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Featured Motels in Chester

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1012)
"Very enjoyable stay"
The Putney Inn

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (710)
"Horrible."
The price is P5,966
P6,563 total
includes taxes & fees
Oct 26 - Oct 27
Travelodge by Wyndham Brattleboro VT

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1006)
"Nice place to stay for the night."
The price is P8,138
P8,952 total
includes taxes & fees
Oct 26 - Oct 27
Colonial Motel And Spa

Mountaineer Inn

2.0 star property
8.6 out of 10, Excellent, (518)
"Clean, beautiful area."
The price is P9,888
P11,422 total
includes taxes & fees
Oct 17 - Oct 18
Mountaineer Inn

Weathervane Motel

2.0 star property
6.8 out of 10, (700)
"Good location, good value "
The price is P6,226
P6,848 total
includes taxes & fees
Oct 31 - Nov 1
Weathervane Motel

Claremont Motor Lodge

2.5 star property
8.8 out of 10, Excellent, (401)
"Great place to stay"
The price is P6,978
P7,571 total
includes taxes & fees
Oct 1 - Oct 2
Claremont Motor Lodge

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 P8,304
P9,134 total
includes taxes & fees
Oct 1 - Oct 2
The Upper Pass Lodge at Magic Mountain

Econo Lodge Brattleboro

2.0 star property
5.4 out of 10, (570)
"There was mold holes in wall burn holes in bedding "
The price is P3,953
P4,349 total
includes taxes & fees
Oct 29 - Oct 30
Econo Lodge Brattleboro

The Olympia Lodge

2.5 star property
9.4 out of 10, Exceptional, (541)
"Perfect spot for Green Mountain Festival"
The price is P10,405
P11,446 total
includes taxes & fees
Oct 31 - Nov 1
The Olympia Lodge

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 P7,798
P8,577 total
includes taxes & fees
Oct 1 - Oct 2
Four Winds Country Motel

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 P6,278
P6,812 total
includes taxes & fees
Oct 13 - Oct 14
Royal Inn Claremont

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (524)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is P14,967
P17,423 total
includes taxes & fees
Oct 5 - Oct 6
Sleep Woodstock Motel

Aerie Inn of Vermont

2.0 star property
9.4 out of 10, Exceptional, (170)
"So quaint and staff was super friendly and accommodating! We are looking forward to coming back again! "
The price is P7,676
P8,366 total
includes taxes & fees
Oct 26 - Oct 27
Aerie Inn of Vermont

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (77)
"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 P8,059
P8,865 total
includes taxes & fees
Oct 7 - Oct 8
Chalet 239

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 P4,893
P5,334 total
includes taxes & fees
Oct 29 - Oct 30
Rodeway Inn Bellows Falls

Main and Mountain Bar & Motel

2.0 star property
9.6 out of 10, Exceptional, (206)
"Amazing place to stay "
The price is P11,869
P13,056 total
includes taxes & fees
Oct 5 - Oct 6
Main and Mountain Bar & Motel

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 P18,375
P21,172 total
includes taxes & fees
Oct 3 - Oct 4
Brittany Motel

COHO Inn & Motor Lodge

2.0 star property
9.6 out of 10, Exceptional, (35)
"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 P10,074
P10,981 total
includes taxes & fees
Oct 1 - Oct 2
COHO Inn & Motor Lodge

The Lodge At West River

2.5 star property
9.6 out of 10, Exceptional, (214)
"Nice no frills place"
The Lodge At West River

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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Top Chester Hotel Reviews

Find out more about Chester

Find out more about Chester

Chester Motels information

Number of reviews
8,755
Accommodation
26 Motels
Lowest Price
P4,349
Highest Price
P21,172

Frequently asked questions

What can I expect from a motel trip to Chester?
If you can't find a motel in Chester, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 66 lodging options. Simply filter using our search tools by price per night or cost-effective amenities such as free breakfast and free airport transportation.
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. 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. Colonial Motel And Spa: Enjoy access to the 2 indoor pools, and freebies including WiFi and 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 WiFi and free parking, as well as room amenities like air conditioning.
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 DaVallia Art & Accents and Bonnie's Bundles Dolls. While you're checking out 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 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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