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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 39 Resorts in Windham with updated reviews, rates, and availability.

Killington Mountain Lodge, Tapestry Collection by Hilton
Terrace/patio

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1000)
"We loved the staff at the hotel and how smooth the check in and check out was. The property is clean and convenient with a restaurant and a bar. There is a nice common area and a spacious hot tub."
The price is AED 533
AED 586 total
includes taxes & fees
1 Apr - 2 Apr
Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (504)
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. The shops were expensive but worth browsing & buying. "
The price is AED 1,098
AED 1,370 total
includes taxes & fees
6 Apr - 7 Apr
Woodstock Inn & Resort
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (680)
"Great accommodations for families and small groups. Units well stocked and clean. Best value for lodging in the area by far! "
The price is AED 437
AED 526 total
includes taxes & fees
27 Mar - 28 Mar
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Comfort Inn Rutland - Killington
Indoor pool

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very Good, (1004)
"This is my second time staying here. Staff is great. The place is good for the price. Breakfast is good."
The price is AED 453
AED 499 total
includes taxes & fees
7 Apr - 8 Apr
Comfort Inn Rutland - Killington
The Equinox Golf Resort & Spa
Exterior

The Equinox Golf Resort & Spa

4.5 star property
7.4 out of 10, Good, (463)
"Beautiful hotel!"
The price is AED 410
AED 647 total
includes taxes & fees
2 Apr - 3 Apr
The Equinox Golf Resort & Spa
Days Inn by Wyndham Rutland/Killington Area
Room, 1 King Bed, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1001)
"The New makeover has really turned this days in and into a Real value"
The price is AED 403
AED 443 total
includes taxes & fees
1 Apr - 2 Apr
Days Inn by Wyndham Rutland/Killington Area
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (445)
"Great definitely will stay again"
The price is AED 372
AED 451 total
includes taxes & fees
2 Apr - 3 Apr
Mountaineer Inn
Turn of River Lodge
Interior

Turn of River Lodge

2.5 star property
9.0 out of 10, Wonderful, (251)
"Rustic, simple, no frills ski lodge. Very friendly staff, solid breakfast and clean rooms. If you’re in town to ski, golf, or get out in the mountains, its a good option to save some dough and still be near everything."
The price is AED 424
AED 467 total
includes taxes & fees
1 Apr - 2 Apr
Turn of River Lodge
The Mountain Inn at Killington
Outdoor pool, a heated pool

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (773)
"ski trip, great location "
The price is AED 768
AED 887 total
includes taxes & fees
27 Mar - 28 Mar
The Mountain Inn at Killington
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (831)
"Nice hot tub and pool area. The room was spotless and had a well equipped kitchen, a washer/dryer unit, and jacuzzi tub in the bathroom. The TVs were nice size and Wi-Fi was decent even at peak evening hours."
The price is AED 621
AED 708 total
includes taxes & fees
27 Mar - 28 Mar
Pointe at Castle Hill Resort
Hampton Inn and Suites Manchester
Front of property - evening/night

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1000)
"Very happy!!"
The price is AED 496
AED 546 total
includes taxes & fees
22 Apr - 23 Apr
Hampton Inn and Suites Manchester
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (875)
"Easy check in for late arrival"
The price is AED 364
AED 400 total
includes taxes & fees
6 Apr - 7 Apr
Mountain Sports Inn
Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (190)
"Ski in/ Ski out"
The price is AED 547
AED 655 total
includes taxes & fees
14 Apr - 15 Apr
Mount Snow Grand Summit Resort
Best Western Inn & Suites Rutland-Killington
Lobby

Best Western Inn & Suites Rutland-Killington

2.5 star property
8.8 out of 10, Excellent, (1000)
"They were doing some construction in another room and it was a little noisy, other then that, no complaints."
The price is AED 592
AED 651 total
includes taxes & fees
1 Apr - 2 Apr
Best Western Inn & Suites Rutland-Killington
Aspen At Manchester
Snow and ski sports

Aspen At Manchester

2.5 star property
8.6 out of 10, Excellent, (543)
"Safe and clean property. Nicely renovated bathrooms. It would have been nice to have a couch or somewhere to lounge after a day of skiing but it was a solid place at a good price point. "
The price is AED 390
AED 470 total
includes taxes & fees
10 Apr - 11 Apr
Aspen At Manchester
Kimpton Taconic Hotel by IHG
Exterior

Kimpton Taconic Hotel by IHG

4.0 star property
9.4 out of 10, Exceptional, (753)
"we had a great stay, dog friendly, very clean hotel, lovely staff, quiet and nice ......loved it. "
The price is AED 540
AED 722 total
includes taxes & fees
6 Apr - 7 Apr
Kimpton Taconic Hotel by IHG
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Great for the price!"
The price is AED 400
AED 440 total
includes taxes & fees
27 Mar - 28 Mar
Colonial Motel And Spa
Hampton Inn Brattleboro
Lobby

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (808)
"Was nice and amazing "
The price is AED 391
AED 430 total
includes taxes & fees
7 Apr - 8 Apr
Hampton Inn Brattleboro
North Star Lodge and Resort
Kayaking

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1001)
"Having to lug luggage up the stair for the 5th floor negative."
The price is AED 477
AED 525 total
includes taxes & fees
1 Apr - 2 Apr
North Star Lodge and 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, (896)
"appreciated the breakfast and in hotel restaurant."
The price is AED 501
AED 606 total
includes taxes & fees
13 Apr - 14 Apr
The Black Bear Lodge 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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Other property types in Windham

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Smart TV, fireplace, foosball, table tennis

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (47)
"We had a great stay at this property and every year a few families get together to spend a few days skiing and other winter activities. The house was a great layout for our group with plenty of spaces for all to sleep. Kids loved the downstairs while the adults love the game house. The property was well stocked with all needs if you forgot anything to make meal times easy. Host was great and if we had any questions they were answered right away. "
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is AED 1,267
AED 1,575 total
includes taxes & fees
13 Apr - 14 Apr
Long Trail House at Stratton Mountain Resort
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (211)
"Very cute cabin with fireplace and jacuzzi. Host provided firewood - which was a nice touch. Cabin is on dead end private road so, as mentioned, very peaceful. Lots of snow so no deck access, but imagine it would be great in summer too."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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.

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: Mount Snow Grand Summit Resort - Ski resort, 5-minute walk from Mount Snow. 16.7 mi (26.9 km) from Windham. Features ski-in/ski-out access, a full-service spa, and a fitness center. The Black Bear Lodge at Stratton Mountain Resort - Ski resort, 5-minute walk from Stratton Mountain Resort. 10 mi (16.1 km) from Windham. Has 10 restaurants, 2 bars, and a sauna. Palmer House Resort - Deluxe King Bed 5 - Golf resort. 16.4 mi (26.3 km) from Windham. Enjoy the garden, free breakfast, and an indoor pool. Palmer House Resort - Deluxe King Bed 4 - Family-friendly resort. 16.4 mi (26.3 km) from Windham. Amenities include a garden, free breakfast, and an indoor pool. Palmer House Resort - Deluxe King Bed 1 - Golf resort. 16.4 mi (26.3 km) from Windham. Access to a garden, free breakfast, and an indoor pool.
What can I do in Windham?
Vermont Country Store offers fun for the whole family, while Stratton Mountain Resort is one of the most popular places to visit nearby. Other attractions in the area include Magic Mountain Ski Resort and Lowell Lake State Park.
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.