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Check prices for these dates

Next weekend
May 22 - May 24
In two weeks
May 29 - May 31
In one month
Jun 12 - Jun 14
In two months
Jul 10 - Jul 12

Our top choices for Chester motels

Individually decorated, individually furnished, free WiFi, bed sheets

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (354 reviews)
"I love this place! It’s funky and kind. Kept clean and just has a really inviting and sweet vibe."
United States
Andrew
The price is P4,629
P5,092 total
includes taxes & fees
May 20 - May 21
Brittany 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, (500 reviews)
"Great staff.. super clean rooms comfy beds definitely will be back"
United States
Maryann
The price is P6,172
P6,697 total
includes taxes & fees
May 18 - May 19
Claremont Motor Lodge
Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (579 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is P4,777
P7,415 total
includes taxes & fees
May 18 - May 19
Sleep Woodstock Motel
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (126 reviews)
"Great stay "
United States
Jean
The price is P6,897
P7,587 total
includes taxes & fees
May 25 - May 26
Chalet 239
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"Perfect for an overnight!"
United States
Lori
The price is P5,370
P5,907 total
includes taxes & fees
May 27 - May 28
The Putney Inn
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (180 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is P7,129
P7,771 total
includes taxes & fees
May 20 - May 21
Aerie Inn of Vermont
Aerial view

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 P7,899
P8,768 total
includes taxes & fees
May 19 - May 20
The Upper Pass Lodge at Magic Mountain
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 P6,172
P6,697 total
includes taxes & fees
May 19 - May 20
Royal Inn Claremont
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, (545 reviews)
"Clean room, friendly staff. "
United States
Ken
The price is P6,728
P7,400 total
includes taxes & fees
May 18 - May 19
Four Winds Country Motel
Free WiFi, bed sheets

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (74 reviews)
"Good place to stay. "
United States
steven
The price is P10,832
P11,807 total
includes taxes & fees
May 18 - May 19
COHO Inn & Motor Lodge
Interior

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 P11,665
P12,832 total
includes taxes & fees
May 25 - May 26
The Olympia Lodge
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (765 reviews)
"Courteous staff and clean rooms. "
United States
Andrew
The price is P6,610
P7,271 total
includes taxes & fees
May 18 - May 19
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, (221 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is P11,899
P13,089 total
includes taxes & fees
Jun 1 - Jun 2
Main and Mountain Bar & Motel
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (636 reviews)
"This place looks like crime scene #2. The rooms are clean, but they're also ragged as hell. Holes in the wall, lights that don't work. It's where you go when you don't have any other choices. If that's the case, you could do worse. But block the door with a chair or suitcase, because the chains are busted."
United States
Constantine
The price is P4,876
P5,364 total
includes taxes & fees
May 18 - May 19
Econo Lodge Brattleboro South
Breakfast area

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 P6,768
P7,377 total
includes taxes & fees
Jun 16 - Jun 17
Rodeway Inn Bellows Falls
Exterior

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (771 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 P6,222
P6,844 total
includes taxes & fees
Jun 9 - Jun 10
Travelodge by Wyndham Brattleboro VT
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Nice hotel for the price range. It is in. It was very clean and staff was very helpful."
Philip 1-night trip
Posted 2 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Chester

Chester Motels information

Number of reviews
5,839
Accommodation
26 Motels
Lowest Price
P5,092
Highest Price
P13,089

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 66 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: If driving, you'll be within 26 minutes of 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, 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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