Windham Chalets from CA $245

A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Our top choices for Windham chalets

A snowy landscape with a wooden deck and a house in the background.

1. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Windham

John K.

CA $1,015 total

includes taxes & fees

Oct 19 - Oct 20

A picnic setup with a wine glass, bottle, cheese, tomatoes, and grapes on a wooden table with a view of a grassy field and hills.

2. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Hensonville

Kyrill A.

CA $979 total

includes taxes & fees

Nov 2 - Nov 3

A log cabin with a porch, a staircase, and a garage.

3. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

alain

CA $310 total

includes taxes & fees

Oct 19 - Oct 20

A residential area with a main road, houses, and a lake.

4. Jessie's Harvest House

Tannersville

David R.

CA $292 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a large bed, a TV mounted on the wall, a window with a view, and a painting on the wall.

5. Jessie's Harvest House Suite

Tannersville

Matthew M.

CA $245 total

includes taxes & fees

Oct 26 - Oct 27

6. Jessie's Harvest House

Tannersville

"We pulled up to a restaurant inn with not a soul in sight. The restaurant was closed with a for sale Realastate sign outside. There place had broken windows and a side back door to access . We walked in to find a dark room with an old piano . We went upstairs to see the room and the only thing in the rooms posted was the white sheets and blankets . There was a small area with a microwave outside our door . The pictures had an outside sitting for guests that was not the case . We left and ended...

Genine B.

CA $282 total

includes taxes & fees

Oct 21 - Oct 22

7. Jessie's Harvest House

Tannersville

CA $292 total

includes taxes & fees

Nov 3 - Nov 4

A snow-covered deck with a fire pit, a chair, and a table with drinks and a game box.

8. Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

Lexington

Steven K.

CA $1,255 total

includes taxes & fees

Nov 8 - Nov 9

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Top Windham Hotel Reviews

Urban Cowboy Lodge

10/10 Excellent

"Overall fantastic stay. The property itself is beautiful and you can see it being upkept constantly, it is clear that they are taking great care of it while still maintaining the charm. The rooms were spotless both where we slept and the shared spaces like the Lodge. The staff was amazing, with kind responses and quick to answer/help out with any questions we had. One of the best properties I’ve ever stayed at, and the people here make it the 5 Star quality that it is."

Hunter Lodge, a Bluebird by Lark

10/10 Excellent

"My husband and I have stayed at this hotel previously we are returned visitors. Our room was immaculate. We had a balcony that overlooked the beautiful mountains and gorgeous trees in the fall. The room itself was impeccable the bathroom Stella. I would definitely recommend this hotel to anyone. There were many families there and enjoyed the breakfast bagels, cereal, coffee, oatmeal, and or yogurt where we ate for breakfast was very clean. I must mention that there’s a beautiful sitting room in the lobby for comfort reading this games very quaint. It is dog, friendly only certain rooms. The outside has a beautiful balcony. The landscaping was very inviting. There are tables and chairs outside that you can sit and you can even have a fire in the evening. It’s a very welcoming place. Definitely recommend."

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10/10 Excellent

"Dancing Horse Farm is a beautiful place surrounded by gorgeous mountains and breathtaking scenery The pictures just give you a hint of the amazing beauty of this property The interior of the home is clean , spacious, equipped with every modern convenience The rooms are comfortable Each with its own unique design and quality The bathrooms are sanitary and bright Every where you look you can see the owner Greg has put his heart into the care of this house He has thought of every detail Your every need is met staying at this property The grounds offer opportunities for hiking , serene walks and deep relaxation The added touch is the barn with its three adorable goats A big attraction for younger children The area Windham offers restaurants, breweries, shops, markets a great fun location The house , the location, the owner Greg all are outstanding I can go on and onOur family fell in love with it all and will make Dancing Horse Farm our annual tradition"

Find out more about Windham

Windham Chalets information

Number of reviews	90
Accommodation	58 Chalets
Lowest Price	CA $245
Highest Price	CA $1,255

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windham chalets

1. Beautiful Windham Chalet 2 minutes to Town and the Mountain

2. Relaxing Mountain Hideaway - Hot Tub & Outdoors