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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 24 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, (1065)
"Very nice clean and convenient accommodations "
The price is AED 400
AED 440 total
includes taxes & fees
3 Apr - 4 Apr
Colonial Motel And Spa
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (446)
"Easy check on thru text. No staff after 4PM. Cozy place and room was nice. Close to Mount Snow ski area."
The price is AED 372
AED 451 total
includes taxes & fees
6 Apr - 7 Apr
Mountaineer Inn
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1083)
"Very quiet. Clean and cozy room. "
The price is AED 343
AED 374 total
includes taxes & fees
3 Apr - 4 Apr
The Putney Inn
Sleep Woodstock Motel
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (475)
"Thank "
The price is AED 375
AED 473 total
includes taxes & fees
3 Apr - 4 Apr
Sleep Woodstock Motel
Weathervane Motel
Property grounds

Weathervane Motel

2.0 star property
6.8 out of 10, (640)
"Good deal "
The price is AED 393
AED 433 total
includes taxes & fees
15 Apr - 16 Apr
Weathervane Motel
Claremont Motor Lodge
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (327)
"Second time staying here. The area is quiet, the place is well maintained, and the staff are very nice and helpfull. This is my go to place when i’m visiting okemo mountain "
The price is AED 422
AED 458 total
includes taxes & fees
3 Apr - 4 Apr
Claremont Motor Lodge
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (295)
"Wonderful cozy place. We go skiing to Stratton Mt and always stay there. Live it"
The price is AED 360
AED 457 total
includes taxes & fees
3 Apr - 4 Apr
Brittany Motel
Royal Inn Claremont
Standard Room, 1 Queen Bed | Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

2.0 star property
6.6 out of 10, (295)
"Very simple and met all my needs."
The price is AED 441
AED 478 total
includes taxes & fees
3 Apr - 4 Apr
Royal Inn Claremont
Four Winds Country Motel
Lobby

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (491)
"It is the perfect overnight stay to ski the next day. Keep up the good work."
The price is AED 474
AED 521 total
includes taxes & fees
6 Apr - 7 Apr
Four Winds Country Motel
Chalet 239
Family Room | Living area | Smart TV

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (62)
"The decor is so well done and the common space is perfectly appointed. The fireplace and snowy scenes on the big screen were the perfect way to unwind after a day of skiing. So close to the restaurants and Mt. Snow!"
The price is AED 562
AED 618 total
includes taxes & fees
16 Apr - 17 Apr
Chalet 239
The Olympia Lodge
Interior

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 AED 621
AED 683 total
includes taxes & fees
7 Apr - 8 Apr
The Olympia Lodge
Main and Mountain Bar & Motel
Front of property - evening/night

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (190)
"Big, nice and confortable room. Everything new and clean. Easy self checkin. good bar. in main st."
The price is AED 551
AED 601 total
includes taxes & fees
14 Apr - 15 Apr
Main and Mountain Bar & Motel
The Upper Pass Lodge at Magic Mountain
Restaurant

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (624)
"Perfect for winter vacation. Just walk at the ski lift, parking is free just infront. A lot of good restaurant nearby. Friendly staff. It’s our second time here and would go back again."
The price is AED 329
AED 362 total
includes taxes & fees
13 Apr - 14 Apr
The Upper Pass Lodge at Magic Mountain
Rodeway Inn
Lobby

Rodeway Inn

2.0 star property
6.2 out of 10, (270)
"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
26 Apr - 27 Apr
Rodeway Inn
COHO Inn & Motor Lodge
30-inch flat-screen TV with digital channels, Netflix, Hulu

COHO Inn & Motor Lodge

9.8 out of 10, Exceptional, (26)
"We had a great stay at the Coho Inn! The bed was really comfortable with bright white linen. It was a very cold weather the room was nice and warm. One of the owners even went out of her way to give me a ride to Magic Mountain. I highly recommend this family run Inn! The breakfasts (included) was delicious."
The price is AED 400
AED 654 total
includes taxes & fees
15 Apr - 16 Apr
COHO Inn & Motor Lodge
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (664)
"Clean"
The price is AED 327
AED 360 total
includes taxes & fees
3 Apr - 4 Apr
Travelodge by Wyndham Brattleboro VT
Aerie Inn of Vermont
Mountain view

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. "
The price is AED 465
AED 506 total
includes taxes & fees
5 Apr - 6 Apr
Aerie Inn of Vermont
Econo Lodge Brattleboro
View from room

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"
The price is AED 430
AED 473 total
includes taxes & fees
3 Apr - 4 Apr
Econo Lodge Brattleboro
Rest - a Modern Motel
Private spa tub

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
Room, 2 Queen Beds Efficiency | Free WiFi

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
Miscellaneous

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

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is AED 1,242
AED 1,544 total
includes taxes & fees
13 Apr - 14 Apr
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. 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. Sleep Woodstock Motel: 23.2 mi (37.3 km) from the heart of Chester. Enjoy the in-room kitchenette, 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, Dorsey Park, and Buttermilk Falls. Attractions the whole family can enjoy include Bonnie’s Bundles Dolls and DaVallia Art & Accents. While you’re checking out the area, consider visiting Stratton Mountain Resort, Vermont Country Store, and Baltimore Covered Bridge.
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.