Search Motels in Chester

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Motels in Chester

Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board
Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (544)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is SAR 290
SAR 484 total
includes taxes & fees
1 Dec - 2 Dec
Sleep Woodstock Motel
Restaurant
COHO Inn & Motor Lodge

COHO Inn & Motor Lodge

2.0 star property
Weston
9.2 out of 10, Wonderful, (43)
"The owner was delightful and very accommodating. "
United States
Karen
The price is SAR 468
SAR 510 total
includes taxes & fees
14 Dec - 15 Dec
COHO Inn & Motor Lodge
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, (445)
"Great place to stay"
United States
Keith
The price is SAR 373
SAR 404 total
includes taxes & fees
2 Dec - 3 Dec
Claremont Motor Lodge
Front of property
Brittany Motel

Brittany Motel

2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (324)
"I only stayed one night at The Brittany but I enjoyed it. It's a no frills kind of stay but the room I had was up to date, clean, and the bed was really comfortable. Reasonable price too. Exactly what I was looking for. "
United States
Bruce
The price is SAR 323
SAR 520 total
includes taxes & fees
1 Dec - 2 Dec
Brittany Motel
Family Room | Living area | Smart TV
Chalet 239

Chalet 239

2.0 star property
West Dover
9.4 out of 10, Exceptional, (88)
"Great place for a quick trip to VT!"
United States
Rory
The price is SAR 439
SAR 483 total
includes taxes & fees
1 Dec - 2 Dec
Chalet 239
Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1005)
"The Putney Inn is a great place to stay!! The people who work there are very nice and the location is great!"
United States
Kristen
The Putney Inn
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi
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, (686)
"Wery good diner"
United States
Yelena
The price is SAR 373
SAR 415 total
includes taxes & fees
7 Dec - 8 Dec
The Upper Pass Lodge at Magic Mountain
Interior
The Olympia Lodge

The Olympia Lodge

2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (563)
"Great little inn. Has a wonderful home feeling. The owners are super friendly and made the stay a great experience."
United States
Holly
The price is SAR 657
SAR 722 total
includes taxes & fees
15 Dec - 16 Dec
The Olympia Lodge
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is SAR 252
SAR 277 total
includes taxes & fees
1 Dec - 2 Dec
Travelodge by Wyndham Brattleboro VT
Lobby
Four Winds Country Motel

Four Winds Country Motel

2.0 star property
Manchester Center
8.4 out of 10, Very Good, (520)
"The check in was very quick and staff was friendly. The room is clean, comfortable, and quiet. "
United States
Alicia
The price is SAR 409
SAR 450 total
includes taxes & fees
1 Dec - 2 Dec
Four Winds Country Motel
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1005)
"Nice place to stay for the night."
United States
Robin
The price is SAR 450
SAR 495 total
includes taxes & fees
1 Dec - 2 Dec
Colonial Motel And Spa
Lobby
Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls

2.0 star property
Bellows Falls
6.2 out of 10, (288)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is SAR 379
SAR 414 total
includes taxes & fees
29 Dec - 30 Dec
Rodeway Inn Bellows Falls
Standard Room, 1 Queen Bed | Desk, blackout drapes, iron/ironing board, free WiFi
Royal Inn Claremont

Royal Inn Claremont

2.0 star property
Claremont
6.6 out of 10, (318)
"Affordable"
United States
Cheryl
The price is SAR 376
SAR 407 total
includes taxes & fees
11 Dec - 12 Dec
Royal Inn Claremont
View from room
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2.0 star property
Brattleboro
5.4 out of 10, (597)
"Room was dirty, tv was tiny..very poor value"
United States
Raymond
The price is SAR 304
SAR 334 total
includes taxes & fees
7 Dec - 8 Dec
Econo Lodge Brattleboro
Fountain
Weathervane Motel

Weathervane Motel

2.0 star property
Manchester Center
6.8 out of 10, (727)
"Everything was great and we will stay there again 😁"
United States
Pasquale
The price is SAR 402
SAR 442 total
includes taxes & fees
1 Dec - 2 Dec
Weathervane Motel
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, (211)
"Amazing place to stay "
United States
KYLE
The price is SAR 1,009
SAR 1,110 total
includes taxes & fees
4 Dec - 5 Dec
Main and Mountain Bar & 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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"Fabulous "
Freddie 1-night trip
Posted 2 days ago
The Jackson

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. In the area, favorite places to visit include Stratton Mountain Resort.
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 in the larger area. Motel in the Meadow: If driving, you'll be within 26 minutes of Okemo Mountain Resort. Enjoy the in-room free WiFi, and freebies including breakfast and parking. Mountaineer Inn: A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like air conditioning. Central Chester is 25.5 mi (41.1 km) away. The Putney Inn: Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. Located 21 mi (33.8 km) from the heart of Chester. Sleep Woodstock Motel: Central Chester is 23.2 mi (37.3 km) away. Free WiFi, free parking, and a picnic area 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. 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. While you're checking out the area, consider visiting Stratton Mountain Resort, Grafton Historical Society, and Vermont Country Store.
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.