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Check prices for these dates

Compare 24 Motels in Chester with updated reviews, rates, and availability.

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Very nice clean and convenient accommodations "
The price is SAR 368
SAR 405 total
includes taxes & fees
26 May - 27 May
Colonial Motel And Spa

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (461)
"Great definitely will stay again"
The price is SAR 379
SAR 460 total
includes taxes & fees
15 May - 16 May
Mountaineer Inn

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1002)
"Very clean, pleasant staff."
The price is SAR 380
SAR 414 total
includes taxes & fees
11 May - 12 May
The Putney Inn

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (482)
"Great motel that is much nicer than your typical motel"
The price is SAR 390
SAR 491 total
includes taxes & fees
11 May - 12 May
Sleep Woodstock Motel

Weathervane Motel

2.0 star property
6.8 out of 10, (645)
"We come here often and enjoy our stay each time "
The price is SAR 402
SAR 442 total
includes taxes & fees
26 May - 27 May
Weathervane Motel

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (332)
"I always enjoy staying here!! Staff are so kind and friendly!! "
The price is SAR 419
SAR 454 total
includes taxes & fees
12 May - 13 May
Claremont Motor Lodge

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (299)
"Great place to stay"
The price is SAR 368
SAR 466 total
includes taxes & fees
19 May - 20 May
Brittany Motel

Royal Inn Claremont

2.0 star property
6.6 out of 10, (295)
"Nice little spot for a one or two night stay. "
The price is SAR 414
SAR 449 total
includes taxes & fees
26 May - 27 May
Royal Inn Claremont

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (491)
"Nice clean motel, convenient location to Stratton mountain "
The price is SAR 446
SAR 491 total
includes taxes & fees
15 May - 16 May
Four Winds Country Motel

Chalet 239

2.0 star property
9.6 out of 10, Exceptional, (65)
"Perfect Chaet!!! Will definitely come back and highly recommend."
The price is SAR 486
SAR 535 total
includes taxes & fees
27 May - 28 May
Chalet 239

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (528)
"Very nice atmosphere, owners very pleasant and welcoming"
The price is SAR 634
SAR 697 total
includes taxes & fees
13 May - 14 May
The Olympia Lodge

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (193)
"Great room, excellent location."
The price is SAR 628
SAR 684 total
includes taxes & fees
27 May - 28 May
Main and Mountain Bar & Motel

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (628)
"Great staff. They went above and beyond for me when I needed something. I will recommend this place to all out of town family and friends! Thank you very much for making my short stay great "
The price is SAR 332
SAR 365 total
includes taxes & fees
19 May - 20 May
The Upper Pass Lodge at Magic Mountain

Rodeway Inn

2.0 star property
6.2 out of 10, (271)
"Rugged old motel. No amenities. No breakfast. Unsure who stays there. Clean enough, and convenient to where we needed to be. So, ok for a single guy for a couple nights. "
The price is SAR 316
SAR 344 total
includes taxes & fees
7 Jun - 8 Jun
Rodeway Inn

COHO Inn & Motor Lodge

9.8 out of 10, Exceptional, (31)
"Wonderful stay! Very friendly and warm hosts. Very clean and comfortable room. Great breakfast! Highly recommend!"
The price is SAR 474
SAR 774 total
includes taxes & fees
12 May - 13 May
COHO Inn & Motor Lodge

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (667)
"No shampo no soap, two towels one roll of toilet paper,no trash barrels walls where disgusting, the floors dirty i would never go back there and ill let everybody know , plus drug addictes asking for money or cigarettes i felt scared for my wife "
The price is SAR 300
SAR 330 total
includes taxes & fees
14 May - 15 May
Travelodge by Wyndham Brattleboro VT

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (154)
"In a beautiful location and lovely rooms. "
The price is SAR 474
SAR 517 total
includes taxes & fees
19 May - 20 May
Aerie Inn of Vermont

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (518)
"The interior was in bad condition and bug infested The only good thing was the low price and easy access to the highway"
The price is SAR 338
SAR 371 total
includes taxes & fees
15 May - 16 May
Econo Lodge Brattleboro

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

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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Other property types in Chester

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (18)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is SAR 759
SAR 2,398 total
includes taxes & fees
29 May - 30 May
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (209)
"Perfect get away. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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.

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 68 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. Sleep Woodstock Motel: Enjoy access to the picnic area, and freebies including WiFi and parking. Located 23.2 mi (37.3 km) from the heart of Chester. Mountaineer Inn: Central Chester is 25.5 mi (41.1 km) away. A seasonal outdoor pool, free WiFi, and free 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 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 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.