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Check prices for these dates

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

Our top choices for Chester motels

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, (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 ￥10,265
￥23,069 total
includes taxes & fees
Jun 24 - Jun 25
Sleep Woodstock Motel
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, (512 reviews)
"Great stay and good location"
Canada
Alexandre
The price is ￥16,216
￥17,595 total
includes taxes & fees
Jun 15 - Jun 16
Claremont Motor Lodge
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

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 ￥15,704
￥17,274 total
includes taxes & fees
Jun 14 - Jun 15
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 ￥21,152
￥23,056 total
includes taxes & fees
Jun 14 - Jun 15
Aerie Inn of Vermont
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (338 reviews)
"You can’t go wrong with the price. Close to many activities."
United States
Carolina
The price is ￥15,841
￥17,188 total
includes taxes & fees
Jun 15 - Jun 16
Royal Inn Claremont
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 ￥20,170
￥22,187 total
includes taxes & fees
Jul 2 - Jul 3
Chalet 239
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 ￥17,425
￥19,167 total
includes taxes & fees
Jun 15 - Jun 16
The Putney Inn
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, (701 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is ￥21,024
￥23,336 total
includes taxes & fees
Jun 15 - Jun 16
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, (645 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is ￥11,393
￥12,532 total
includes taxes & fees
Jun 25 - Jun 26
Econo Lodge Brattleboro South
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 ￥19,041
￥20,945 total
includes taxes & fees
Jun 14 - Jun 15
Four Winds Country 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 ￥30,402
￥33,442 total
includes taxes & fees
Jun 14 - Jun 15
The Olympia Lodge
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 ￥12,242
￥13,465 total
includes taxes & fees
Jun 28 - Jun 29
Travelodge by Wyndham Brattleboro VT
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 ￥17,137
￥18,852 total
includes taxes & fees
Jun 17 - Jun 18
Weathervane 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)
"Perfect ski hotel !"
United States
Mark
The price is ￥28,122
￥30,654 total
includes taxes & fees
Jul 2 - Jul 3
COHO Inn & Motor Lodge
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 ￥23,389
￥25,729 total
includes taxes & fees
Jun 24 - Jun 25
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 ￥16,024
￥17,626 total
includes taxes & fees
Jun 16 - Jun 17
Colonial 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

Claremont Motor Lodge

Claremont Motor Lodge

10/10 Excellent
"The staff members were extremely friendly and accommodating. Room and area were quiet and out of the way from the busy areas. Fair price. "
Vincent 1-night trip
Posted 12 hours ago
Claremont Motor Lodge

Find out more about Chester

Chester Motels information

Number of reviews
6,480
Accommodation
26 Motels
Lowest Price
￥12,532
Highest Price
￥33,442

Frequently asked questions

What can I expect from a motel trip to Chester?
If you can't find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 62 lodging options. Simply filter using our search tools by price per night or cost-effective amenities such as free breakfast and free airport transportation.
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: 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 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. 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. Econo Lodge Brattleboro South: Central Chester is 29.4 mi (47.3 km) away. A seasonal outdoor pool along with freebies like breakfast, WiFi, and 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 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. 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 Vermont Country Store, Magic Mountain Ski Resort, and Viking Nordic Center.
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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