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Check prices for these dates

Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15
In one month
Mar 27 - Mar 29
In two months
Apr 24 - Apr 26

Our top choices for Chester motels

Signature Suite, Kitchen, Mountain View | Living area | TV, DVD player

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (333 reviews)
"Check-in was easy and the property is cute and very clean. "
United States
Karin
The price is ￥12,640
￥18,195 total
includes taxes & fees
Mar 2 - Mar 3
Brittany Motel
Deluxe Suite | Private kitchen | Mini-fridge, microwave, coffee/tea maker, freezer

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (557 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is ￥12,500
￥23,503 total
includes taxes & fees
Mar 2 - Mar 3
Sleep Woodstock Motel
Standard Room, 2 Queen Beds, Refrigerator & Microwave | Desk, iron/ironing board, rollaway beds, free WiFi

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,002 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (478 reviews)
"Only 35 min from Okemo. Had what we needed and plenty of hot water "
United States
Marissa
The price is ￥15,965
￥17,322 total
includes taxes & fees
Mar 12 - Mar 13
Claremont Motor Lodge
Restaurant

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very Good, (693 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is ￥17,327
￥19,233 total
includes taxes & fees
Mar 11 - Mar 12
The Upper Pass Lodge at Magic Mountain
Front of property

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (63 reviews)
"Good place to stay. "
United States
steven
The price is ￥26,404
￥28,781 total
includes taxes & fees
Mar 4 - Mar 5
COHO Inn & Motor Lodge
Double Room | Terrace/patio

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (112 reviews)
"Great stay "
United States
Jean
The price is ￥23,644
￥26,009 total
includes taxes & fees
Mar 8 - Mar 9
Chalet 239
Free continental breakfast on weekends

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very Good, (539 reviews)
"Place and owners are awful"
United States
brian
The price is ￥17,009
￥18,711 total
includes taxes & fees
Mar 2 - Mar 3
Four Winds Country Motel
Exterior detail

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (582 reviews)
"Fantastic stay! Friendly staff, very cozy. "
United States
Nader
The price is ￥27,309
￥30,040 total
includes taxes & fees
Mar 29 - Mar 30
The Olympia Lodge
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, free WiFi

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (325 reviews)
"Good room for a budget motel"
United States
Laikum
The price is ￥15,278
￥16,576 total
includes taxes & fees
Mar 2 - Mar 3
Royal Inn Claremont
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (750 reviews)
"Everything was great and we will stay there again 😁"
United States
Pasquale
The price is ￥16,713
￥18,384 total
includes taxes & fees
Mar 2 - Mar 3
Weathervane Motel
Lunch and dinner served, American cuisine

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,003 reviews)
"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "
United States
Ana
The price is ￥14,823
￥16,305 total
includes taxes & fees
Mar 2 - Mar 3
Colonial Motel And Spa
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (760 reviews)
"Great person at front desk. Motel was nicer than expected and clean"
United States
Giovanni
The price is ￥11,095
￥12,205 total
includes taxes & fees
Mar 3 - Mar 4
Travelodge by Wyndham Brattleboro VT
Breakfast area

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (290 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is ￥17,111
￥18,651 total
includes taxes & fees
Mar 30 - Mar 31
Rodeway Inn Bellows Falls
Front of property - evening/night

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (218 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is ￥48,032
￥52,835 total
includes taxes & fees
Mar 9 - Mar 10
Main and Mountain Bar & Motel
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.4 out of 10, (621 reviews)
"Near food and shopping, ac and heater work good."
United States
Juan
The price is ￥9,152
￥10,068 total
includes taxes & fees
Mar 30 - Mar 31
Econo Lodge Brattleboro South
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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Top Chester Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Clean room, friendly staff, great pool and hot tub, and very conveniently located close to Okemo. "
Brian 1-night trip
Posted 1 day ago
Pointe at Castle Hill Resort

Find out more about Chester

Chester Motels information

Number of reviews
7,769
Accommodation
26 Motels
Lowest Price
￥10,068
Highest Price
￥52,835

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 to choose from in the larger area. Colonial Motel And Spa is located 26.6 mi (42.8 km) from the heart of Chester. Enjoy access to the 2 indoor pools, and freebies including WiFi and parking. The Putney Inn: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 21 mi (33.8 km) away. Claremont Motor Lodge: Enjoy access to the free WiFi and free parking, as well as room amenities like air conditioning. Located 14.7 mi (23.7 km) from the heart of Chester. Travelodge by Wyndham Brattleboro VT: Central Chester is 26 mi (41.8 km) away. Free WiFi, free parking, and a 24-hour front desk are available during your stay. The Olympia Lodge: 22.2 mi (35.7 km) from the heart of Chester. Enjoy access to the seasonal outdoor pool, 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, Buttermilk Falls, and Lake Rescue. 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 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.

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