The Best Chester, VT Chalets from $407

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Our top choices for Chester chalets

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

Jamaica

fran g.

$773 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

Wardsboro

Jeff H.

$374 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

Wardsboro

Carly L.

$443 nightly

Oct 20 - Oct 21

Total with taxes and fees

4. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

$360 nightly

Sep 27 - Sep 28

Total with taxes and fees

5. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

Stratton

samantha b.

$639 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

Dover

Brian S.

$394 nightly

Oct 5 - Oct 6

Total with taxes and fees

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

Dover

Liz E.

$769 nightly

Sep 22 - Sep 23

Total with taxes and fees

8. NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

$584 nightly

Sep 22 - Sep 23

Total with taxes and fees

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Top Chester Hotel Reviews

The Manchester View

10/10 Excellent

"Our suite was spotless, beautiful rooms with fireplace, it was beautifully decorated! Breakfast was good, couldn’t ask for anymore!!!!!"

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"The room was huge, clean and comfy, perfect for our one night work related stay. All the staff, especially Deann at the front desk, and the waistaff and planner at the wedding we were at, were exceptionally friendly and helpful. We were very impressed with their kindness and professionalism."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The pool was not available due to repair. The parking was limited (we had to walk up/down the hill to overflow parking). The faucet in our room made machine gun noise. The room was pretty big and clean. Deli was good. The restaurant bartender was very helpful. The shuttle bus service was great."

Woodstock Inn & Resort

8/10 Good

"Woodstock itself is absolutely beautiful and has a wonderful atmosphere. However, we had a few issues in both common areas, and our room that significantly impacted our experience. First, the cleanliness of the lobby was disappointing. I noticed that it was noticeably dusty and had visible spiderwebs in several areas, which did not create a welcoming first impression. Second, the bathroom and bed did not live up to the luxurious standard expected. Both the bathroom sink and bathtub drained incredibly slowly. This resulted in an unpleasant backflow of water whenever I tried to use them, which felt very unhygienic. Lastly, the bed was lopsided and very uncomfortable. The boxspring on both sides of the bed was covered in stains, which took away from the charm and comfort of the room. Everything else was great, and with a little more attention to room cleanliness, this place would be flawless."

Find out more about Chester

Chester Chalets information

Number of reviews	108
Accommodation	99 Chalets
Lowest Price	$407
Highest Price	$874

Room 1

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Upfront pricing

Check prices for these dates

Our top choices for Chester chalets

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

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

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

4. Chalet Mount Snow/Stratton Skiing/hiking

5. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

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. NEW Private Chalet - 4 mins to Mt Snow

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

Find vacation rentals that suit your style

Top Chester Hotel Reviews

The Manchester View

Latchis Hotel

Jackson Gore Village, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

Pointe at Castle Hill Resort

Stone Hearth Inn and Eatery

Hampton Inn and Suites Manchester

On The River Inn

Woodstock Inn & Resort

Find out more about Chester

Chester Chalets information

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