Hotels in Chester

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Check prices for these dates

Tonight
Apr 7 - Apr 8
Tomorrow
Apr 8 - Apr 9
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Where to stay in Chester?

Garden
Fullerton Inn
Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (426 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
Apr 8 - Apr 9
Fullerton Inn
Front of property
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
  • cleanliness
    Cozy Chester retreat with historic charm and outdoor adventures await you.
The price is $209
$228 total
includes taxes & fees
Apr 8 - Apr 9
Stone Hearth Inn and Eatery
Lobby sitting area
The Hartness House
The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (338 reviews)
  • cleanliness
    Historic Vermont inn near train station with trails nearby for adventurers.
The price is $159
$175 total
includes taxes & fees
Apr 9 - Apr 10
The Hartness House
Exterior
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (848 reviews)
  • cleanliness
    Experience a tranquil retreat with easy access to outdoor attractions and amenities.
The price is $152
$167 total
includes taxes & fees
Apr 14 - Apr 15
Best Western Springfield Hotel
Interior
The Inn at Weathersfield
The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
  • cleanliness
    Just steps from Vermont's North Springfield Lake, this charming inn offers breakfast and dining.
The price is $177
$230 total
includes taxes & fees
May 5 - May 6
The Inn at Weathersfield
Sauna, aromatherapy, hot stone massages, deep-tissue massages
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,001 reviews)
The price is $169
$193 total
includes taxes & fees
Apr 8 - Apr 9
Pointe at Castle Hill Resort
Front of property
Castle Hill Resort And Spa
Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (113 reviews)
The price is $197
$215 total
includes taxes & fees
Apr 8 - Apr 9
Castle Hill Resort And Spa
Restaurant
The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (696 reviews)
The price is $94
$104 total
includes taxes & fees
May 6 - May 7
The Upper Pass Lodge at Magic Mountain
Breakfast area
Rodeway Inn Bellows Falls
Rodeway Inn Bellows Falls
2.0 star property
Bellows 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
Apr 8 - Apr 9
Rodeway Inn Bellows Falls
Porch
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (257 reviews)
The price is $135
$147 total
includes taxes & fees
Apr 9 - Apr 10
Harvest Barn Inn
Front of property - evening/night
Main and Mountain Bar & Motel
Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (221 reviews)
  • cleanliness
    Downtown Ludlow charm with mountain resort minutes away and free shuttle service.
The price is $179
$197 total
includes taxes & fees
Apr 8 - Apr 9
Main and Mountain Bar & Motel
Room, 1 Queen Bed, Garden View | Mountain view
Windham Hill Inn
Windham Hill Inn
4.0 star property
West 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
Apr 9 - Apr 10
Windham Hill Inn
Property entrance
Jackson Gore Village, A Vail Resorts Property
Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (851 reviews)
  • cleanliness
    Stay close to Okemo Mountain Resort with ski-in/ski-out access and two pools.
The price is $181
$220 total
includes taxes & fees
May 6 - May 7
Jackson Gore Village, A Vail Resorts Property
House (5 Bedrooms) | Front of property
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is $979
$1,578 total
includes taxes & fees
May 1 - May 2
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, individually decorated
Claremont Motor Lodge
Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (488 reviews)
  • cleanliness
    Welcoming motel for New Hampshire explorers with attentive staff service.
The price is $101
$110 total
includes taxes & fees
Apr 8 - Apr 9
Claremont Motor Lodge
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, free WiFi
Royal Inn Claremont
Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (334 reviews)
  • cleanliness
    Unwind along Claremont's scenic trails with free parking and WiFi at this cozy motel.
The price is $100
$109 total
includes taxes & fees
Apr 8 - Apr 9
Royal Inn Claremont
Interior entrance
The Common Man Inn & Restaurant
The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (383 reviews)
  • cleanliness
    Unwind in a historic New Hampshire inn near the train station with a hot tub and dining.
The price is $137
$148 total
includes taxes & fees
Apr 21 - Apr 22
The Common Man Inn & Restaurant
Exterior
Echo Lake Inn
Echo Lake Inn
2.5 star property
Plymouth
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 8 - Apr 9
Echo Lake Inn
Exterior
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (823 reviews)
  • cleanliness
    Mountain escape offering serene atmosphere and seasonal outdoor pools in Brownsville.
The price is $118
$145 total
includes taxes & fees
Apr 9 - Apr 10
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior
Okemo Mountain Lodging by Vail Resorts
Okemo Mountain Lodging by Vail Resorts
3.5 star property
Clock Tower Base Area
7.8 out of 10, Good, (28 reviews)
The price is $1,500
$1,908 total
includes taxes & fees
Apr 8 - Apr 9
Okemo Mountain Lodging by Vail Resorts
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.
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When is the best time to visit Chester?

Our prices for hotels in Chester are cheapest in December
Price trends for hotels in Chester
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Chester
April
High 12°C / low 1°C. Cloudy most days.
View properties in April
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
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19°
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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27°
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July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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26°
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August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 15 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
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November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
Monthly weather averages (˚C)

Top neighborhoods in Chester

panoramic view of colorful foliage in White mountain national forest in New Hampshire along Kancamagus highway

Chester Depot

The Chester Depot neighborhood has lots to see including DaVallia Art & Accents and Bonnie's Bundles Dolls.

Top landmarks in Chester

DaVallia Art & Accents

5.0/5 (2 reviews)
DaVallia Gallery showcases Vermont's finest artists through curated exhibits of fine art, furniture, and jewelry. Explore indoor displays and outdoor sculptures set in serpentine gardens for the full artistic experience.
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Bonnie's Bundles Dolls

3.8/5 (4 reviews)
Discover handcrafted cloth dolls with quirky embroidered faces at Bonnie's Bundles. Each doll tells a story through its distinctive motif eyes and colorful calico clothing.
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Learn more about Chester

Notable for its skiing, Chester features attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. Visitors speak highly of this relaxing city's coffeehouses and small-town setting.

See all hotels in Chester
aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Check out reviews of Chester hotels guests love

On The River Inn

On The River Inn

8/10 Good
"Everything was cool except the rude woman bartending at the 506 bistro"
ADRIAN 3-night trip
Posted 2 days ago
On The River Inn

Frequently asked questions

What accommodations do travelers recommend in Chester?
Stone Hearth Inn and Eatery and Fullerton Inn are a couple of accommodations that are popular with guests.
Can I book a refundable hotel in Chester?
If you want the flexibility to change your plans to Chester, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Chester if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, browse our selection of 33 vacation homes. You also might want to book one of 7 cottages or 11 cabins.
What will the weather in Chester be like during my vacation?
The warmest months in Chester are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 25°F. The rainiest months are October and July.
Why should I book my Chester accommodation with Hotels.com?
There are plenty of reasons to book your Chester travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.