Find a Great Motel Chester

  • 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
13 Mar - 15 Mar
In two weeks
20 Mar - 22 Mar
In one month
3 Apr - 5 Apr
In two months
1 May - 3 May

Our top choices for Chester motels

Signature Suite, Kitchen, Mountain View | Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (333 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
The price is AU$166
includes taxes & fees
8 Mar - 9 Mar
Brittany Motel
Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (559 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 AU$404
includes taxes & fees
21 Mar - 22 Mar
Sleep Woodstock Motel
Standard Room, 2 Queen Beds, Refrigerator & Microwave

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,004 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The price is AU$132
includes taxes & fees
8 Mar - 9 Mar
The Putney Inn
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (478 reviews)
"Only 35 min from Okemo. Had what we needed and plenty of hot water "
United States
Marissa
The price is AU$156
includes taxes & fees
2 Apr - 3 Apr
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, (693 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is AU$174
includes taxes & fees
16 Mar - 17 Mar
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, (63 reviews)
"Good place to stay. "
United States
steven
The price is AU$260
includes taxes & fees
5 Mar - 6 Mar
COHO Inn & Motor Lodge
Double Room | Terrace/patio

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (113 reviews)
"Great stay "
United States
Jean
The price is AU$235
includes taxes & fees
16 Mar - 17 Mar
Chalet 239
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, (539 reviews)
"Place and owners are awful"
United States
brian
The price is AU$169
includes taxes & fees
12 Mar - 13 Mar
Four Winds Country Motel
Exterior detail

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (583 reviews)
"Fantastic stay! Friendly staff, very cozy. "
United States
Nader
The price is AU$271
includes taxes & fees
1 Apr - 2 Apr
The Olympia Lodge
Standard Room, 2 Double Beds

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (327 reviews)
"Good room for a budget motel"
United States
Laikum
The price is AU$149
includes taxes & fees
12 Mar - 13 Mar
Royal Inn Claremont
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (752 reviews)
"Everything was great and we will stay there again 😁"
United States
Pasquale
The price is AU$166
includes taxes & fees
31 Mar - 1 Apr
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, (1,005 reviews)
"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "
United States
Ana
The price is AU$147
includes taxes & fees
5 Mar - 6 Mar
Colonial Motel And Spa
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (760 reviews)
"Great person at front desk. Motel was nicer than expected and clean"
United States
Giovanni
The price is AU$110
includes taxes & fees
8 Mar - 9 Mar
Travelodge by Wyndham Brattleboro VT
Breakfast area

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (290 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is AU$170
includes taxes & fees
2 Apr - 3 Apr
Rodeway Inn Bellows Falls
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, (218 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is AU$314
includes taxes & fees
31 Mar - 1 Apr
Main and Mountain Bar & Motel
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (621 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is AU$92
includes taxes & fees
2 Apr - 3 Apr
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

10/10 Excellent
"Great location…. Walk right onto 2 ski lifts from the hotel, full ski service, great amenities "
Justin 2-night trip
Posted 1 day ago
Mount Snow Grand Summit Resort

Find out more about Chester

Chester Motels information

Number of reviews
7,220
Accommodation
26 Motels
Lowest Price
AU$92
Highest Price
AU$404

Frequently asked questions

What can I expect from a motel trip to Chester?
As you'll save on your room price, you can make the most of what Chester has to offer. In the area, popular places to visit include Stratton Mountain Resort.
What are motels like?
At most motels, you'll often find an outdoor pool and free parking. When you stay at a motel, you'll usually access your room directly from the car park. The word "motel" was conceived in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Chester?
Here are some of Expedia customers' favourite motels in the larger area. Colonial Motel And Spa is located 42.8 km from the heart of Chester. Enjoy access to the 2 indoor pools, and freebies including WiFi and self-parking. The Putney Inn: A 24-hour front desk along with freebies such as breakfast, WiFi and self-parking are available during your stay. Central Chester is 21 mi (33.8 km) away. Claremont Motor Lodge: Enjoy access to the free Wi-Fi and free parking, as well as room amenities such as air conditioning. Located 14.7 mi (23.7 km) from the heart of Chester. Travelodge by Wyndham Brattleboro VT: Central Chester is 26 mi (41.8 km) away. Free WiFi, free parking and a 24-hour front desk are available during your stay. The Olympia Lodge: 22.2 mi (35.7 km) from the heart of Chester. Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi and self-parking.
What things can I to do in Chester?
As you explore this quaint, relaxing area, explore the ski slopes. Visitors like Chester for its shops, coffee shops and restaurants. 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. While you're exploring the area, consider visiting Stratton Mountain Resort, Vermont Country Store and Magic Mountain Ski Resort.
What's the weather like in Chester?
Weather can make or break a road trip, 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What are my options for getting around Chester while 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) away. You can also search for flights into 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 to rent a car for your trip.

Explore a world of travel with Expedia