Search Motels in Chester from CA $114

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Chester motels

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is CA $105
CA $194 total
includes taxes & fees
Jun 24 - Jun 25
Sleep Woodstock Motel

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (506 reviews)
"Good stay"
United States
Danyel
The price is CA $127
CA $138 total
includes taxes & fees
Jun 4 - Jun 5
Claremont Motor Lodge

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (360 reviews)
"Very nice motel "
United States
Doug
The price is CA $104
CA $114 total
includes taxes & fees
Jun 10 - Jun 11
Brittany Motel

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 CA $160
CA $174 total
includes taxes & fees
Jun 4 - Jun 5
Aerie Inn of Vermont

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 CA $151
CA $166 total
includes taxes & fees
Jun 7 - Jun 8
The Putney Inn

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 CA $137
CA $149 total
includes taxes & fees
Jun 4 - Jun 5
Royal Inn Claremont

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (128 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is CA $176
CA $194 total
includes taxes & fees
Jun 30 - Jul 1
Chalet 239

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (771 reviews)
"EXTREMELY helpful manager! Great shower, great bathroom."
United States
Scott
The price is CA $148
CA $163 total
includes taxes & fees
Jun 7 - Jun 8
Weathervane Motel

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 CA $161
CA $179 total
includes taxes & fees
Jun 7 - Jun 8
The Upper Pass Lodge at Magic Mountain

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (75 reviews)
"Good place to stay. "
United States
steven
The price is CA $243
CA $265 total
includes taxes & fees
Jul 1 - Jul 2
COHO Inn & Motor Lodge

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (589 reviews)
"Clean comfortable room, nice owner and good breakfast."
United States
Marc
The price is CA $263
CA $289 total
includes taxes & fees
Jun 4 - Jun 5
The Olympia Lodge

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (546 reviews)
"Clean room, friendly staff. "
United States
Ken
The price is CA $192
CA $212 total
includes taxes & fees
Jun 4 - Jun 5
Four Winds Country Motel

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (774 reviews)
"It was fairly clean room was cold however the staff was amazing, Awesome Customer Service skills and flexibility to accommodate my needs. I will definitely recommend to others. "
United States
Vivian
The price is CA $133
CA $147 total
includes taxes & fees
Jun 14 - Jun 15
Travelodge by Wyndham Brattleboro VT

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 CA $248
CA $273 total
includes taxes & fees
Jun 10 - Jun 11
Main and Mountain Bar & Motel

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (641 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is CA $146
CA $160 total
includes taxes & fees
Jun 18 - Jun 19
Econo Lodge Brattleboro South

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.0 out of 10, (1 review)
"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 CA $130
CA $143 total
includes taxes & fees
Jun 4 - Jun 5
Colonial Motel

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (291 reviews)
"room was very neat, staff very polite, TV & WiFi could be better "
United States
Timothy
The price is CA $152
CA $165 total
includes taxes & fees
Jul 2 - Jul 3
Rodeway Inn Bellows Falls
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chester Hotel Reviews

Find out more about Chester

Chester Motels information

Number of reviews
6,566
Accommodation
26 Motels
Lowest Price
CA $114
Highest Price
CA $289

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. Econo Lodge Brattleboro South: A seasonal outdoor pool along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 29.4 mi (47.3 km) away. Brittany Motel: Enjoy access to the snack bar/deli, and freebies including WiFi and parking. Located 26.7 mi (42.9 km) from the heart of Chester. The Putney Inn: Central Chester is 21 mi (33.8 km) away. A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Claremont Motor Lodge: 14.7 mi (23.7 km) from the heart of Chester. Enjoy access to the free WiFi and free parking, as well as room amenities like air conditioning.
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, 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 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.

Explore a world of travel with Expedia