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Search Resort Hotels in Windham from CA $558

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Check prices for these dates

Next weekend
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

Our top choices for Windham resorts

Interior

1. 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 $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King Room w/fireplace and separate entrance
1 bedroom, iron/ironing board, WiFi

2. 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 $333
CA $558 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe 2xQueen- 2nd floor in Historic Inn
Exterior

3. 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 $412
CA $658 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King, kitchenette, fireplace
Exterior

4. 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 $412
CA $658 total
includes taxes & fees
Aug 31 - Sep 1
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Dining

5. 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 $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King Room w/pull-out love seat and fireplace
1 bedroom, iron/ironing board, WiFi

6. 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 $333
CA $558 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe 2xQueen & fireplace
1 bedroom, iron/ironing board, WiFi

7. 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 $333
CA $558 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe 2xQueen in Historic Inn
Exterior

8. 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 $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Exterior

9. 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 $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Luxury King w/balcony, accessible
Interior

10. 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 $333
CA $558 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe Queen Suite with pull-out love seat, private entrance
1 bedroom, iron/ironing board, WiFi

11. 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 $412
CA $658 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Exterior

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

Deluxe King Suite, Living Room w/sofa bed & fireplace
West Dover
10.0 out of 10, Exceptional, (1 review)
"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"
United States
Megan M.
The price is CA $412
CA $658 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King Suite, Living Room w/sofa bed & fireplace
Exterior

13. 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 $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
King with Bunk Bed- 2nd floor in Historic Inn
1 bedroom, iron/ironing board, WiFi

14. 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 $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Exterior

15. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is CA $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King - 2nd floor in Historic Inn
Exterior

16. 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 $412
CA $658 total
includes taxes & fees
Aug 31 - Sep 1
Deluxe King, Living Room w/sofa bed & fireplace
Exterior

17. Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn
West Dover
The price is CA $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King- 2nd floor in Historic Inn
Exterior

18. Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
The price is CA $380
CA $618 total
includes taxes & fees
Aug 27 - Aug 28
Deluxe King - 2nd floor in Historic Inn
Interior

19. 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 $476
CA $737 total
includes taxes & fees
Aug 31 - Sep 1
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Interior

20. Luxury King with balcony

Luxury King with balcony
West Dover
The price is CA $380
CA $618 total
includes taxes & fees
Aug 30 - Aug 31
Luxury King with balcony
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 Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"In would return."
Janine 2-night trip
Posted 6 hours ago
Pointe at Castle Hill Resort

Find out more about Windham

Windham Resorts information

Number of reviews
43
Accommodation
26 Resorts
Lowest Price
CA $558
Highest Price
CA $737

Frequently asked questions

What can I expect from a resort vacation in Windham?
Longing for a relaxing escape? You deserve the luxuries and comforts of a resort, where you can find everything you need for your vacation from convenient dining options to activities and shopping. Browse the resorts in the area and discover the right one for you, whether you see yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.
What's a favorite resort for my stay in Windham?
Here are our top-rated resorts near Windham: Grand Summit Resort, A Vail Resorts Property - Ski resort, 5-minute walk from Green Mountain National Forest. 16.7 mi (26.9 km) from Windham. Features ski-in/ski-out access, a full-service spa, and a fitness center. The Equinox Golf Resort And Spa - Luxury resort, 5-minute walk from Green Mountain National Forest. 17.6 mi (28.4 km) from Windham. Has 4 restaurants, 2 bars, and a golf course. The Black Bear Lodge at Stratton Mountain Resort - Ski resort, 5-minute walk from Green Mountain National Forest. 10 mi (16.1 km) from Windham. Enjoy the 10 restaurants, 2 bars, and sauna. King with Bunk Bed- 2nd floor in Historic Inn - Situated just a 5-minute walk from Green Mountain National Forest. 17.5 mi (28.2 km) from Windham. Amenities include a car charging station. Deluxe King, kitchenette, fireplace - Only a 5-minute walk from Green Mountain National Forest. 17.5 mi (28.2 km) from Windham. Access to a car charging station and a bar.
What can I do in Windham?
Magic Mountain Ski Resort, Lowell Lake State Park, and Jamaica State Park are a few interesting places to visit nearby. Other attractions in the area include Viking Nordic Center and Weston Playhouse.
What's the seasonal weather like in Windham?
The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Windham are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What's the best way to get to and around Windham?
Fly into Springfield, VT (VSF-Hartness State), which is located 15.5 mi (24.9 km) away from the city center. You can also search for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 26.9 mi (43.3 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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