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Check prices for these dates

Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

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, (710 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is NT$2,950
NT$3,378 total
includes taxes & fees
Oct 12 - Oct 13
The Upper Pass Lodge at Magic Mountain
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".

2. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (230 reviews)
"Very cool hotel and bar"
United States
Patricia
The price is NT$6,448
NT$7,093 total
includes taxes & fees
Oct 21 - Oct 22
Main and Mountain Bar & Motel
A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.

3. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (594 reviews)
"A very nice, clean and well kept private motel. Comfortable room. Quiet."
United States
Jeffrey
The price is NT$3,831
NT$4,157 total
includes taxes & fees
Oct 18 - Oct 19
Claremont Motor Lodge
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.

4. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (77 reviews)
"This may have been one of the best places that I’ve ever seen"
United States
Raedene
The price is NT$6,551
NT$7,141 total
includes taxes & fees
Oct 15 - Oct 16
COHO Inn & Motor Lodge
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

5. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,008 reviews)
"The property was clean and well maintained. Enjoyed our stay."
United States
Anita
The price is NT$2,687
NT$2,955 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn
A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.

6. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (224 reviews)
"Clean, modern, and peaceful."
Canada
Omar
The price is NT$5,287
NT$6,772 total
includes taxes & fees
Nov 1 - Nov 2
Otherland Hotel
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.

7. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (611 reviews)
"amazing breakfast!"
United States
Matheus
The price is NT$6,172
NT$6,789 total
includes taxes & fees
Oct 30 - Oct 31
The Olympia Lodge
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.

8. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (568 reviews)
"Motel undergoing renovation. Large clean room. Nice bathroom. Limited breakfast."
United States
David
The price is NT$4,118
NT$4,530 total
includes taxes & fees
Nov 1 - Nov 2
Four Winds Country Motel
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

9. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (629 reviews)
"Such a cute motel! Very clean and on the outskirts of town making a quiet place to stay!"
United States
michelle
The price is NT$3,276
NT$3,603 total
includes taxes & fees
Nov 9 - Nov 10
Sleep Woodstock Motel
A spacious living area with a high ceiling, a wooden staircase, and a built-in kitchen visible through an open door.

10. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.2 out of 10, Wonderful, (433 reviews)
"Pretty landscape all around"
United States
Karen B
The price is NT$2,746
NT$3,020 total
includes taxes & fees
Oct 20 - Oct 21
Brittany Motel
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

11. 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 NT$3,448
NT$3,741 total
includes taxes & fees
Nov 1 - Nov 2
Royal Inn Claremont
A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.

12. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (153 reviews)
"We enjoyed staying the night during a road trip - very comfortable with welcoming staff."
United States
Ruth
The price is NT$4,905
NT$5,396 total
includes taxes & fees
Nov 1 - Nov 2
Chalet 239
A mountain with autumn foliage and a bridge in the foreground.

13. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (192 reviews)
"The Aerie Inn was clean and cozy. We were very comfortable and would visit again."
United States
Paige
The price is NT$4,039
NT$4,402 total
includes taxes & fees
Oct 25 - Oct 26
Aerie Inn of Vermont
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, (817 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 NT$2,730
NT$3,003 total
includes taxes & fees
Nov 4 - Nov 5
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
6.4 out of 10, (84 reviews)
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
United States
Leonard
The price is NT$2,845
NT$3,129 total
includes taxes & fees
Nov 1 - Nov 2
Colonial Motel
A stone fountain surrounded by rocks, with a house in the background.

16. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (806 reviews)
"Loved the fireplace"
United States
James
The price is NT$3,077
NT$3,385 total
includes taxes & fees
Oct 12 - Oct 13
Weathervane Motel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

17. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (685 reviews)
"I was given a key to an occupied room first, then moved to a room that a smoker used, and lastly a musty room that I used. It did have A/C and windows to the parking lot. There is a swimming pool in the center available for tenants."
United States
David
The price is NT$3,175
NT$3,493 total
includes taxes & fees
Nov 8 - Nov 9
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Great location and staff is AWESOME! Thanks for another pleasant stay!!"
Carey 1-night trip
Posted 6 hours ago
Hampton Inn and Suites Manchester

Find out more about Chester

Chester Motels information

Number of reviews
5,067
Accommodation
24 Motels
Lowest Price
NT$2,955
Highest Price
NT$7,141

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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