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

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"Great place "
The price is AED 360
AED 396 total
includes taxes & fees
18 Jun - 19 Jun
Colonial Motel And Spa

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (487)
"Great motel that is much nicer than your typical motel"
The price is AED 375
AED 473 total
includes taxes & fees
8 Jun - 9 Jun
Sleep Woodstock Motel

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Quaint little Inn with spacious rooms and comfy beds. Just perfect and the guy at the front desk was super friendly and helpful! Would stay again if in the area "
The Putney Inn

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (672)
"Our room was half finished. Tv was not set up to use. Property staff was never around. No coffee pots in room or made in the office. Found out the town is using to place homeless people. Police and ambulance their twice in are 4 night stay. "
The price is AED 278
AED 306 total
includes taxes & fees
1 Jul - 2 Jul
Travelodge by Wyndham Brattleboro VT

Mountaineer Inn

2.0 star property
8.8 out of 10, Excellent, (468)
"Great location"
The price is AED 372
AED 451 total
includes taxes & fees
8 Jun - 9 Jun
Mountaineer Inn

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (336)
"The room was great! It was extremely clean, beds were comfortable, and the microwave and fridge were nice amenities for our stay!"
The price is AED 441
AED 478 total
includes taxes & fees
8 Jun - 9 Jun
Claremont Motor Lodge

Weathervane Motel

2.0 star property
6.8 out of 10, (650)
"We come here often and enjoy our stay each time "
The price is AED 393
AED 433 total
includes taxes & fees
19 Jun - 20 Jun
Weathervane Motel

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (636)
"Great value and a very comfortable bar and restaurant. Nice folks. "
The price is AED 337
AED 371 total
includes taxes & fees
6 Jun - 7 Jun
The Upper Pass Lodge at Magic Mountain

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (519)
"I felt safe. Room was spacious and clean. "
The price is AED 271
AED 298 total
includes taxes & fees
12 Jun - 13 Jun
Econo Lodge Brattleboro

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (302)
"Great place to stay"
The price is AED 360
AED 457 total
includes taxes & fees
8 Jun - 9 Jun
Brittany Motel

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (492)
"Nice clean motel, convenient location to Stratton mountain "
The price is AED 529
AED 582 total
includes taxes & fees
8 Jun - 9 Jun
Four Winds Country Motel

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (194)
"Great room, excellent location."
The price is AED 615
AED 670 total
includes taxes & fees
9 Jun - 10 Jun
Main and Mountain Bar & Motel

Royal Inn Claremont

2.0 star property
6.6 out of 10, (297)
"Room had an old smell in it, but it was very clean and newly renovated."
The price is AED 401
AED 435 total
includes taxes & fees
8 Jun - 9 Jun
Royal Inn Claremont

Rodeway Inn

2.0 star property
6.2 out of 10, (272)
"Nice and cozy"
The price is AED 309
AED 337 total
includes taxes & fees
5 Jul - 6 Jul
Rodeway Inn

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (66)
"Perfect Chaet!!! Will definitely come back and highly recommend."
The price is AED 463
AED 509 total
includes taxes & fees
18 Jun - 19 Jun
Chalet 239

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (155)
"In a beautiful location and lovely rooms. "
The price is AED 465
AED 506 total
includes taxes & fees
8 Jun - 9 Jun
Aerie Inn of Vermont

COHO Inn & Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (31)
"It was a great stay. The young family that owns the place now is very friendly, offers a great breakfast and the place is very cute. "
The price is AED 430
AED 704 total
includes taxes & fees
3 Jul - 4 Jul
COHO Inn & Motor Lodge

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (529)
"Adorable quaint small town vibes with extremely friendly staff and cute puppy. Clean warm rooms with very clean well stocked bathrooms, cute shared spaces. Shared balconies for each room plenty of parking and easy to access downtown. 5/5 would absolutely come again. Best hotel stay in a long time. "
The price is AED 657
AED 723 total
includes taxes & fees
8 Jun - 9 Jun
The Olympia Lodge

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

Val Roc Inn

2.0 star property
Val Roc Inn
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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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 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. The Putney Inn: Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. Located 21 mi (33.8 km) from the heart of Chester. Sleep Woodstock Motel: Central Chester is 23.2 mi (37.3 km) away. Free WiFi, free parking, and a picnic area are available during your stay. Mountaineer Inn: 25.5 mi (41.1 km) from the heart of Chester. Enjoy access to the seasonal outdoor pool, 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 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.