Hotels in Chester
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Fullerton Inn
Fullerton InnChester Depot
8.2 out of 10, Very Good, (420 reviews)
cleanliness Soak in small-town Vermont charm with free breakfast and staff that wins rave reviews.
The price is $129
$141 total
includes taxes & fees
Mar 10 - Mar 11

Stone Hearth Inn and Eatery
Stone Hearth Inn and EateryChester
9.2 out of 10, Wonderful, (115 reviews)
cleanliness Cozy Chester retreat with historic charm and outdoor adventures await you.
The price is $209
$228 total
includes taxes & fees
Mar 19 - Mar 20

The Hartness House
The Hartness HouseSpringfield
8.2 out of 10, Very Good, (336 reviews)
cleanliness Historic Vermont inn near train station with trails nearby for adventurers.
The price is $159
$175 total
includes taxes & fees
Mar 9 - Mar 10

Best Western Springfield Hotel
Best Western Springfield HotelSpringfield
8.8 out of 10, Excellent, (837 reviews)
cleanliness Experience a tranquil retreat with easy access to outdoor attractions and amenities.
The price is $135
$149 total
includes taxes & fees
Mar 9 - Mar 10

The Inn at Weathersfield
The Inn at WeathersfieldPerkinsville
10.0 out of 10, Exceptional, (75 reviews)
cleanliness Just steps from Vermont's North Springfield Lake, this charming inn offers breakfast and dining.
The price is $167
$219 total
includes taxes & fees
Mar 8 - Mar 9

Pointe at Castle Hill Resort
Pointe at Castle Hill ResortCavendish
8.8 out of 10, Excellent, (1,003 reviews)
The price is $169
$193 total
includes taxes & fees
Mar 8 - Mar 9

Castle Hill Resort And Spa
Castle Hill Resort And SpaCavendish
9.0 out of 10, Wonderful, (108 reviews)
The price is $269
$293 total
includes taxes & fees
Mar 19 - Mar 20

COHO Inn & Motor Lodge
COHO Inn & Motor LodgeWeston
9.4 out of 10, Exceptional, (63 reviews)
cleanliness Experience Weston's charm at a motel with hiking trails and kayaking nearby.
The price is $188
$205 total
includes taxes & fees
Mar 8 - Mar 9

Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic MountainLondonderry
9.2 out of 10, Wonderful, (115 reviews)
cleanliness Ski lodge retreat at Magic Mountain with spa services and seasonal outdoor pool.
The price is $179
$197 total
includes taxes & fees
Mar 8 - Mar 9

Harvest Barn Inn
Harvest Barn InnBellows Falls
9.8 out of 10, Exceptional, (253 reviews)
The price is $152
$166 total
includes taxes & fees
Mar 15 - Mar 16

The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic MountainLondonderry
8.2 out of 10, Very Good, (693 reviews)
The price is $106
$118 total
includes taxes & fees
Apr 5 - Apr 6

The Weston
The WestonWeston
10.0 out of 10, Exceptional, (9 reviews)
cleanliness Unwind at this Vermont guesthouse with a spa, garden, and nearby attractions.
The price is $450
$491 total
includes taxes & fees
Mar 8 - Mar 9

Rodeway Inn Bellows Falls
Rodeway Inn Bellows FallsBellows Falls
6.2 out of 10, (290 reviews)
cleanliness Wake up to cozy Vermont charm minutes away from Bellows Falls Station.
The price is $109
$119 total
includes taxes & fees
Mar 13 - Mar 14

Main and Mountain Bar & Motel
Main and Mountain Bar & MotelLudlow
9.6 out of 10, Exceptional, (218 reviews)
cleanliness Downtown Ludlow charm with mountain resort minutes away and free shuttle service.
The price is $203
$223 total
includes taxes & fees
Mar 11 - Mar 12

Windham Hill Inn
Windham Hill InnWest Townshend
8.4 out of 10, Very Good, (40 reviews)
cleanliness Relax in a charming Vermont B&B with seasonal outdoor pool and snowy adventures.
The price is $189
$206 total
includes taxes & fees
Mar 9 - Mar 10

Jackson Gore Village, A Vail Resorts Property
Jackson Gore Village, A Vail Resorts PropertyJackson Gore Base Area
8.6 out of 10, Excellent, (847 reviews)
cleanliness Stay close to Okemo Mountain Resort with ski-in/ski-out access and two pools.
The price is $330
$401 total
includes taxes & fees
Apr 5 - Apr 6

The Common Man Inn & Restaurant
The Common Man Inn & RestaurantClaremont
9.6 out of 10, Exceptional, (378 reviews)
cleanliness Unwind in a historic New Hampshire inn near the train station with a hot tub and dining.
The price is $151
$164 total
includes taxes & fees
Mar 19 - Mar 20

Claremont Motor Lodge
Claremont Motor LodgeClaremont
8.8 out of 10, Excellent, (478 reviews)
cleanliness Welcoming motel for New Hampshire explorers with attentive staff service.
The price is $110
$119 total
includes taxes & fees
Mar 8 - Mar 9

Echo Lake Inn
Echo Lake InnPlymouth
8.6 out of 10, Excellent, (100 reviews)
cleanliness Vermont countryside B&B close to Okemo Mountain Resort and Echo Lake.
The price is $230
$251 total
includes taxes & fees
Apr 1 - Apr 2

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHGBrownsville
9.0 out of 10, Wonderful, (807 reviews)
cleanliness Mountain escape offering serene atmosphere and seasonal outdoor pools in Brownsville.
The price is $122
$150 total
includes taxes & fees
Mar 8 - Mar 9
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.
Go beyond your typical stay in Chester
Top neighborhoods in Chester

Chester Depot
The Chester Depot neighborhood has lots to see including Bonnie's Bundles Dolls and DaVallia Art & Accents.
Top landmarks in Chester
Learn more about Chester
Notable for its skiing, Chester features attractions such as Bonnie's Bundles Dolls and DaVallia Art & Accents. Visitors speak highly of this relaxing city's coffeehouses and small-town setting.

Check out reviews of Chester hotels guests love

Comfort Inn & Suites Brattleboro I-91
10/10 Excellent




































































