Hotels in Chester

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Where to stay in Chester?

Fullerton Inn
Fullerton Inn
2.5 star property
Chester 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
Fullerton Inn
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
Chester
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
Stone Hearth Inn and Eatery
The Hartness House
The Hartness House
3.0 star property
Springfield
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
The Hartness House
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
Springfield
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
Best Western Springfield Hotel
The Inn at Weathersfield
The Inn at Weathersfield
4.0 star property
Perkinsville
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
The Inn at Weathersfield
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,003 reviews)
The price is $169
$193 total
includes taxes & fees
Mar 8 - Mar 9
Pointe at Castle Hill Resort
Castle Hill Resort And Spa
Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (108 reviews)
The price is $269
$293 total
includes taxes & fees
Mar 19 - Mar 20
Castle Hill Resort And Spa
COHO Inn & Motor Lodge
COHO Inn & Motor Lodge
2.0 star property
Weston
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
COHO Inn & Motor Lodge
Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
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
Blue Gentian Lodge at Magic Mountain
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (253 reviews)
The price is $152
$166 total
includes taxes & fees
Mar 15 - Mar 16
Harvest Barn Inn
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, (693 reviews)
The price is $106
$118 total
includes taxes & fees
Apr 5 - Apr 6
The Upper Pass Lodge at Magic Mountain
The Weston
The Weston
5.0 star property
Weston
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
The Weston
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
Mar 13 - Mar 14
Rodeway Inn Bellows Falls
Main and Mountain Bar & Motel
Main and Mountain Bar & Motel
2.0 star property
Ludlow
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
Main and Mountain Bar & Motel
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
Mar 9 - Mar 10
Windham Hill Inn
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, (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
Jackson Gore Village, A Vail Resorts Property
The Common Man Inn & Restaurant
The Common Man Inn & Restaurant
3.5 star property
Claremont
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
The Common Man Inn & Restaurant
Claremont Motor Lodge
Claremont Motor Lodge
2.5 star property
Claremont
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
Claremont Motor Lodge
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 1 - Apr 2
Echo Lake Inn
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, (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
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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.

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 March
Currently viewing crowd sizes and weather for March.
Typical weather for Chester
March
High 4°C / low -6°C. Snow likely.
View properties in March
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March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
12°
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April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
19°
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May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
23°
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June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
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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22°
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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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15°
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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.
-2°
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December, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
-2°
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January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
-11°
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February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
-10°
Monthly weather averages (˚C)

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.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Check out reviews of Chester hotels guests love

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 35 vacation homes. You also might want to book one of 7 cottages or 10 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.