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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 21 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)
"Great property to stay at!"
The price is AED 400
AED 440 total
includes taxes & fees
2 Feb - 3 Feb
Colonial Motel And Spa
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (399)
"Emma & staff were very friendly Emma was especially helpful as we booked 2 rooms in error for this same stay. Maid service was awesome and we appreciated the water coffee & tea as well as bagels etc. Enjoyed the Fireplace only want was a hot tub that would have made it the much more enjoyable apres ski "
The price is AED 590
AED 715 total
includes taxes & fees
12 Feb - 13 Feb
Mountaineer Inn
The Putney Inn
Front of property

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1006)
"Very convenient location in a charming town. "
The price is AED 343
AED 374 total
includes taxes & fees
2 Feb - 3 Feb
The Putney Inn
Sleep Woodstock Motel
Exterior

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (453)
"The suite was lovely and spacious. Perfect for a family trip away"
The price is AED 422
AED 465 total
includes taxes & fees
4 Feb - 5 Feb
Sleep Woodstock Motel
Weathervane Motel
Property entrance

Weathervane Motel

2.0 star property
6.8 out of 10, (614)
"Room/Bathroom very clean. Bed was comfortable. Fixtures/furniture were dated but fine. Great location and price. I will stay here again "
The price is AED 393
AED 433 total
includes taxes & fees
16 Feb - 17 Feb
Weathervane Motel
Claremont Motor Lodge
Room

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (309)
"Good service "
The price is AED 441
AED 478 total
includes taxes & fees
2 Feb - 3 Feb
Claremont Motor Lodge
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (282)
"Great place to stay"
The price is AED 514
AED 566 total
includes taxes & fees
10 Feb - 11 Feb
Brittany Motel
The Olympia Lodge
Pool

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (516)
"Perfect for ski weekend "
The price is AED 621
AED 683 total
includes taxes & fees
2 Feb - 3 Feb
The Olympia Lodge
Chalet 239
Room

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (56)
"Place is very new. House keeper should give little details to the inside refrigerator. Little filthy "
The price is AED 680
AED 749 total
includes taxes & fees
23 Feb - 24 Feb
Chalet 239
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, (618)
"Great spot to stay when skiing at Magic! Local, convenient, and awesome staff!"
The price is AED 442
AED 487 total
includes taxes & fees
3 Feb - 4 Feb
The Upper Pass Lodge at Magic Mountain
Four Winds Country Motel
Garden

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (484)
"For me all the matter its clean"
The price is AED 474
AED 521 total
includes taxes & fees
18 Feb - 19 Feb
Four Winds Country Motel
COHO Inn & Motor Lodge
Exterior

COHO Inn & Motor Lodge

10.0 out of 10, Exceptional, (17)
"Lane was very friendly and provided good guidance to go around. Diane was very sweet and attentive during breakfast."
The price is AED 431
AED 704 total
includes taxes & fees
2 Feb - 3 Feb
COHO Inn & Motor Lodge
Royal Inn Claremont
Room

Royal Inn Claremont

2.0 star property
6.6 out of 10, (295)
"Very simple and met all my needs."
The price is AED 404
AED 438 total
includes taxes & fees
2 Feb - 3 Feb
Royal Inn Claremont
Rodeway Inn
Exterior

Rodeway Inn

2.0 star property
6.2 out of 10, (266)
"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
6 Feb - 7 Feb
Rodeway Inn
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
Main and Mountain Bar & Motel
Room

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (186)
"Decent size and good cleanliness. Upstairs quieter as there are many skiers going up and down the stairs"
The price is AED 797
AED 869 total
includes taxes & fees
4 Feb - 5 Feb
Main and Mountain Bar & Motel
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
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 585
AED 644 total
includes taxes & fees
3 Feb - 4 Feb
Travelodge by Wyndham Brattleboro VT
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
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

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Cabin with Spring snow!

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

9.8 out of 10, Exceptional, (73)
"This cabin was the perfect little spot for a New Years vacation. It’s easy to get to, has parking on site, and is a short drive to get groceries, some shops in town, and more. We loved the nostalgic feel of the appliances and decor, including the retro Nintendo comforter! We cooked all of our meals while here, the stove and oven worked well and there were plenty of pots, pans, etc. The fireplace was easy to use and warmed the entire place well, even during a snowstorm. We made good use to the CD...
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Summer Quiet...

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

10.0 out of 10, Exceptional, (21)
"The property is along a well maintained dirt road, which our little EV had no trouble navigating. The cabin stayed very warm, and with no neighbors around it was very peaceful. We had no cell service at the cabin but the wifi worked well, and the hosts provided great communication. Our family had a great time."
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
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 1,493
AED 1,856 total
includes taxes & fees
3 Mar - 4 Mar
Long Trail House at Stratton Mountain Resort
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. 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. 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 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, 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.