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Search Motels in Chester from CA $131

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Chester motels

A restaurant with wooden tables and chairs, a central table with a sign reading "The Red Slate Restaurant", and large windows with views of the outside.

1. 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, (711 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
The price is CA $134
CA $154 total
includes taxes & fees
Nov 19 - Nov 20
The Upper Pass Lodge at Magic Mountain
A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.

2. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (600 reviews)
"Very nice stay! The place doesn't look that great from the road, but the room was super comfortable, very clean and spacious. And the staff was very nice. The town of Claremont was a treat: very friendly and community-oriented. We would definitely return to Claremont and the Motor Lodge when we are back in the area."
United States
Marguerite
The price is CA $153
CA $166 total
includes taxes & fees
Nov 3 - Nov 4
Claremont Motor Lodge
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.

3. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (228 reviews)
"Clean, modern, and peaceful."
Canada
Omar
The price is CA $158
CA $217 total
includes taxes & fees
Oct 20 - Oct 21
Otherland Hotel
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

4. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,006 reviews)
"The property was clean and well maintained. Enjoyed our stay."
United States
Anita
The price is CA $119
CA $131 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn
A two-story house with a red exterior and white trim. There are three large windows on the front and a chimney on the right side.

5. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (79 reviews)
"This may have been one of the best places that I’ve ever seen"
United States
Raedene
The price is CA $290
CA $316 total
includes taxes & fees
Oct 20 - Oct 21
COHO Inn & Motor Lodge
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

6. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (438 reviews)
"Pretty landscape all around"
United States
Karen B
The price is CA $122
CA $134 total
includes taxes & fees
Oct 20 - Oct 21
Brittany Motel
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

7. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (641 reviews)
"This place was really clean, and had everything we needed. Bonus of being able to park your car in front of the room, settling in was very easy. We visited Bourdon Maple Farm, which was close by."
United States
Kelly
The price is CA $125
CA $192 total
includes taxes & fees
Nov 15 - Nov 16
Sleep Woodstock Motel
A mountain with autumn foliage and a bridge in the foreground.

8. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (199 reviews)
"Just a lovely little Motel, very nice people."
United States
Chris
The price is CA $179
CA $195 total
includes taxes & fees
Oct 21 - Oct 22
Aerie Inn of Vermont
A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

9. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (231 reviews)
"Comfortable and clean property. Nicely appointed and well maintained. Great shower, comfy bed. Would stay again. And eat breakfast at the nearby Hatchery!"
United States
David
The price is CA $336
CA $370 total
includes taxes & fees
Oct 20 - Oct 21
Main and Mountain Bar & Motel
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

10. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (362 reviews)
"My room was immaculate. I was pleasantly surprised with all the amenities, including a refrigerator and microwave. The only thing that I would have liked to have was a robe hook on the bathroom door. Other than that it was perfect !"
United States
Bonita
The price is CA $154
CA $167 total
includes taxes & fees
Nov 18 - Nov 19
Royal Inn Claremont
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.

11. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (575 reviews)
"The staff was friendly and helpful. The rooms were newly renovated with a contemporary tile bathroom and new beds. This was an older motel that has all been redone inside."
United States
Mary Ellen
The price is CA $154
CA $170 total
includes taxes & fees
Nov 19 - Nov 20
Four Winds Country Motel
A stone fountain surrounded by rocks, with a house in the background.

12. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (811 reviews)
"The motel looked a little old, tired, but the room was very clean and spacious, moderately priced, and very close to town. The staff was busy but helped immediately."
United States
Sallie
The price is CA $136
CA $150 total
includes taxes & fees
Oct 20 - Oct 21
Weathervane Motel
A cozy living room with two sofas, a coffee table, and a lamp. There is a wooden ceiling with exposed beams and a ceiling fan.

13. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (619 reviews)
"Had a great stay. Owners extremely friendly and welcoming and the Lodge lobby was cozy and warm for all the guests to hang out in (which they did!) in the evening. The hot sit down breakfast was delicious and large. Can't say enough good things about how comfortable we were staying here. Highly recommend!"
United States
Kenneth
The price is CA $273
CA $301 total
includes taxes & fees
Oct 30 - Oct 31
The Olympia Lodge
A reception area with a counter, a computer, and various informational posters on the wall.

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (828 reviews)
"Room was in excellent condition , very Clean The vanity and sink on Room was very helpful Parking was a easy View to the mountain was beautiful"
United States
Nicolas
The price is CA $130
CA $143 total
includes taxes & fees
Nov 2 - Nov 3
Travelodge by Wyndham Brattleboro VT
A cozy living room with a fireplace, a coffee station, and a view of the outside.

15. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.2 out of 10, (98 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is CA $126
CA $139 total
includes taxes & fees
Nov 1 - Nov 2
Colonial Motel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (690 reviews)
"I asked him on the front desk if I get a coffee machine but hi said no wen i order online they said breakfast is available but is not the guy in front desk was rude"
United States
Luis
The price is CA $141
CA $155 total
includes taxes & fees
Nov 16 - Nov 17
Econo Lodge Brattleboro South
A hotel room with a large bed, a bedside table with a lamp, a desk with a coffee maker, and a view of the outdoors.

17. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (157 reviews)
"We enjoyed staying the night during a road trip - very comfortable with welcoming staff."
United States
Ruth
The price is CA $217
CA $239 total
includes taxes & fees
Nov 1 - Nov 2
Chalet 239
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

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"Excellent place to stay!! The breakfas it good, bed comfortables and the view is nice."
Adriana 2-night trip
Posted less than an hour ago
Jackson Gore Village, A Vail Resorts Property

Find out more about Chester

Chester Motels information

Number of reviews
7,445
Accommodation
24 Motels
Lowest Price
CA $131
Highest Price
CA $370

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 67 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: 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 parking. Colonial Motel: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chester is 26.6 mi (42.8 km) away. The Putney Inn: Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. Located 21 mi (33.8 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 like 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 parking.
What things can I to do in Chester?
As you explore this relaxing, quaint area, check out the ski slopes. Visitors like Chester for its shops, coffeehouses, and restaurants. Some outdoorsy places nearby include Lowell Lake State Park, Connecticut River State Park, and Buttermilk Falls. 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 Country Store, Magic Mountain Ski Resort, and Viking Nordic Center.
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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