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Our top choices for Chester motels

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (560 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
Sleep Woodstock Motel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
"Great Stay!"
United States
Nicholas
The Putney Inn

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (340 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
The price is AED 275
AED 303 total
includes taxes & fees
26 Mar - 27 Mar
Brittany Motel

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (118 reviews)
"The room was clean and staff were kind and friendly. "
United States
Sung
The price is AED 478
AED 526 total
includes taxes & fees
1 Apr - 2 Apr
Chalet 239

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (486 reviews)
"Nice and clean newly renovated room. Just what we needed for a good nights rest. "
United States
Valerie
The price is AED 345
AED 374 total
includes taxes & fees
25 Mar - 26 Mar
Claremont Motor Lodge

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, (693 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is AED 366
AED 406 total
includes taxes & fees
14 Apr - 15 Apr
The Upper Pass Lodge at Magic Mountain

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (180 reviews)
"We enjoyed the quiet and the views."
United States
Michael
The price is AED 424
AED 462 total
includes taxes & fees
5 Apr - 6 Apr
Aerie Inn of Vermont

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (334 reviews)
"You can’t go wrong with the price. Close to many activities."
United States
Carolina
The price is AED 334
AED 363 total
includes taxes & fees
25 Mar - 26 Mar
Royal Inn Claremont

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (541 reviews)
"The room was spotless, and the staff was very king. "
United States
Jack
The price is AED 347
AED 382 total
includes taxes & fees
25 Mar - 26 Mar
Four Winds Country Motel

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (70 reviews)
"Good place to stay. "
United States
steven
The price is AED 628
AED 685 total
includes taxes & fees
1 Apr - 2 Apr
COHO Inn & Motor Lodge

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (587 reviews)
"Clean comfortable room, nice owner and good breakfast."
United States
Marc
The price is AED 643
AED 707 total
includes taxes & fees
29 Mar - 30 Mar
The Olympia Lodge

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,000 reviews)
"It was good to have pool option after a ski day"
United States
Aysa
The price is AED 349
AED 384 total
includes taxes & fees
25 Mar - 26 Mar
Colonial Motel And Spa

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (762 reviews)
"I will not be back. What’s roach motel must be like for roaches. Loud, gross and just no thanks. Glad it’s iver"
United States
Joseph
The price is AED 261
AED 287 total
includes taxes & fees
25 Mar - 26 Mar
Travelodge by Wyndham Brattleboro VT

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (757 reviews)
"Courteous staff and clean rooms. "
United States
Andrew
The price is AED 393
AED 433 total
includes taxes & fees
25 Mar - 26 Mar
Weathervane Motel

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (220 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is AED 746
AED 820 total
includes taxes & fees
30 Mar - 31 Mar
Main and Mountain Bar & Motel

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (290 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is AED 403
AED 439 total
includes taxes & fees
22 Apr - 23 Apr
Rodeway Inn Bellows Falls

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (626 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is AED 215
AED 237 total
includes taxes & fees
22 Apr - 23 Apr
Econo Lodge Brattleboro South
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

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 69 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 to choose from in the larger area. Colonial Motel And Spa is located 26.6 mi (42.8 km) from the heart of Chester. Enjoy access to the 2 indoor pools, and freebies including WiFi and parking. The Putney Inn: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 21 mi (33.8 km) away. Claremont Motor Lodge: Enjoy access to the free WiFi and free parking, as well as room amenities like air conditioning. Located 14.7 mi (23.7 km) from the heart of Chester. Travelodge by Wyndham Brattleboro VT: Central Chester is 26 mi (41.8 km) away. Free WiFi, free parking, and a 24-hour front desk are available during your stay. Weathervane Motel: 26 mi (41.8 km) from the heart of Chester. Enjoy access to the free WiFi, along with in-room amenities like climate control.
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.