balcony, accessible
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"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."
United States
Kimberley B.
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
Luxury King w/balcony, accessible
Interior

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

Deluxe Queen Suite with pull-out love seat, private entrance
Dover
The price is CA $334
CA $561 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe Queen Suite with pull-out love seat, private entrance
Exterior

17. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is CA $382
CA $621 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King - 2nd floor in Historic Inn
1 bedroom, iron/ironing board, WiFi

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

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Dover
10.0 out of 10, Exceptional, (2 reviews)
"The place was clean, cozy and comfortable. The whole estate is beautiful."
United States
Mike T.
The price is CA $414
CA $661 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
1 bedroom, iron/ironing board, WiFi

19. Deluxe 2xQueen & fireplace

Deluxe 2xQueen & fireplace
Dover
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Christina R.
The price is CA $334
CA $561 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe 2xQueen & fireplace
Exterior

20. Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace
Dover
10.0 out of 10, Exceptional, (4 reviews)
"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!"
United States
Taylor G.
The price is CA $414
CA $661 total
includes taxes & fees
Aug 30 - Aug 31
Deluxe King, 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.
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Top Windham County Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"The hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!"
Karlie 2-night trip
Posted 1 hour ago
Latchis Hotel

Find out more about Windham County

Windham County Resorts information

Number of reviews
42
Accommodation
26 Resorts
Lowest Price
CA $209
Highest Price
CA $741

Frequently asked questions

How much do resorts in Windham County cost?
Resorts in Windham County cost between CA $209 and CA $741 per night. Use Expedia's handy filter tool to search for "Hotel resort" under the "Property type" filter, then lock in an escape that's easy on the bank balance. These prices were 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.
How many resorts are there in Windham County?
You'll find 26 resorts to pick from in Windham County. From a family vacation to a romantic escape, Expedia has the perfect option for you. Enter your destination and travel dates and get a head start on planning your next getaway today.
Why book your resort in Windham County with Expedia?
With Expedia, it's easy to find your dream resort in Windham County. Taking the kids on a break? Use our filters to search for properties with perks like a pool. If you have a certain budget, click on how much you'd like to spend and the preferred star rating of your stay. We'll help you find the right place whatever your trip looks like.
How can I find cheap resorts in Windham County?
Expedia is here to help you track down cheap resorts in Windham County. Try out our handy filter tool to select amenities, star rating and budget to refine your search and discover your special stay in just a few keystrokes.
What is there to do in Windham County near my resort?
You'll discover so many things to keep you entertained in Windham County. If you're heading to Wilmington, you'll want to check out The Ledge, Lake Raponda and The Hermitage Golf Club. Spending your vacay in Londonderry? Magic Mountain Ski Resort, Lowell Lake State Park and Viking Nordic Centre are among the top sights here.

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