Find Ski Hotels in Chester, VT
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Top Chester Ski Hotels
Fullerton Inn
Chester Depot
8.2 out of 10, Very Good, (402)
"Lovely stay"
Christine
The price is SAR 484
SAR 528 total
includes taxes & fees
9 Dec - 10 Dec
Stone Hearth Inn and Eatery
Chester
9.2 out of 10, Wonderful, (107)
"Good breakfast and dinner options. Great location for hiking."
Paul
The price is SAR 801
SAR 874 total
includes taxes & fees
7 Jan - 8 January 2026
Quaint Queen room at the Chester Inn
Chester Depot
10.0 out of 10, Exceptional, (1)
"This was a wonderful experience for us.
The Inn and room were spotless. Very comfortable bed. We will return.
The only issue was the tub/shore. Too much of a challenge for older folks. "
Thomas
Room in Historic Inn! 20 Minutes to Okemo!
Chester Depot
9.2 out of 10, Wonderful, (18)
"The Chester Inn was beautiful and located in downtown Chester. "
Peter C.
The price is SAR 450
SAR 723 total
includes taxes & fees
8 Dec - 9 Dec
Whimsical Room & Private Bathroom in Historic Inn
Chester Depot
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
Paul S.
The price is SAR 484
SAR 761 total
includes taxes & fees
8 Dec - 9 Dec
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Chester Depot
8.6 out of 10, Excellent, (7)
"Charming place, hope to go back soon."
Sharon S.
The price is SAR 897
SAR 1,278 total
includes taxes & fees
14 Dec - 15 Dec
King & Queen Suite in Historic Inn Circa 1780
Chester Depot
9.8 out of 10, Exceptional, (16)
"Central for our needs. easy check in process. Lovely large room with comfy beds. "
HIlary H.
The price is SAR 972
SAR 1,429 total
includes taxes & fees
3 Jan - 4 January 2026
The Covered Bridge Inn
Brattleboro
7.6 out of 10, Good, (1001)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
Zachery
The price is SAR 297
SAR 327 total
includes taxes & fees
8 Dec - 9 Dec
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.
Top Chester Hotel Reviews
Pointe at Castle Hill Resort
10/10 Excellent
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Hotels near popular Chester Attractions
- Hotels near Bonnie's Bundles Dolls
- Hotels near DaVallia Art & Accents
- Hotels near Stratton Mountain Resort
- Hotels near Mount Snow
- Hotels near Okemo Mountain Resort
- Hotels near Killington Resort
- Hotels near Bromley Mountain Ski Resort
- Hotels near Magic Mountain Ski Resort
- Hotels near Green Mountain National Forest
- Hotels near Keene State College
Chester Hotels by Star Rating
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