Search Motels in Chester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Motels in Chester

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1009)
"The pool and spa is great. Building is ran down but rooms are clean and tidy. Would book again just for the fact you get access to their pools and spa. "
The price is SAR 368
SAR 405 total
includes taxes & fees
27 Jul - 28 Jul
Colonial Motel And Spa

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (362)
"Great place! Will stay anytime I’m in town. "
The price is SAR 450
SAR 488 total
includes taxes & fees
27 Jul - 28 Jul
Claremont Motor Lodge

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1010)
"Certainly convenient, right off 91."
The Putney Inn

Weathervane Motel

2.0 star property
6.8 out of 10, (670)
"This property is nice. "
The price is SAR 402
SAR 442 total
includes taxes & fees
27 Jul - 28 Jul
Weathervane Motel

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (493)
"Great location"
The price is SAR 402
SAR 464 total
includes taxes & fees
10 Aug - 11 Aug
Mountaineer Inn

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (686)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is SAR 300
SAR 331 total
includes taxes & fees
29 Jul - 30 Jul
Travelodge by Wyndham Brattleboro VT

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (504)
"Cozy and comfortable stay!"
The price is SAR 351
SAR 448 total
includes taxes & fees
5 Aug - 6 Aug
Sleep Woodstock Motel

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (535)
"I felt safe. Room was spacious and clean. "
The price is SAR 287
SAR 316 total
includes taxes & fees
24 Aug - 25 Aug
Econo Lodge Brattleboro

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (652)
"Good place "
The Upper Pass Lodge at Magic Mountain

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (536)
"The owners and staff are extremely friendly and attentive, which makes for a comfortable and professional stay. Your night will be followed up with a 'real' Vermont breakfast experience. You will never want another 'fake' breakfast served at Best Western, Holiday Inn, Marriott, Hampton Inn..."
The price is SAR 709
SAR 780 total
includes taxes & fees
11 Aug - 12 Aug
The Olympia Lodge

Royal Inn Claremont

2.0 star property
6.6 out of 10, (300)
"Room had an old smell in it, but it was very clean and newly renovated."
The price is SAR 428
SAR 464 total
includes taxes & fees
29 Jul - 30 Jul
Royal Inn Claremont

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (502)
"Quiet, clean and nice staff. Nicely decorated. Love the pool!"
The price is SAR 597
SAR 656 total
includes taxes & fees
27 Jul - 28 Jul
Four Winds Country Motel

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (310)
"The location was perfect. "
The price is SAR 368
SAR 466 total
includes taxes & fees
28 Jul - 29 Jul
Brittany Motel

Rodeway Inn Bellows Falls

2.0 star property
6.2 out of 10, (278)
"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
24 Aug - 25 Aug
Rodeway Inn Bellows Falls

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (197)
"Fantastic experience and stay. "
The price is SAR 628
SAR 691 total
includes taxes & fees
3 Aug - 4 Aug
Main and Mountain Bar & Motel

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (160)
"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
10 Aug - 11 Aug
Aerie Inn of Vermont

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (70)
"Perfect Chaet!!! Will definitely come back and highly recommend."
The price is SAR 506
SAR 557 total
includes taxes & fees
24 Aug - 25 Aug
Chalet 239

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (33)
"Wonderful stay! Very friendly and warm hosts. Very clean and comfortable room. Great breakfast! Highly recommend!"
The price is SAR 438
SAR 716 total
includes taxes & fees
7 Aug - 8 Aug
COHO Inn & Motor Lodge

The Lodge At West River

2.5 star property
9.6 out of 10, Exceptional, (214)
"Great stay, pleasant staff, and appreciated the breakfast offerings. We visit the area often and the maple sugaring house across the street was a new find for us and we loved the tour."
The Lodge At West River

Rest - a Modern Motel

2.5 star property
8.6 out of 10, Excellent, (38)
"Excellent makeover of a classic New England motel from the post-war era. Friendly owners—hoping they survive this COVID crisis. Would definitely return. "
Rest - a Modern 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.
Save an average of 15% on thousands of hotels when you're signed in

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 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. Colonial Motel And Spa: 2 indoor pools, a full-service spa, and free WiFi are available during your stay. Central Chester is 26.6 mi (42.8 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. 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 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 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.