The Best Windham, VT Chalets from $425

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Our top choices for Windham chalets

A wooden deck with a table and chairs, surrounded by a forest.

1. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro

Carly L.

$411 nightly

Sep 15 - Sep 16

Total with taxes and fees

A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

2. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Wardsboro

Jeff H.

$405 nightly

Sep 15 - Sep 16

Total with taxes and fees

A two-story wooden cabin with a stone foundation, large windows, and a stone chimney.

3. Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres

Stratton

samantha b.

$645 nightly

Sep 9 - Sep 10

Total with taxes and fees

A wooden house with a porch lit by string lights, surrounded by snow.

4. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

$376 nightly

Sep 13 - Sep 14

Total with taxes and fees

A man standing at a wooden deck door with wicker furniture and string lights.

5. A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

Dover

Victoria R.

$523 nightly

Sep 9 - Sep 10

Total with taxes and fees

A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

6. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

$420 nightly

Sep 9 - Sep 10

Total with taxes and fees

A hot tub on a wooden deck with a view of autumn trees.

7. Chalet 1mi to Mount Snow with cinema and hot tub

Dover

Liz E.

$728 nightly

Sep 9 - Sep 10

Total with taxes and fees

A two-story house with a large deck and a covered porch, surrounded by trees and a grassy yard.

8. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Dover

Andrew B.

$886 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top Windham Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Clean & nice staff. Enjoyed our stay"

Pointe at Castle Hill Resort

10/10 Excellent

"I found this interesting "resort" by accident when I needed to spend time with my mom who was about 40 minutes away in the Lebanon/Hancock, NH area. Wished I'd had more time to spend at there! I would have brought a bathing suit, tried the hot tub, booked a massage at the Spa, and had another delicious meal at the restaurant in the historic building. The non-historic lodging part of the property seems more like a place families and couples might stay when they ski: very comfortable and casual, older (but not historic), not too fancy, allows dogs!! Staff was lovely! Nice, friendly, available for questions, and willing to make more coffee when I slept in and everyone else beat to me to it."

Kimpton Taconic Hotel by IHG

8/10 Good

"My room had candy on side table and needed to have phone cleaned. Older property has character but needs attention in rooms. Don't pay for valet parking basically the same as self parking. Upon check out they handed me the keys to get car. I think it was overpriced for what you get. Manchester is a cute town. Nothing in the room to make coffee and had to buy water no refrigerators as well"

Find out more about Windham

Windham Chalets information

Number of reviews	125
Accommodation	102 Chalets
Lowest Price	$425
Highest Price	$1,001

Room 1

Check prices for these dates

Our top choices for Windham chalets

1. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

2. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

3. Green Mountain Chalet w/ Hot Tub, Sauna, Treehouse on 4 acres

4. Chalet Mount Snow/Stratton Skiing/hiking

5. A Charming Chalet with Hot Tub 1 Mile to Mt. Snow

6. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

7. Chalet 1mi to Mount Snow with cinema and hot tub

8. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

9. NEW Private Chalet - 4 mins to Mt Snow

Find vacation rentals that suit your style

Top Windham Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Inn At Mount Snow

Pointe at Castle Hill Resort

The Palmer House Resort, an Ascend Collection Hotel

The Manchester View

Bromley View Inn

Kimpton Taconic Hotel by IHG

Hampton Inn and Suites Manchester

The Putney Inn

Find out more about Windham

Windham Chalets information

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