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Check prices for these dates

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug
In one month
28 Aug - 30 Aug
In two months
25 Sept - 27 Sept

Our top choices for Chester motels

Premium bedding, in-room safe, iron/ironing board, free WiFi

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (547 reviews)
"Nice place to stay"
United States
Shane
The price is S$142
includes taxes & fees
29 Jul - 30 Jul
Claremont Motor Lodge
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,006 reviews)
"For the price it was not bad at all."
United States
Carolina
The price is S$176
includes taxes & fees
30 Jul - 31 Jul
The Putney Inn
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, (702 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is S$159
includes taxes & fees
26 Aug - 27 Aug
The Upper Pass Lodge at Magic Mountain
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, (224 reviews)
"Comfy beds , great shower and awesome coffee room !"
United States
Kristina
The price is S$207
includes taxes & fees
5 Aug - 6 Aug
Main and Mountain Bar & Motel
Desk, blackout curtains, iron/ironing board, free WiFi

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (347 reviews)
"I like it was clean bathroom was new."
United States
Eva
The price is S$139
includes taxes & fees
30 Jul - 31 Jul
Royal Inn Claremont
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, (553 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 S$240
includes taxes & fees
10 Aug - 11 Aug
Four Winds Country Motel
Interior

The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (597 reviews)
"The owners are incredibly warm and welcoming. We would absolutely stay again."
United States
Susan
The price is S$268
includes taxes & fees
5 Aug - 6 Aug
The Olympia Lodge
Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (391 reviews)
"The property was comfortable. Felt safe and the room was cozy and nicely decorated"
United States
Samantha
The price is S$122
includes taxes & fees
2 Aug - 3 Aug
Brittany Motel
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (136 reviews)
"The room was spotless. We only saw the staff at check in but he was very friendly. The outdoor area is great. Would highly recommend."
United States
Patrick
The price is S$177
includes taxes & fees
24 Aug - 25 Aug
Chalet 239
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (183 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is S$186
includes taxes & fees
10 Aug - 11 Aug
Aerie Inn of Vermont
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (788 reviews)
"Good value!"
United States
Brian
The price is S$114
includes taxes & fees
30 Jul - 31 Jul
Travelodge by Wyndham Brattleboro VT
Fountain

Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (788 reviews)
"Huge bed"
United States
douglas
The price is S$152
includes taxes & fees
10 Aug - 11 Aug
Weathervane Motel
Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (595 reviews)
"This place was the BEST find!!! It was sparkling clean, everything new, everything you could possibly need. Keyless Entry works very well. Very dog friendly including dog bones, bowls, towel etc. The town of Woodstock is adorable so I will be back so I can explore more!!!!"
United States
Robin
The price is S$110
includes taxes & fees
29 Jul - 30 Jul
Sleep Woodstock Motel
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.6 out of 10, (28 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is S$109
includes taxes & fees
16 Aug - 17 Aug
Colonial Motel
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (665 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is S$120
includes taxes & fees
27 Aug - 28 Aug
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

On The River Inn

On The River Inn

10/10 Excellent
"Very well-maintained property and nice guest rooms and dining room/bar is beautiful. The country breakfast was also a plus. Would definitely come back here!"
Susan 1-night trip
Posted 7 hours ago
On The River Inn

Find out more about Chester

Chester Motels information

Number of reviews
6,259
Accommodation
24 Motels
Lowest Price
S$109
Highest Price
S$268

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 64 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. Colonial Motel: A 24-hour front desk along with freebies such as breakfast, WiFi and self-parking are available during your stay. Central Chester is 26.6 mi (42.8 km) away. Brittany Motel: Enjoy access to the snack bar/deli, and freebies including WiFi and self-parking. Located 26.7 mi (42.9 km) from the heart of Chester. Claremont Motor Lodge: Central Chester is 14.7 mi (23.7 km) away. Free WiFi and free parking are available during your stay, along with room amenities such as air conditioning. 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 quaint, relaxing 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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