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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19
In one month
Jul 31 - Aug 2
In two months
Aug 28 - Aug 30

Our top choices for Chester motels

Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (525 reviews)
"Great stay and good location"
Canada
Alexandre
The price is P6,748
P7,321 total
includes taxes & fees
Jul 7 - Jul 8
Claremont Motor Lodge
Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (379 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 P5,275
P5,803 total
includes taxes & fees
Jul 9 - Jul 10
Brittany Motel
Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (589 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is P5,134
P5,648 total
includes taxes & fees
Jul 5 - Jul 6
Sleep Woodstock Motel
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is P8,226
P9,049 total
includes taxes & fees
Jul 13 - Jul 14
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, (701 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is P10,279
P11,409 total
includes taxes & fees
Aug 2 - Aug 3
The Upper Pass Lodge at Magic Mountain
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.8 out of 10, (9 reviews)
"Smoke detector missing. Toilet seat loose. Lights too dim. No bar soap at the sink. Body wash and conditioner bottle in the bathroom were empty."
United States
Debra
The price is P4,901
P5,391 total
includes taxes & fees
Jul 8 - Jul 9
Colonial 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 P9,153
P9,977 total
includes taxes & fees
Jul 5 - Jul 6
Aerie Inn of Vermont
Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (343 reviews)
"Price was charged for a 3 star hotel while facility was a motel"
United States
Sachin
The price is P6,073
P6,589 total
includes taxes & fees
Jul 6 - Jul 7
Royal Inn Claremont
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (779 reviews)
"EXTREMELY helpful manager! Great shower, great bathroom."
United States
Scott
The price is P6,570
P7,227 total
includes taxes & fees
Jul 13 - Jul 14
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, (223 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is P8,953
P9,849 total
includes taxes & fees
Jul 7 - Jul 8
Main and Mountain Bar & Motel
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for an overnight!"
United States
Lori
The price is P6,932
P7,625 total
includes taxes & fees
Jul 6 - Jul 7
The Putney Inn
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (782 reviews)
"Good value!"
United States
Brian
The price is P4,803
P5,283 total
includes taxes & fees
Jul 14 - Jul 15
Travelodge by Wyndham Brattleboro VT
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (594 reviews)
"The owners are incredibly warm and welcoming. We would absolutely stay again."
United States
Susan
The price is P11,594
P12,753 total
includes taxes & fees
Jul 13 - Jul 14
The Olympia Lodge
Front of property

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (76 reviews)
"Perfect ski hotel !"
United States
Mark
The price is P10,766
P11,735 total
includes taxes & fees
Jul 13 - Jul 14
COHO Inn & Motor Lodge
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (654 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is P5,466
P6,012 total
includes taxes & fees
Jul 14 - Jul 15
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, (551 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 P11,594
P12,753 total
includes taxes & fees
Jul 13 - Jul 14
Four Winds Country 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

On The River Inn

On The River Inn

10/10 Excellent
"It was a gem in just outside of town."
Danny 3-night trip
Posted 3 hours ago
On The River Inn

Find out more about Chester

Chester Motels information

Number of reviews
6,636
Accommodation
26 Motels
Lowest Price
P5,283
Highest Price
P12,753

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. Brittany Motel: Central Chester is 26.7 mi (42.9 km) away. Free WiFi, free parking, and a snack bar/deli 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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