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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

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, (1006)
"The sauna after a ski day is great"
The price is SAR 368
SAR 405 total
includes taxes & fees
27 Apr - 28 Apr
Colonial Motel And Spa
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (457)
"Great"
The price is SAR 398
SAR 482 total
includes taxes & fees
15 Apr - 16 Apr
Mountaineer Inn
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Good basic hotel. Very clean. Very reasonably priced"
The price is SAR 348
SAR 379 total
includes taxes & fees
16 Apr - 17 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, (479)
"Thank "
The price is SAR 383
SAR 483 total
includes taxes & fees
15 Apr - 16 Apr
Sleep Woodstock Motel
Weathervane Motel
Property grounds

Weathervane Motel

2.0 star property
6.8 out of 10, (641)
"Good deal "
The price is SAR 402
SAR 442 total
includes taxes & fees
27 Apr - 28 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, (329)
"This was a last minute booking. There wasn't a huge selection in Claremont. The property was dated but everything was neat, clean and tidy. It was out of town and in a residential neighborhood. It was a quiet location. It was good for a night and for what I needed but I wouldn't search out to stay there again. The front desk clerk was very nice and the room was clean and in a safe location. "
The price is SAR 450
SAR 489 total
includes taxes & fees
15 Apr - 16 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 SAR 368
SAR 467 total
includes taxes & fees
16 Apr - 17 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 SAR 450
SAR 489 total
includes taxes & fees
15 Apr - 16 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 SAR 484
SAR 533 total
includes taxes & fees
20 Apr - 21 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, (63)
"Spotless, quiet, comfortable, great location, and parking and breakfast included. Everything we needed."
The price is SAR 511
SAR 562 total
includes taxes & fees
21 Apr - 22 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 SAR 634
SAR 698 total
includes taxes & fees
15 Apr - 16 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, (192)
"Big, nice and confortable room. Everything new and clean. Easy self checkin. good bar. in main st."
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, (626)
"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 SAR 337
SAR 370 total
includes taxes & fees
15 Apr - 16 Apr
The Upper Pass Lodge at Magic Mountain
Rodeway Inn
Lobby

Rodeway Inn

2.0 star property
6.2 out of 10, (271)
"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 SAR 334
SAR 365 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

9.6 out of 10, Exceptional, (30)
"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 SAR 386
SAR 631 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, (666)
"Clean"
The price is SAR 334
SAR 368 total
includes taxes & fees
16 Apr - 17 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 SAR 475
SAR 518 total
includes taxes & fees
15 Apr - 16 Apr
Aerie Inn of Vermont
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.6 out of 10, (517)
"It was fine. We just stopped in for the night after a concert"
The price is SAR 334
SAR 368 total
includes taxes & fees
15 Apr - 16 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

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, (42)
"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
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (16)
"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 760
SAR 2,388 total
includes taxes & fees
15 Apr - 16 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (205)
"this cabin was absolutely adorable. The kitchen was great size living room, small but cozy. The only thing I think we would like to call out is that the stairs to the loft bedrooms are quite steep be very careful. Everything was impeccably, clean, very cozy and comfortable. Hot tub was perfect and all instructions for both of the hot tub and exit were clear and easy to read."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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 66 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. 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 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, 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, Baltimore Covered Bridge, 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.