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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

Our top choices for Chester motels

Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (522 reviews)
"Great stay and good location"
Canada
Alexandre
The price is NZ$185
includes taxes & fees
28 June - 29 June
Claremont Motor Lodge
Signature Suite, Kitchen, Mountain View | Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (372 reviews)
"The bed was very comfortable! We had a great sleep and made our breakfast in the "snack room". It was pleasant and quiet- we sat on chairs out front looking at the mountain in front of us. It was a great place to stay."
United States
Susan
The price is NZ$168
includes taxes & fees
6 July - 7 July
Brittany Motel
Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (586 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is NZ$222
includes taxes & fees
19 July - 20 July
Sleep Woodstock Motel
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (129 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is NZ$221
includes taxes & fees
8 July - 9 July
Chalet 239
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (182 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is NZ$255
includes taxes & fees
28 June - 29 June
Aerie Inn of Vermont
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for an overnight!"
United States
Lori
The price is NZ$212
includes taxes & fees
29 June - 30 June
The Putney Inn
Standard Room, 2 Double Beds

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (342 reviews)
"Price was charged for a 3 star hotel while facility was a motel"
United States
Sachin
The price is NZ$190
includes taxes & fees
29 June - 30 June
Royal Inn Claremont
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (780 reviews)
"Good value!"
United States
Brian
The price is NZ$153
includes taxes & fees
1 July - 2 July
Travelodge by Wyndham Brattleboro VT
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, (701 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is NZ$243
includes taxes & fees
1 July - 2 July
The Upper Pass Lodge at Magic Mountain
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (7 reviews)
"Smoke detector missing. Toilet seat loose. Lights too dim. No bar soap at the sink. Body wash and conditioner bottle in the bathroom were empty."
United States
Debra
The price is NZ$149
includes taxes & fees
9 July - 10 July
Colonial Motel
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, (550 reviews)
"We had a very enjoyable stay, and the breakfast had many items which appealed to us. We will stay at this hotel again."
United States
CHARLES
The price is NZ$232
includes taxes & fees
28 June - 29 June
Four Winds Country Motel
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (777 reviews)
"EXTREMELY helpful manager! Great shower, great bathroom."
United States
Scott
The price is NZ$209
includes taxes & fees
28 June - 29 June
Weathervane Motel
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (594 reviews)
"The owners are incredibly warm and welcoming. We would absolutely stay again."
United States
Susan
The price is NZ$369
includes taxes & fees
13 July - 14 July
The Olympia Lodge
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, (222 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is NZ$284
includes taxes & fees
8 July - 9 July
Main and Mountain Bar & Motel
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (652 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is NZ$154
includes taxes & fees
30 June - 1 July
Econo Lodge Brattleboro South
Front of property

COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (76 reviews)
"Perfect ski hotel !"
United States
Mark
The price is NZ$339
includes taxes & fees
2 July - 3 July
COHO Inn & Motor Lodge
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

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The staff were very professional. Hotel was clean and very nice"
Lauren 2-night trip
Posted 9 hours ago
Hampton Inn Brattleboro

Find out more about Chester

Chester Motels information

Number of reviews
6,609
Accommodation
24 Motels
Lowest Price
NZ$149
Highest Price
NZ$369

Frequently asked questions

What can I expect from a motel trip to Chester?
If you're not able to find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find a similar property from over 62 hotels and other accommodation options. Simply filter using our search tools by price per night or money-saving amenities such as free parking and free breakfast.
What are motels like?
At most motels, you'll often find an outdoor pool and free parking. When you stay at a motel, you'll usually access your room directly from the car park. The word "motel" was conceived 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' favourite motels to book in the larger area. Motel in the Meadow: Stay within a 30-minute drive of Green Mountain National Forest and Okemo Mountain Resort. Enjoy the in-room free WiFi, and freebies including breakfast and self-parking. Claremont Motor Lodge: Free WiFi and free parking are available during your stay, along with room amenities such as air conditioning. Central Chester is 14.7 mi (23.7 km) away. The Putney Inn: Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi and self-parking. Located 21 mi (33.8 km) from the heart of Chester. Brittany Motel: Central Chester is 26.7 mi (42.9 km) away. Free WiFi, free parking and a snack bar/deli 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 self-parking.
What things can I to do in Chester?
As you explore this relaxing, quaint area, explore the ski slopes. Visitors like Chester for its shops, coffee shops 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 exploring the area, consider visiting Vermont Country Store, Magic Mountain Ski Resort and Viking Nordic Center.
What's the weather like in Chester?
Weather can make or break a road trip, 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What are my options for getting around Chester while 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) away. You can also search for flights into 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 to rent a car for your trip.

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