Hotels in Chester

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
In two weeks

Where to stay in Chester?

Fullerton Inn
Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (433 reviews)
A cozy retreat in Chester offering complimentary breakfast, WiFi, and parking. The restaurant serves delicious meals, while the bar provides relaxing drinks after exploring nearby DaVallia Art & Accents or Bonnie's Bundles Dolls.
The price is CNY881
CNY960 total
includes taxes & fees
May 5 - May 6
Fullerton Inn
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
Discover outdoor thrills with hiking, biking, and skiing nearby this charming B&B. Enjoy daily buffet breakfast and unwind after adventures. Bonnie's Bundles Dolls and DaVallia Art are just minutes away, with free WiFi and parking completing your Vermont getaway.
The price is CNY1,426
CNY1,555 total
includes taxes & fees
May 4 - May 5
Stone Hearth Inn and Eatery
The Hartness House
The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (338 reviews)
Escape to this charming hotel in Springfield, where free WiFi and parking await. Outdoor enthusiasts will love the nearby hiking trails, kayaking, and mountain biking opportunities. Muckross State Park and Eureka Schoolhouse add cultural exploration to your Vermont adventure.
The price is CNY1,085
CNY1,194 total
includes taxes & fees
May 5 - May 6
The Hartness House
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (855 reviews)
Peaceful atmosphere awaits at this Springfield hotel, near State Fish and Wildlife Management Area and Baltimore Covered Bridge. Enjoy morning swims in the indoor pool, workout at the fitness center, and fuel up with free breakfast. Staff earns praise for helpfulness.
The price is CNY1,100
CNY1,210 total
includes taxes & fees
May 10 - May 11
Best Western Springfield Hotel
The Inn at Weathersfield
The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
Discover a tranquil escape at this Perkinsville inn featuring a restaurant, bar, and beautiful garden terrace. With free breakfast, WiFi, and parking, you'll enjoy easy access to nearby North Springfield Lake and Stoughton Pond Recreation Area.
The price is CNY1,210
CNY1,570 total
includes taxes & fees
May 5 - May 6
The Inn at Weathersfield
Castle Hill Resort And Spa
Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (118 reviews)
The price is CNY1,346
CNY1,467 total
includes taxes & fees
May 3 - May 4
Castle Hill Resort And Spa
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 CNY1,154
CNY1,316 total
includes taxes & fees
May 3 - May 4
Pointe at Castle Hill Resort
COHO Inn & Motor Lodge
COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (74 reviews)
This cozy Vermont motel offers free breakfast, WiFi, and parking, plus convenient access to outdoor adventures. After exploring local hiking paths, unwind at the bar or terrace. Weston Playhouse and Mill Museum await just minutes away.
The price is CNY1,198
CNY1,306 total
includes taxes & fees
May 10 - May 11
COHO Inn & Motor Lodge
Rodeway Inn Bellows Falls
Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (291 reviews)
Enjoy free WiFi and parking at this Bellows Falls motel, with 24-hour front desk service. Located near North Walpole Village Park and Bellows Falls Canal, it's perfectly positioned for winter sports enthusiasts seeking cross-country skiing and snowmobiling adventures.
The price is CNY676
CNY737 total
includes taxes & fees
May 3 - May 4
Rodeway Inn Bellows Falls
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, (700 reviews)
The price is CNY734
CNY814 total
includes taxes & fees
May 31 - Jun 1
The Upper Pass Lodge at Magic Mountain
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (261 reviews)
The price is CNY1,117
CNY1,217 total
includes taxes & fees
May 4 - May 5
Harvest Barn Inn
Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (118 reviews)
This charming B&B offers skiers direct access to Magic Mountain slopes. Unwind with rejuvenating spa treatments after hitting the snow, then enjoy a meal at the on-site restaurant. Lowell Lake State Park awaits nearby, with free breakfast, WiFi and parking included.
The price is CNY1,018
CNY1,119 total
includes taxes & fees
May 28 - May 29
Blue Gentian Lodge at Magic Mountain
The Weston
The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (9 reviews)
Serene luxury awaits in Weston with deep-tissue massages at the full-service spa. After relaxing in the garden, grab a bite at the restaurant or enjoy a drink at the bar. Weston Playhouse and Mill Museum are just minutes from this 5-star haven.
The price is CNY1,997
CNY2,177 total
includes taxes & fees
May 3 - May 4
The Weston
Main and Mountain Bar & Motel
Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (221 reviews)
Feel the cozy vibe at this mountain motel, just 5 minutes from Okemo Mountain Resort. Enjoy a drink at the bar after a day of skiing, kayaking, or biking. Free WiFi, parking, and area shuttle make exploring nearby Dorsey Park effortless.
The price is CNY1,316
CNY1,448 total
includes taxes & fees
Jun 1 - Jun 2
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)
