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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

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, (1001)
"Great for the price!"
The price is SAR 409
SAR 450 total
includes taxes & fees
27 Mar - 28 Mar
Colonial Motel And Spa
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (441)
"We had a pleasant stay. The staff were helpful when we had trouble operating the electronic lock to the room. Room was clean, fairly modern and adequate for our short stay. We liked the coffee maker and appreciated the morning snacks."
The price is SAR 402
SAR 487 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, (1002)
"My stay was good, the only thing I did not like was the windows not having curtains despite them being higher up. I did not feel comfortable enough to take a shower. It was very awkward having a window in the bathroom, let alone not having a curtain to close. "
The price is SAR 351
SAR 382 total
includes taxes & fees
23 Mar - 24 Mar
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)
"Great motel that is much nicer than your typical motel"
The price is SAR 383
SAR 483 total
includes taxes & fees
31 Mar - 1 Apr
Sleep Woodstock 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, (325)
"I always enjoy staying here!! Staff are so kind and friendly!! "
The price is SAR 413
SAR 448 total
includes taxes & fees
25 Mar - 26 Mar
Claremont Motor Lodge
Weathervane Motel
Property grounds

Weathervane Motel

2.0 star property
6.8 out of 10, (637)
"Very clean, and close to the town center and ski resort"
The price is SAR 402
SAR 442 total
includes taxes & fees
6 Apr - 7 Apr
Weathervane 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 413
SAR 448 total
includes taxes & fees
27 Mar - 28 Mar
Royal Inn Claremont
Four Winds Country Motel
Lobby

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very Good, (490)
"It is the perfect overnight stay to ski the next day. Keep up the good work."
The price is SAR 484
SAR 532 total
includes taxes & fees
30 Mar - 31 Mar
Four Winds Country Motel
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 466 total
includes taxes & fees
31 Mar - 1 Apr
Brittany Motel
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 697 total
includes taxes & fees
30 Mar - 31 Mar
The Olympia Lodge
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 SAR 334
SAR 364 total
includes taxes & fees
3 Apr - 4 Apr
Rodeway Inn
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 SAR 574
SAR 631 total
includes taxes & fees
6 Apr - 7 Apr
Chalet 239
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)
"Great room, excellent location."
The price is SAR 563
SAR 614 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 SAR 391
SAR 430 total
includes taxes & fees
24 Mar - 25 Mar
The Upper Pass Lodge at Magic Mountain
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)
"I recently stayed at CoHo with my son for a snowboarding and ski trip, and the experience was fantastic. The room was well-kept, and the bed was extremely comfortable, which made all the difference after a long day on the slopes. The overall atmosphere was warm and inviting, making it the perfect place to relax and recharge. If you’re looking for a cozy, well-managed hotel with great service and comfort, I’d highly recommend. "
The price is SAR 507
SAR 829 total
includes taxes & fees
8 Apr - 9 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 SAR 368
SAR 405 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 SAR 475
SAR 517 total
includes taxes & fees
30 Mar - 31 Mar
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 SAR 439
SAR 483 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
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 SAR 1,294
SAR 1,609 total
includes taxes & fees
13 Apr - 14 Apr
Long Trail House at Stratton Mountain Resort
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)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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 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.