Search Chester Motels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov

Featured Motels in Chester and around

The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1000)
"Very enjoyable stay"
The Putney Inn
Claremont Motor Lodge
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave

Claremont Motor Lodge

2.5 star property
8.8 out of 10, Excellent, (408)
"Great place to stay"
The price is €111
includes taxes & fees
6 Oct - 7 Oct
Claremont Motor Lodge
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, Multiple Beds, Kitchenette, Mountain View

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very good, (667)
"If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. "
The price is €80
includes taxes & fees
20 Oct - 21 Oct
The Upper Pass Lodge at Magic Mountain
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (321)
"I only stayed one night at The Brittany but I enjoyed it. It's a no frills kind of stay but the room I had was up to date, clean, and the bed was really comfortable. Reasonable price too. Exactly what I was looking for. "
The price is €122
includes taxes & fees
29 Oct - 30 Oct
Brittany Motel
Chalet 239
Family Room | Living area

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (79)
"I was pleasantly surprised in how well well-maintained this property was. Beautiful decor, impeccably clean, and extremely comfortable bed and linens. We were in a king room with a little deck off the back. It was just lovely to sit outside and have a glass of wine. Check in and check out was a breeze and this adorable hotel is in a perfect location. I would definitely stay here again and recommend to others. "
The price is €118
includes taxes & fees
2 Nov - 3 Nov
Chalet 239
The Olympia Lodge
Interior

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (543)
"Perfect spot for Green Mountain Festival"
The price is €168
includes taxes & fees
31 Oct - 1 Nov
The Olympia Lodge
Aerie Inn of Vermont
Mountain view

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (171)
"So quaint and staff was super friendly and accommodating! We are looking forward to coming back again! "
The price is €123
includes taxes & fees
26 Oct - 27 Oct
Aerie Inn of Vermont
COHO Inn & Motor Lodge
Restaurant

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (36)
"We loved our stay at COHO. Breakfast was wonderful and the owners are so sweet and knowledgeable about the history of the place and the area! Great location near Weston and ludlow"
The price is €166
includes taxes & fees
14 Oct - 15 Oct
COHO Inn & Motor Lodge
Four Winds Country Motel
Lobby

Four Winds Country Motel

2.0 star property
8.4 out of 10, Very good, (513)
"The check in was very quick and staff was friendly. The room is clean, comfortable, and quiet. "
The price is €92
includes taxes & fees
2 Nov - 3 Nov
Four Winds Country Motel
Sleep Woodstock Motel
Deluxe Suite

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (525)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is €111
includes taxes & fees
3 Nov - 4 Nov
Sleep Woodstock Motel
Rodeway Inn Bellows Falls
Lobby

Rodeway Inn Bellows Falls

2.0 star property
6.2 out of 10, (279)
"It's the off season so it was very quiet. The stay was great, no complaints "
The price is €78
includes taxes & fees
2 Nov - 3 Nov
Rodeway Inn Bellows Falls
Mountaineer Inn
Fireplace

Mountaineer Inn

2.0 star property
8.6 out of 10, Excellent, (520)
"Clean, beautiful area."
The price is €168
includes taxes & fees
17 Oct - 18 Oct
Mountaineer Inn
Royal Inn Claremont
Standard Room, 1 Queen Bed

Royal Inn Claremont

2.0 star property
6.6 out of 10, (310)
"Room and bathroom were clean. Bathroom appeared to have new sink.and toilet. Water pressure in shower was good."
The price is €100
includes taxes & fees
16 Oct - 17 Oct
Royal Inn Claremont
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, (206)
"Amazing place to stay "
The price is €192
includes taxes & fees
19 Oct - 20 Oct
Main and Mountain Bar & Motel
Weathervane Motel
Fountain

Weathervane Motel

2.0 star property
6.8 out of 10, (703)
"Good location, good value "
The price is €100
includes taxes & fees
5 Oct - 6 Oct
Weathervane Motel
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Nice place to stay for the night."
The price is €131
includes taxes & fees
8 Oct - 9 Oct
Colonial Motel And Spa
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (710)
"Horrible."
The price is €84
includes taxes & fees
5 Oct - 6 Oct
Travelodge by Wyndham Brattleboro VT
Econo Lodge Brattleboro
View from room

Econo Lodge Brattleboro

2.0 star property
5.4 out of 10, (572)
"Most disgusting place I've ever seen to"
The price is €64
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Brattleboro
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"The staff was great!"
SARA 1-night trip
Posted 3 days ago
Hampton Inn and Suites Manchester

Find out more about Chester

Find out more about Chester

Chester Motels information

Number of reviews
8,550
Accommodation
26 Motels
Lowest Price
€64
Highest Price
€192

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 66 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: If driving, you'll be within 26 minutes of Okemo Mountain Resort. Enjoy the in-room free WiFi, and freebies including breakfast and self-parking. The Putney Inn: A 24-hour front desk along with freebies such as breakfast, WiFi and self-parking are available during your stay. Central Chester is 21 mi (33.8 km) away. Colonial Motel And Spa: Enjoy access to the 2 indoor pools, and freebies including WiFi and self-parking. Located 26.6 mi (42.8 km) from the heart of Chester. Mountaineer Inn: Central Chester is 25.5 mi (41.1 km) away. A seasonal outdoor pool, free WiFi and free parking are available during your stay. Claremont Motor Lodge: 14.7 mi (23.7 km) from the heart of Chester. Enjoy access to the free Wi-Fi and free parking, as well as room amenities such as air conditioning.
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 Museum of Mining and Minerals, Vermont Country Store and Plummer's Sugar House.
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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia