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Check prices for these dates

Next weekend
30 Jan - 1 Feb
In two weeks
6 Feb - 8 Feb
In one month
20 Feb - 22 Feb
In two months
20 Mar - 22 Mar

Our top choices for Chester motels

Signature Suite, Kitchen, Mountain View | Living area | TV, DVD player

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (330 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
The price is AED 316
AED 448 total
includes taxes & fees
26 Jan - 27 Jan
Brittany Motel
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (556 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
The price is AED 268
AED 524 total
includes taxes & fees
26 Jan - 27 Jan
Sleep Woodstock Motel
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn
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, (463 reviews)
"clean room easy parking"
United States
nicholas
The price is AED 367
AED 398 total
includes taxes & fees
26 Jan - 27 Jan
Claremont Motor Lodge
Double Room | Terrace/patio

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (104 reviews)
"Great stay "
United States
Jean
The price is AED 559
AED 615 total
includes taxes & fees
26 Jan - 27 Jan
Chalet 239
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (572 reviews)
"Updated room; friendly staff; great breakfast"
United States
John
The price is AED 680
AED 747 total
includes taxes & fees
25 Jan - 26 Jan
The Olympia 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, (691 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is AED 395
AED 438 total
includes taxes & fees
10 Feb - 11 Feb
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, (54 reviews)
"Good place to stay. "
United States
steven
The price is AED 553
AED 603 total
includes taxes & fees
24 Feb - 25 Feb
COHO Inn & 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)
"Good room for a budget motel"
United States
Laikum
The price is AED 364
AED 395 total
includes taxes & fees
25 Jan - 26 Jan
Royal Inn Claremont
Free daily continental breakfast

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (526 reviews)
"Place and owners are awful"
United States
brian
The price is AED 400
AED 440 total
includes taxes & fees
25 Jan - 26 Jan
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, (744 reviews)
"Great person at front desk. Motel was nicer than expected and clean"
United States
Giovanni
The price is AED 261
AED 287 total
includes taxes & fees
25 Jan - 26 Jan
Travelodge by Wyndham Brattleboro VT
Exterior

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 AED 514
AED 566 total
includes taxes & fees
25 Jan - 26 Jan
Colonial Motel And Spa
Breakfast area

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (288 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is AED 403
AED 439 total
includes taxes & fees
22 Feb - 23 Feb
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, (614 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is AED 235
AED 259 total
includes taxes & fees
2 Feb - 3 Feb
Econo Lodge Brattleboro South
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, (214 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is AED 1,131
AED 1,244 total
includes taxes & fees
2 Feb - 3 Feb
Main and Mountain Bar & Motel
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (742 reviews)
"Everything was great and we will stay there again 😁"
United States
Pasquale
The price is AED 393
AED 433 total
includes taxes & fees
25 Jan - 26 Jan
Weathervane Motel
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

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace. "
Patricia 4-night trip
Posted 9 hours ago
The Equinox Golf Resort & Spa

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 Okemo Mountain Resort and Stratton 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. The Putney Inn is located 21 mi (33.8 km) from the heart of Chester. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. Claremont Motor Lodge: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Chester is 14.7 mi (23.7 km) away. Econo Lodge Brattleboro South: Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi, and parking. Located 29.4 mi (47.3 km) from the heart of Chester. Weathervane Motel: Central Chester is 26 mi (41.8 km) away. Access to free WiFi is included. Colonial Motel And Spa: 26.6 mi (42.8 km) from the heart of Chester. Enjoy access to the 2 indoor pools, and freebies including WiFi and parking.
What things can I to do in Chester?
As you explore this relaxing, quaint area, check out the ski slopes. Visitors like Chester for its shops, coffeehouses, and restaurants. Must-see places in and around Chester include Okemo Mountain Resort and Stratton Mountain Resort. Some outdoorsy places nearby include Lowell Lake State Park, Buttermilk Falls, and Lake Rescue. Attractions the whole family can enjoy include DaVallia Art & Accents and Bonnie's Bundles Dolls.
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.