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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Chester motels

Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn
Front of property

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (51 reviews)
"Good place to stay. "
United States
steven
The price is SAR 540
SAR 589 total
includes taxes & fees
20 Jan - 21 Jan
COHO Inn & Motor Lodge
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, (458 reviews)
"clean room easy parking"
United States
nicholas
The price is SAR 380
SAR 412 total
includes taxes & fees
22 Jan - 23 Jan
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, (554 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is SAR 273
SAR 535 total
includes taxes & fees
19 Jan - 20 Jan
Sleep Woodstock Motel
Double Room | Terrace/patio

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (100 reviews)
"Great stay "
United States
Jean
The price is SAR 542
SAR 596 total
includes taxes & fees
15 Jan - 16 Jan
Chalet 239
Signature Suite, Kitchen, Mountain View | Living area | TV, DVD player

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (328 reviews)
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
The price is SAR 323
SAR 458 total
includes taxes & fees
19 Jan - 20 Jan
Brittany Motel
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, (689 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is SAR 408
SAR 453 total
includes taxes & fees
22 Jan - 23 Jan
The Upper Pass Lodge at Magic Mountain
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (569 reviews)
"Updated room; friendly staff; great breakfast"
United States
John
The price is SAR 694
SAR 763 total
includes taxes & fees
15 Jan - 16 Jan
The Olympia Lodge
Breakfast area

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (288 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is SAR 411
SAR 448 total
includes taxes & fees
12 Feb - 13 Feb
Rodeway Inn Bellows Falls
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (318 reviews)
"Affordable"
United States
Cheryl
The price is SAR 368
SAR 399 total
includes taxes & fees
25 Jan - 26 Jan
Royal Inn Claremont
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (740 reviews)
"Great person at front desk. Motel was nicer than expected and clean"
United States
Giovanni
The price is SAR 267
SAR 293 total
includes taxes & fees
18 Jan - 19 Jan
Travelodge by Wyndham Brattleboro VT
Exterior

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
"Great location and service "
United States
Paul
The price is SAR 525
SAR 578 total
includes taxes & fees
15 Jan - 16 Jan
Colonial Motel And Spa
Free daily continental breakfast

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (524 reviews)
"Place and owners are awful"
United States
brian
The price is SAR 409
SAR 450 total
includes taxes & fees
15 Jan - 16 Jan
Four Winds Country Motel
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (611 reviews)
"The room was fine and, while a bit in need of updating, definitely more than worth the cheap price. The staff weren't very friendly or helpful and there was no sign of the breakfast - but still a great price and super convenient locale right next to the highway "
United States
Niels
The price is SAR 240
SAR 264 total
includes taxes & fees
20 Jan - 21 Jan
Econo Lodge Brattleboro South
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, (214 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is SAR 1,154
SAR 1,270 total
includes taxes & fees
20 Jan - 21 Jan
Main and Mountain Bar & Motel
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (740 reviews)
"Everything was great and we will stay there again 😁"
United States
Pasquale
The price is SAR 402
SAR 442 total
includes taxes & fees
15 Jan - 16 Jan
Weathervane 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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Clean, nice pool and hot tub, and good price!"
Marci 2-night trip
Posted 4 days ago
Pointe at Castle Hill Resort

Frequently asked questions

What can I expect from a motel trip to Chester?
Because you'll save on your room price, you can make the most of what Chester has to offer. Not-to-be-missed sights include Okemo Mountain Resort and Stratton Mountain Resort in the area.
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. The Putney Inn is located 21 mi (33.8 km) from the heart of Chester. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, 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. Weathervane Motel: Enjoy access to the free WiFi, along with in-room amenities like climate control. Located 26 mi (41.8 km) from the heart of Chester. Chalet 239: Central Chester is 25.8 mi (41.6 km) away. A picnic area along with freebies like breakfast, WiFi, and parking are available during your stay. Colonial Motel And Spa: 26.6 mi (42.8 km) from the heart of Chester. Enjoy access to the 2 indoor pools, 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. Must-see places in and around Chester include Okemo Mountain Resort and Stratton Mountain Resort. Some outdoorsy places nearby include Lowell Lake State Park, Buttermilk Falls, and Lake Rescue. Attractions the whole family can enjoy include Bonnie's Bundles Dolls and DaVallia Art & Accents.
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.