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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Chester motels

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, (369 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 AED 316
AED 347 total
includes taxes & fees
25 Jun - 26 Jun
Brittany 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, (520 reviews)
"Great stay and good location"
Canada
Alexandre
The price is AED 353
AED 383 total
includes taxes & fees
24 Jun - 25 Jun
Claremont Motor Lodge
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, (584 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is AED 284
AED 441 total
includes taxes & fees
25 Jun - 26 Jun
Sleep Woodstock 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 AED 424
AED 462 total
includes taxes & fees
24 Jun - 25 Jun
Aerie Inn of Vermont
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 AED 416
AED 458 total
includes taxes & fees
1 Jul - 2 Jul
Chalet 239
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,003 reviews)
"Perfect for an overnight!"
United States
Lori
The price is AED 382
AED 420 total
includes taxes & fees
29 Jun - 30 Jun
The Putney Inn
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (7 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 AED 264
AED 291 total
includes taxes & fees
24 Jun - 25 Jun
Colonial Motel
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, (341 reviews)
"Price was charged for a 3 star hotel while facility was a motel"
United States
Sachin
The price is AED 364
AED 395 total
includes taxes & fees
25 Jun - 26 Jun
Royal Inn Claremont
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (778 reviews)
"Good value!"
United States
Brian
The price is AED 291
AED 320 total
includes taxes & fees
1 Jul - 2 Jul
Travelodge by Wyndham Brattleboro VT
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 AED 509
AED 565 total
includes taxes & fees
10 Jul - 11 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, (649 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is AED 290
AED 319 total
includes taxes & fees
28 Jun - 29 Jun
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, (550 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 AED 437
AED 481 total
includes taxes & fees
28 Jun - 29 Jun
Four Winds Country Motel
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (776 reviews)
"EXTREMELY helpful manager! Great shower, great bathroom."
United States
Scott
The price is AED 393
AED 433 total
includes taxes & fees
25 Jun - 26 Jun
Weathervane Motel
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (593 reviews)
"The owners are incredibly warm and welcoming. We would absolutely stay again."
United States
Susan
The price is AED 694
AED 764 total
includes taxes & fees
13 Jul - 14 Jul
The Olympia 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 AED 536
AED 590 total
includes taxes & fees
29 Jun - 30 Jun
Main and Mountain Bar & Motel
Front of property

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (76 reviews)
"This property was a gem! We are so glad to have found it. The husband & wife owners thought of every detail to make our stay wonderful. And the property was beautiful. Rooms were clean & comfortable. Breakfast was delicious. A great place to stay to explore Weston & the surrounding areas."
United States
Jennifer
The price is AED 645
AED 703 total
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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The Elm City Hotel is a great value in Keene. Rooms are modern and clean with very comfortable beds and nice amenities. The breakfast on Sunday was great, and it was "okay" on Monday. Sunday's breakfast included real eggs and sausage, while Monday's breakfast was egg product patties and dried-up frozen sausage. Still, decent breakfast offerings at this price point. The staff is very kind and helpful. I'll definitely stay again when I'm in the area."
John 2-night trip
Posted 1 hour ago
Keene Elm City Hotel, an Ascend Collection Hotel

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 My Minds Design, Vermont Country Store, and Magic Mountain Ski Resort.
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.