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Compare 20 Motels in Chester with updated reviews, rates, and availability.

Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"Like size of room"
The price is AED 360
AED 396 total
includes taxes & fees
1 Jan - 2 January 2025
Colonial Motel And Spa
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (354)
"We had an amazing day of skiing, a wonderful dinner at the Snow Republic Brewery and then an extremely quiet, comfortable night at Mountaneer. We will be back soon!!!!"
The price is AED 528
AED 640 total
includes taxes & fees
8 Jan - 9 January 2025
Mountaineer Inn
The Putney Inn
Front of property

The Putney Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"It advertizes the restaurant but its a day care now"
The price is AED 343
AED 374 total
includes taxes & fees
27 Dec - 28 Dec
The Putney Inn
Sleep Woodstock Motel
Exterior

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (433)
"Lovely little motel not far from Woodstock and easy drive to Killington. Very clean, cozy and comfortable. Plus, Ramunto’s down the road is always a treat."
The price is AED 480
AED 528 total
includes taxes & fees
2 Jan - 3 January 2025
Sleep Woodstock Motel
The Upper Pass Lodge at Magic Mountain
Aerial view

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (611)
"It was a very warm and welcoming place to stay! "
The price is AED 442
AED 487 total
includes taxes & fees
6 Jan - 7 January 2025
The Upper Pass Lodge at Magic Mountain
Weathervane Motel
Property entrance

Weathervane Motel

2.0 star property
6.8 out of 10, (599)
"I only slept there."
The price is AED 393
AED 433 total
includes taxes & fees
9 Jan - 10 January 2025
Weathervane Motel
Claremont Motor Lodge
Room

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (289)
"Nice, well equipped rooms. Clean and comfortable. "
The price is AED 344
AED 374 total
includes taxes & fees
29 Dec - 30 Dec
Claremont Motor Lodge
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (268)
"Retro feel "
The price is AED 398
AED 437 total
includes taxes & fees
9 Jan - 10 January 2025
Brittany Motel
Four Winds Country Motel
Garden

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (476)
"Very nice staff and very attentive to issues that pop up. I had no hot water in my building and called the the desk attendant who moved me promptly. "
The price is AED 547
AED 602 total
includes taxes & fees
1 Jan - 2 January 2025
Four Winds Country Motel
The Olympia Lodge
Pool

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (506)
"A wonderful lodge just on the outskirts of Manchester, but close enough to town! Incredible hosts and one of the most delicious home cooked breakfast you could ask for! Decorated for the season, we stayed 2 nights in October for fall foliage season! Can’t wait to come back one day!"
The price is AED 621
AED 683 total
includes taxes & fees
1 Jan - 2 January 2025
The Olympia Lodge
Chalet 239
Room

Chalet 239

2.0 star property
9.6 out of 10, Exceptional, (48)
"The property was lovely and very fancy. A truly lovely stay conveniently close to Mt Snow!"
The price is AED 589
AED 648 total
includes taxes & fees
20 Jan - 21 January 2025
Chalet 239
Royal Inn Claremont
Room

Royal Inn Claremont

2.0 star property
6.6 out of 10, (293)
"Nice little spot for a one or two night stay. "
The price is AED 404
AED 438 total
includes taxes & fees
29 Dec - 30 Dec
Royal Inn Claremont
Rodeway Inn
Exterior

Rodeway Inn

2.0 star property
6.2 out of 10, (265)
"It was a clean, safe motel, a great value. I have no complaints. Nearby Bellow Falls is only 4-5 miles away with several restaurant options. It served my needs well. Friendly staff."
The price is AED 327
AED 357 total
includes taxes & fees
1 Jan - 2 January 2025
Rodeway Inn
Travelodge by Wyndham Brattleboro VT
Exterior

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (662)
"Clean"
The price is AED 549
AED 604 total
includes taxes & fees
14 Jan - 15 January 2025
Travelodge by Wyndham Brattleboro VT
Econo Lodge Brattleboro
Exterior

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (516)
"It was fine. We just stopped in for the night after a concert"
Econo Lodge Brattleboro
COHO Inn & Motor Lodge
Exterior

COHO Inn & Motor Lodge

10.0 out of 10, Exceptional, (11)
"We only had a short stay at COHO but found the place to be just what we needed to relax and recharge. The owners were very friendly and they served a nice breakfast. We’d stay again. "
The price is AED 375
AED 614 total
includes taxes & fees
26 Jan - 27 January 2025
COHO Inn & Motor Lodge
Aerie Inn of Vermont
Room

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (154)
"Great place for a quiet get-away. Beautiful mountain backdrop. Would definitely book again. "
Aerie Inn of Vermont
Rest - a Modern Motel
Aerial view

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
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
Val Roc Inn
Property entrance

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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Other property types in Chester

Long Trail House at Stratton Mountain Resort
Living room

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is AED 1,304
AED 1,621 total
includes taxes & fees
8 Jan - 9 January 2025
Long Trail House at Stratton Mountain Resort
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Located in the Okemo Mt. Community, a mile to the base lodge

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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?
Because you’ll save on your room price, you can make the most of what Chester has to offer. In the area, favorite places to visit include Stratton Mountain Resort.
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. Mountaineer Inn: A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like air conditioning. Central Chester is 25.5 mi (41.1 km) away. Colonial Motel And Spa: Enjoy access to the 2 indoor pools, and freebies including WiFi and parking. Located 26.6 mi (42.8 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. The Putney Inn: 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.
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, Jamaica State Park, 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 Stratton Mountain Resort, Vermont Country Store, and Magic Mountain Ski Resort.
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.