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Check prices for these dates

Next weekend
19 Jun - 21 Jun
In two weeks
26 Jun - 28 Jun
In one month
10 Jul - 12 Jul
In two months
7 Aug - 9 Aug

Our top choices for Chester motels

Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (581 reviews)
"As a dog owner, this was the perfect stay. It is so convenient to have your car right there. The AC worked VERY well and the room was tidy, beautiful, and well kept. Everything worked great and appreciated the coffee in the morning! Just note you may not have great cell service, so knowing your room and code prior to arrival is very helpful to note down. Will definitely consider staying again!"
United States
Christine
The price is S$186
includes taxes & fees
24 Jun - 25 Jun
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, (510 reviews)
"Great stay and good location"
Canada
Alexandre
The price is S$141
includes taxes & fees
22 Jun - 23 Jun
Claremont Motor Lodge
Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (364 reviews)
"The bed was very comfortable! We had a great sleep and made our breakfast in the "snack room". It was pleasant and quiet- we sat on chairs out front looking at the mountain in front of us. It was a great place to stay."
United States
Susan
The price is S$139
includes taxes & fees
16 Jun - 17 Jun
Brittany Motel
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (182 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is S$185
includes taxes & fees
22 Jun - 23 Jun
Aerie Inn of Vermont
Desk, blackout curtains, iron/ironing board, free WiFi

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (338 reviews)
"You can’t go wrong with the price. Close to many activities."
United States
Carolina
The price is S$138
includes taxes & fees
14 Jun - 15 Jun
Royal Inn Claremont
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,001 reviews)
"Perfect for an overnight!"
United States
Lori
The price is S$154
includes taxes & fees
14 Jun - 15 Jun
The Putney Inn
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (129 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is S$171
includes taxes & fees
23 Jun - 24 Jun
Chalet 239
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, (700 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is S$188
includes taxes & fees
1 Jul - 2 Jul
The Upper Pass Lodge at Magic Mountain
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (644 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is S$101
includes taxes & fees
29 Jun - 30 Jun
Econo Lodge Brattleboro South
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (772 reviews)
"EXTREMELY helpful manager! Great shower, great bathroom."
United States
Scott
The price is S$152
includes taxes & fees
23 Jun - 24 Jun
Weathervane Motel
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (590 reviews)
"Clean comfortable room, nice owner and good breakfast."
United States
Marc
The price is S$269
includes taxes & fees
15 Jun - 16 Jun
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, (547 reviews)
"We had a very enjoyable stay, and the breakfast had many items which appealed to us. We will stay at this hotel again."
United States
CHARLES
The price is S$169
includes taxes & fees
14 Jun - 15 Jun
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, (776 reviews)
"Good value!"
United States
Brian
The price is S$108
includes taxes & fees
22 Jun - 23 Jun
Travelodge by Wyndham Brattleboro VT
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, (221 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is S$287
includes taxes & fees
22 Jun - 23 Jun
Main and Mountain Bar & Motel
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
4.6 out of 10, (4 reviews)
"For the price this was a nice place to stay passing through Brattleboro. Everything was fine until an employee, without knocking, just unlocked our door and walked in at 10:40am and said “Check out”. Someone could have been dressing. We felt very rushed even though checkout was 11am. It took a lot of restraint to not verbally lay into the guy. Just make sure your extra locks are secured."
United States
Joshua
The price is S$133
includes taxes & fees
14 Jun - 15 Jun
Colonial Motel
Front of property

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (75 reviews)
"Clean comfy rooms, amazing breakfast, friendly attentive staff, easy drive to Magic Mountain."
United States
Christopher
The price is S$247
includes taxes & fees
2 Jul - 3 Jul
COHO Inn & Motor Lodge
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

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"I can’t say enough about the Frontenac. The staff was sincerely friendly and went out of their way to help us with whatever we needed. We left the Fairmont Frontenac to head back to Connecticut. When we got back, my sister realized she left her Kindle in her room. We called to see if it had been found. They put us on hold got right back to us and said they had it and would send it to her address. The location is ideal. The rooms are immaculate. The people that came to our rooms for the turndown service. We’re very sweet with big smiles on their face as they brought us freshwater/free every evening. This is the third time I’ve been to the Frantenac. I’m sure it won’t be our last."
Richard 1-night trip
Posted 9 hours ago
Kimpton Taconic Hotel by IHG

Find out more about Chester

Chester Motels information

Number of reviews
7,177
Accommodation
26 Motels
Lowest Price
S$101
Highest Price
S$287

Frequently asked questions

What can I expect from a motel trip to Chester?
If you're not able to find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find a similar property from over 60 hotels and other accommodation options. Simply filter using our search tools by price per night or money-saving amenities such as free parking and free breakfast.
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?
These are some of Expedia customers' favourite motels to book in the larger area. Motel in the Meadow: Stay within a 30-minute drive of Green Mountain National Forest and Okemo Mountain Resort. Enjoy the in-room free WiFi, and freebies including breakfast 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. Econo Lodge Brattleboro South: Central Chester is 29.4 mi (47.3 km) away. A seasonal outdoor pool along with freebies such as breakfast, WiFi and self-parking are available during your stay. Sleep Woodstock Motel: 23.2 mi (37.3 km) from the heart of Chester. Enjoy the in-room kitchenette, and freebies including WiFi and self-parking.
What things can I to do in Chester?
As you explore this relaxing, quaint area, explore the ski slopes. Visitors like Chester for its shops, coffee shops and restaurants. Some outdoorsy places nearby include Lowell Lake State Park, Saxtons River Recreation Area and Buttermilk Falls. Attractions the whole family can enjoy include DaVallia Art & Accents and Bonnie's Bundles Dolls. While you're exploring the area, consider visiting Vermont Country Store, Magic Mountain Ski Resort and Viking Nordic Center.
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.

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