The Best Chester, VT Chalets from $412

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Our top choices for Chester chalets

A white, single-story cabin with a red door, surrounded by trees.

1. Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC

Jamaica

fran g.

$773 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

2. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

$364 nightly

Sep 27 - Sep 28

Total with taxes and fees

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

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

Wardsboro

Carly L.

$421 nightly

Sep 28 - Sep 29

Total with taxes and fees

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

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

Wardsboro

Jeff H.

$392 nightly

Sep 28 - Sep 29

Total with taxes and fees

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

5. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

$392 nightly

Oct 5 - Oct 6

Total with taxes and fees

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

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

Dover

Liz E.

$814 nightly

Sep 29 - Sep 30

Total with taxes and fees

7. NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

$589 nightly

Sep 27 - Sep 28

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.

$478 nightly

Oct 15 - Oct 16

Total with taxes and fees

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Top Chester Hotel Reviews

The Manchester View

10/10 Excellent

"Very cool unique setting and property. The bed was like a cloud and very relaxing."

Stone Hearth Inn and Eatery

10/10 Excellent

"Our group of four ladies had an excellent time at the historic Stone Hearth Inn. We stayed in a lovely room with 4 single beds. They were very accommodating, including a late check-in and breakfast. Breakfast included homemade bread and other fresh food in a beautiful setting overlooking the lush backyard. It is a family run operation. We were checked in and served breakfast by Vicki, because her son Edward , daughter Georgia and son-in-law Conner were all working at the local Chester Festival. We really enjoyed meeting and getting to know Vicky. We did sample fresh made donuts and pretzels at the festival. They were amazing! The room was clean and comfortable. Unfortunately, we did not get to eat in the restaurant because it was closed during the festival. We are all certain that the food there would’ve been excellent as both Georgia and Connor are master chefs. All four of us ladies highly recommend this gem in beautiful Chester, Vermont. In any season, it’s a beautiful, relaxing place to stay while exploring the things available nearby, including historic, towns and buildings, covered bridges, hiking, skiing, and great food."

Latchis Hotel

10/10 Excellent

"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."

Find out more about Chester

Chester Chalets information

Number of reviews	101
Accommodation	99 Chalets
Lowest Price	$412
Highest Price	$918

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Our top choices for Chester chalets

1. Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC

2. Chalet Mount Snow/Stratton Skiing/hiking

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

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

5. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

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

7. NEW Private Chalet - 4 mins to Mt Snow

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

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Top Chester Hotel Reviews

The Manchester View

The Equinox Golf Resort And Spa

Woodstock Inn & Resort

Pointe at Castle Hill Resort

Hampton Inn and Suites Manchester

Stone Hearth Inn and Eatery

Fullerton Inn

Jackson Gore Village, A Vail Resorts Property

Latchis Hotel

Find out more about Chester

Chester Chalets information

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