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Check prices for these dates

Next weekend
Feb 20 - Feb 22
In two weeks
Feb 27 - Mar 1
In one month
Mar 13 - Mar 15
In two months
Apr 10 - Apr 12

Our top choices for Chester motels

Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (331 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
The price is P4,700
P6,766 total
includes taxes & fees
Feb 23 - Feb 24
Brittany Motel
Desk, iron/ironing board, rollaway beds, free WiFi

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn
Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (557 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
Sleep Woodstock Motel
Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (471 reviews)
"Only 35 min from Okemo. Had what we needed and plenty of hot water "
United States
Marissa
The price is P6,383
P6,926 total
includes taxes & fees
Feb 16 - Feb 17
Claremont Motor Lodge
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, (692 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is P6,507
P7,223 total
includes taxes & fees
Mar 15 - Mar 16
The Upper Pass Lodge at Magic Mountain
Terrace/patio

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (108 reviews)
"Great stay "
United States
Jean
The price is P10,915
P12,007 total
includes taxes & fees
Feb 23 - Feb 24
Chalet 239
Front of property

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (60 reviews)
"Good place to stay. "
United States
steven
COHO Inn & Motor Lodge
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)
"Good room for a budget motel"
United States
Laikum
The price is P5,513
P5,982 total
includes taxes & fees
Feb 16 - Feb 17
Royal Inn Claremont
Exterior detail

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (577 reviews)
"Fantastic stay! Friendly staff, very cozy. "
United States
Nader
The price is P10,735
P11,809 total
includes taxes & fees
Feb 22 - Feb 23
The Olympia Lodge
Free continental breakfast on weekends

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (531 reviews)
"Place and owners are awful"
United States
brian
The price is P6,325
P6,958 total
includes taxes & fees
Feb 22 - Feb 23
Four Winds Country Motel
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (750 reviews)
"Great person at front desk. Motel was nicer than expected and clean"
United States
Giovanni
The price is P4,126
P4,538 total
includes taxes & fees
Feb 16 - Feb 17
Travelodge by Wyndham Brattleboro VT
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (747 reviews)
"Room had trash in cans "
United States
Mike
The price is P6,215
P6,836 total
includes taxes & fees
Feb 16 - Feb 17
Weathervane Motel
Lunch and dinner served, American cuisine

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,003 reviews)
"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "
United States
Ana
The price is P5,802
P6,382 total
includes taxes & fees
Feb 16 - Feb 17
Colonial Motel And Spa
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, (217 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is P17,861
P19,647 total
includes taxes & fees
Feb 23 - Feb 24
Main and Mountain Bar & Motel
Breakfast area

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (289 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is P6,363
P6,935 total
includes taxes & fees
Mar 17 - Mar 18
Rodeway Inn Bellows Falls
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (620 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is P4,390
P4,829 total
includes taxes & fees
Mar 16 - Mar 17
Econo Lodge Brattleboro South
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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Top Chester Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very clean and staff is courteous."
Angela 2-night trip
Posted 1 day ago
Pointe at Castle Hill Resort

Find out more about Chester

Chester Motels information

Number of reviews
8,261
Accommodation
26 Motels
Lowest Price
P4,538
Highest Price
P19,647

Frequently asked questions

What can I expect from a motel trip to Chester?
Because you'll save on your room price, you can make the most of what Chester has to offer. Not-to-be-missed sights include Stratton Mountain Resort and Okemo Mountain Resort in the area.
What are motels like?
At most motels, you'll often find free parking and an outdoor pool. When you stay at a motel, you'll usually access your room directly from the parking lot. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Chester?
These are some of Expedia customers' favorite motels to choose from in the larger area. Econo Lodge Brattleboro South is located 29.4 mi (47.3 km) from the heart of Chester. Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi, and parking. Colonial Motel And Spa: 2 indoor pools, a full-service spa, and free WiFi are available during your stay. Central Chester is 26.6 mi (42.8 km) away. Claremont Motor Lodge: Enjoy access to the free WiFi and free parking, as well as room amenities like air conditioning. Located 14.7 mi (23.7 km) from the heart of Chester. The Putney Inn: Central Chester is 21 mi (33.8 km) away. A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Chalet 239: 25.8 mi (41.6 km) from the heart of Chester. Enjoy access to the picnic area, and freebies including breakfast, WiFi, and parking.
What things can I to do in Chester?
As you explore this quaint, relaxing area, check out the ski slopes. Visitors like Chester for its shops, coffeehouses, and restaurants. Must-see places in and around Chester include Stratton Mountain Resort and Okemo Mountain Resort. Some outdoorsy places nearby include Lowell Lake State Park, Buttermilk Falls, and Lake Rescue. Attractions the whole family can enjoy include Bonnie's Bundles Dolls and DaVallia Art & Accents.
What's the weather like in Chester?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Chester to help you plan yours: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What are my options for getting around Chester when staying in a motel?
We've gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) from the heart of the city. Otherwise, you can search for flights to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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