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26 Sep - 28 Sep
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3 Oct - 5 Oct
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17 Oct - 19 Oct
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14 Nov - 16 Nov

Motels in Chester

The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Very enjoyable stay"
The Putney Inn
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (704)
"I was only there for a few hours sleep "
The price is SAR 300
SAR 330 total
includes taxes & fees
21 Sep - 22 Sep
Travelodge by Wyndham Brattleboro VT
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1004)
"Always a pleasure to stay at the Colonial"
The price is SAR 525
SAR 578 total
includes taxes & fees
24 Sep - 25 Sep
Colonial Motel And Spa
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.6 out of 10, Excellent, (500)
"Clean, beautiful area."
The price is SAR 469
SAR 542 total
includes taxes & fees
2 Oct - 3 Oct
Mountaineer Inn
Weathervane Motel
Fountain

Weathervane Motel

2.0 star property
6.8 out of 10, (695)
"Good location, good value "
The price is SAR 402
SAR 442 total
includes taxes & fees
21 Sep - 22 Sep
Weathervane Motel
Claremont Motor Lodge
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | 1 bedroom, premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

2.5 star property
8.8 out of 10, Excellent, (395)
"Great place to stay"
The price is SAR 419
SAR 454 total
includes taxes & fees
24 Sep - 25 Sep
Claremont Motor Lodge
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, 3 Bedrooms, Kitchenette, Mountain View - Pet Friendly | 1 bedroom, desk, iron/ironing board, free WiFi

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very Good, (662)
"room was clean, a/c worked well. had dinner there at The Red Slate Restaurant - waited over an hour for 2 hot sandwiches. would not recommend eating there."
The price is SAR 451
SAR 497 total
includes taxes & fees
29 Sep - 30 Sep
The Upper Pass Lodge at Magic Mountain
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (561)
"The good: convenient to grocery store next door. Linens were clean. The bad: room was dirty, had roaches, our feet were quickly filthy just from walking in the carpet, old liquid splashed on the walls and never cleaned. No housekeeping over three day stay."
The price is SAR 220
SAR 242 total
includes taxes & fees
19 Oct - 20 Oct
Econo Lodge Brattleboro
The Olympia Lodge
Interior

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (539)
"Perfect spot for Green Mountain Festival"
The price is SAR 709
SAR 780 total
includes taxes & fees
25 Sep - 26 Sep
The Olympia Lodge
Four Winds Country Motel
Lobby

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (509)
"The check in was very quick and staff was friendly. The room is clean, comfortable, and quiet. "
The price is SAR 628
SAR 690 total
includes taxes & fees
21 Sep - 22 Sep
Four Winds Country Motel
Royal Inn Claremont
Standard Room, 1 Queen Bed | Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

2.0 star property
6.6 out of 10, (306)
"Room and bathroom were clean. Bathroom appeared to have new sink.and toilet. Water pressure in shower was good."
The price is SAR 419
SAR 454 total
includes taxes & fees
24 Sep - 25 Sep
Royal Inn Claremont
Sleep Woodstock Motel
Deluxe Suite | 2 bedrooms, individually decorated, desk, blackout drapes

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (520)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is SAR 621
SAR 745 total
includes taxes & fees
25 Sep - 26 Sep
Sleep Woodstock Motel
Aerie Inn of Vermont
Mountain view

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (166)
"So quaint and staff was super friendly and accommodating! We are looking forward to coming back again! "
The price is SAR 495
SAR 540 total
includes taxes & fees
23 Sep - 24 Sep
Aerie Inn of Vermont
Chalet 239
Family Room | Living area | Smart TV

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (75)
"Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus. "
The price is SAR 506
SAR 557 total
includes taxes & fees
25 Sep - 26 Sep
Chalet 239
Rodeway Inn Bellows Falls
Lobby

Rodeway Inn Bellows Falls

2.0 star property
6.2 out of 10, (279)
"It's the off season so it was very quiet. The stay was great, no complaints "
The price is SAR 316
SAR 344 total
includes taxes & fees
19 Oct - 20 Oct
Rodeway Inn Bellows Falls
Main and Mountain Bar & Motel
Front of property - evening/night

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (204)
"Amazing place to stay "
The price is SAR 766
SAR 842 total
includes taxes & fees
25 Sep - 26 Sep
Main and Mountain Bar & Motel
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (320)
"I only stayed one night at The Brittany but I enjoyed it. It's a no frills kind of stay but the room I had was up to date, clean, and the bed was really comfortable. Reasonable price too. Exactly what I was looking for. "
The price is SAR 563
SAR 681 total
includes taxes & fees
25 Sep - 26 Sep
Brittany Motel
COHO Inn & Motor Lodge
Restaurant

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (34)
"We loved our stay at COHO. Breakfast was wonderful and the owners are so sweet and knowledgeable about the history of the place and the area! Great location near Weston and ludlow"
The price is SAR 535
SAR 584 total
includes taxes & fees
25 Sep - 26 Sep
COHO Inn & Motor Lodge
The Lodge At West River
Lobby lounge

The Lodge At West River

2.5 star property
9.6 out of 10, Exceptional, (214)
"Nice no frills place"
The Lodge At West River
Motel in the Meadow
Exterior

Motel in the Meadow

2.5 star property
8.4 out of 10, Very Good, (71)
"Cute little motel. Basic but has what you need. Yummy muffins for breakfast too."
Motel in the Meadow
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Staff was very friendly and professional. Bed was very comfortable! Breakfast was good!"
Christine 1-night trip
Posted 2 days ago
Hampton Inn Brattleboro

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 67 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. 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. Mountaineer Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 25.5 mi (41.1 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. 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 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 Museum of Mining and Minerals, Vermont Country Store, and Plummer's Sugar House.
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.