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

Tonight
Apr 16 - Apr 17
Tomorrow
Apr 17 - Apr 18
This weekend
Apr 17 - Apr 19
Next weekend
Apr 24 - Apr 26

Where to stay in Chester?

Garden
Fullerton Inn
Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (431 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 $129
$141 total
includes taxes & fees
Apr 17 - Apr 18
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)
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 $209
$228 total
includes taxes & fees
Apr 30 - May 1
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)
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 $159
$175 total
includes taxes & fees
Apr 19 - Apr 20
The Hartness House
Exterior
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (849 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 $152
$167 total
includes taxes & fees
Apr 22 - Apr 23
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)
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 $197
$251 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, (1,002 reviews)
The price is $169
$193 total
includes taxes & fees
Apr 19 - Apr 20
Pointe at Castle Hill Resort
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, (698 reviews)
The price is $94
$104 total
includes taxes & fees
May 17 - May 18
The Upper Pass Lodge at Magic Mountain
Kayaking
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 $139
$153 total
includes taxes & fees
Apr 17 - Apr 18
Blue Gentian Lodge at Magic Mountain
Front of property
Castle Hill Resort And Spa
Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (115 reviews)
The price is $197
$215 total
includes taxes & fees
Apr 17 - Apr 18
Castle Hill Resort And Spa
Front of property
COHO Inn & Motor Lodge
COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (72 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 $195
$213 total
includes taxes & fees
May 10 - May 11
COHO Inn & Motor Lodge
Front of property
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 $325
$354 total
includes taxes & fees
Apr 19 - Apr 20
The Weston
Porch
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (257 reviews)
The price is $152
$166 total
includes taxes & fees
Apr 19 - Apr 20
Harvest Barn Inn
Breakfast area
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 $110
$120 total
includes taxes & fees
May 17 - May 18
Rodeway Inn Bellows Falls
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)
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 $186
$203 total
includes taxes & fees
Apr 27 - Apr 28
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, (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 $181
$220 total
includes taxes & fees
May 17 - May 18
Jackson Gore Village, A Vail Resorts Property
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, (491 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 $110
$119 total
includes taxes & fees
Apr 17 - Apr 18
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, (335 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 $100
$109 total
includes taxes & fees
Apr 19 - Apr 20
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)
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 $144
$156 total
includes taxes & fees
Apr 19 - Apr 20
The Common Man Inn & Restaurant
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, (825 reviews)
This tranquil resort near Mount Ascutney features indoor and outdoor pools, tennis courts, and The Maple Kitchen serving American cuisine. Peaceful surroundings create the perfect setting for relaxation while maintaining easy access to local attractions.
The price is $139
$168 total
includes taxes & fees
Apr 29 - Apr 30
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior
Seesaw's Lodge
Seesaw's Lodge
4.0 star property
Peru
10.0 out of 10, Exceptional, (26 reviews)
Unwind in this lodge, just a 15-minute walk from Bromley Mountain Ski Resort. After a day outdoors, treat yourself to an onsite massage, grab dinner at the restaurant, or enjoy drinks at the bar. Free WiFi and parking add convenience.
The price is $192
$210 total
includes taxes & fees
Apr 20 - Apr 21
Seesaw's Lodge
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.
View all properties

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
12°
weather_cloudy
April, no crowd data, average high temperature 12 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
1°
19°
weather_sun
May, no crowd data, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
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.
5°
7°
weather_partly_sunny
November, no crowd data, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
1°
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°
0°
ac_unit
February, no crowd data, average high temperature 0 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
-10°
4°
ac_unit
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.
See properties

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.
See properties

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

Fullerton Inn

Fullerton Inn

10/10 Excellent
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
Rob 1-night trip
Posted 3 hours ago
Fullerton Inn

Frequently asked questions

What accommodations do travelers recommend in Chester?
Guests like Fullerton Inn, Stone Hearth Inn and Eatery and Pointe at Castle Hill Resort.
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 34 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.