Hotels in Chester

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Check prices for these dates

Tonight
Feb 5 - Feb 6
Tomorrow
Feb 6 - Feb 7
This weekend
Feb 6 - Feb 8
Next weekend
Feb 13 - Feb 15

Where to stay in Chester?

Garden
Fullerton Inn
Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (412 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
Mar 1 - Mar 2
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, (111 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 $282
$307 total
includes taxes & fees
Feb 18 - Feb 19
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, (332 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 $174
$191 total
includes taxes & fees
Mar 1 - Mar 2
The Hartness House
Interior
The Inn at Weathersfield
The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (72 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 $186
$239 total
includes taxes & fees
Mar 5 - Mar 6
The Inn at Weathersfield
Exterior
Best Western Springfield Hotel
Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (822 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
Mar 1 - Mar 2
Best Western Springfield Hotel
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, (972 reviews)
The price is $169
$193 total
includes taxes & fees
Mar 1 - Mar 2
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, (105 reviews)
The price is $299
$326 total
includes taxes & fees
Feb 8 - Feb 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, (691 reviews)
The price is $123
$137 total
includes taxes & fees
Feb 10 - Feb 11
The Upper Pass Lodge at Magic Mountain
Front of property
COHO Inn & Motor Lodge
COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (58 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 $178
$194 total
includes taxes & fees
Feb 8 - Feb 9
COHO Inn & Motor Lodge
Breakfast area
Rodeway Inn Bellows Falls
Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (289 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
Mar 8 - Mar 9
Rodeway Inn Bellows Falls
Property grounds
Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (113 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 $179
$197 total
includes taxes & fees
Feb 8 - Feb 9
Blue Gentian Lodge at Magic Mountain
Porch
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (247 reviews)
The price is $169
$184 total
includes taxes & fees
Feb 22 - Feb 23
Harvest Barn Inn
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 $405
$441 total
includes taxes & fees
Feb 18 - Feb 19
The Weston
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, (215 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 $308
$339 total
includes taxes & fees
Feb 11 - Feb 12
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, (39 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 $189
$206 total
includes taxes & fees
Feb 10 - Feb 11
Windham Hill Inn
Condo, 3 Bedrooms | Marina
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
3.5 star property
Ludlow
Embrace alpine charm at this Ludlow retreat, just 5 minutes from Okemo Mountain Resort. Hiking trails and cross-country skiing await outside, while free WiFi and parking make logistics easy. After snowboarding, enjoy in-room coffee comforts.
The price is $683
$1,572 total
includes taxes & fees
Feb 12 - Feb 13
Okemo Westwood Condo 3 Bedroom Condo by RedAwning
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, (844 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 $497
$604 total
includes taxes & fees
Mar 2 - Mar 3
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, (468 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 $115
$125 total
includes taxes & fees
Feb 8 - Feb 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, (320 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 $95
$103 total
includes taxes & fees
Feb 8 - Feb 9
Royal Inn Claremont
Property amenity
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, (791 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 $129
$157 total
includes taxes & fees
Mar 1 - Mar 2
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.
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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 February
Currently viewing crowd sizes and weather for February.
Typical weather for Chester
February
High 0°C / low -10°C. Snow likely.
View properties in February
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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 Bonnie's Bundles Dolls and DaVallia Art & Accents.

Top landmarks in Chester

Bonnie's Bundles Dolls

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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DaVallia Art & Accents

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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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.

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

10/10 Excellent
"Staff very nice and professional. Hotel clean"
paloma 2-night trip
Posted 3 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 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.