This intimate West Townshend retreat offers snowshoeing opportunities and complimentary WiFi. Near Hot Glass Works and Ball Mountain State Park, the inn provides free parking and a refreshing seasonal pool for summer relaxation after exploring Vermont's countryside.
The price is CNY1,269
CNY1,383 total
includes taxes & fees
May 13 - May 14
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, (852 reviews)
Experience the outdoor lifestyle at this ski resort hotel, just a 15-minute walk from Okemo Mountain Resort. Enjoy ski-in/ski-out access, indoor and outdoor pools, and a full-service spa. After adventures on the slopes, unwind at Coleman Brook Tavern or relax with a massage.
The price is CNY1,108
CNY1,346 total
includes taxes & fees
May 17 - May 18
Jackson Gore Village, A Vail Resorts Property
Royal Inn Claremont
Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (337 reviews)
Adventurous travelers will appreciate this convenient Claremont motel near hiking and biking paths. With complimentary WiFi and parking, it's just minutes from Tremont Square and the Opera House. Daily housekeeping ensures comfort after outdoor activities.
The price is CNY683
CNY741 total
includes taxes & fees
May 3 - May 4
Royal Inn Claremont
Claremont Motor Lodge
Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (497 reviews)
This charming Claremont motel offers free WiFi and parking while serving as a comfortable base for area adventures. Guests consistently praise the helpful staff and clean rooms. Barnes Park and North Country Smokehouse are just minutes away by car.
The price is CNY683
CNY741 total
includes taxes & fees
May 3 - May 4
Claremont Motor Lodge
The Common Man Inn & Restaurant
The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (385 reviews)
This charming Claremont inn offers complimentary breakfast, WiFi, and parking, along with a restaurant, bar, and fitness center. Rooms include refrigerators and microwaves. Just minutes from Tremont Square and the Opera House with helpful staff to welcome you.
The price is CNY934
CNY1,014 total
includes taxes & fees
May 5 - May 6
The Common Man Inn & Restaurant
Echo Lake Inn
Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
Rustic charm meets outdoor adventure at this Plymouth B&B, just minutes from Okemo Mountain Resort. After tennis matches or mountain excursions, unwind in the outdoor pool and hot tub, then savor a meal at the restaurant.
The price is CNY1,574
CNY1,716 total
includes taxes & fees
May 25 - May 26
Echo Lake Inn
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 March
Price trends for hotels in Chester
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Chester
May
High 19°C / low 7°C. Sunny most days.
View properties in May
19°
weather_sun
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
23°
weather_sun
June, no crowd data, average high temperature 23 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
27°
weather_sun
July, no crowd data, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
26°
weather_sun
August, no crowd data, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
22°
weather_sun
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
15°
weather_partly_sunny
October, no crowd data, average high temperature 15 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
weather_partly_sunny
November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
ac_unit
December, no crowd data, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
-2°
ac_unit
January, no crowd data, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
-11°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
-10°
ac_unit
March, no crowd data, average high temperature 4 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
12°
weather_cloudy
April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
Monthly weather averages (˚C)

Top neighborhoods in Chester

Chester Depot

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

Top landmarks in Chester

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.

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

Check out reviews of Chester hotels guests love

Frequently asked questions

How much does a hotel room cost in Chester?
You can find top hotels in Chester from CNY737 with options to suit your budget and needs. To find an affordable hotel in Chester that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Chester hotels?
Discover great deals on Chester hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Chester hotels.
Can I book Chester hotels with free cancellation?
In order to book a refundable Chester hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Chester hotels with free parking?
If you're driving, a great Chester hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Chester?
If you're looking for hotels in central Chester, check out Stone Hearth Inn and Eatery. Travelers love Stone Hearth Inn and Eatery for its location, as well as the free buffet breakfast, free parking and smart TVs this bed & breakfast offers. Chester Depot is a central neighborhood for your Chester vacation.
What accommodations do travelers recommend in Chester?
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 32 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.