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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

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, (714 reviews)
"Beds and bedding were super comfy but the room itself was rather small and dated."
United States
Lynne
The price is NZ$171
includes taxes & fees
16 Nov - 17 Nov
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, (612 reviews)
"Room was clean and parking was right out front."
United States
Cindy
The price is NZ$220
includes taxes & fees
3 Dec - 4 Dec
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.

3. COHO Inn & Motor Lodge

COHO Inn & Motor Lodge
2.0 star property
Weston
9.4 out of 10, Exceptional, (80 reviews)
"Quiet and peaceful."
United States
James
The price is NZ$345
includes taxes & fees
7 Dec - 8 Dec
COHO Inn & Motor Lodge
A hotel room with two beds, a desk, and a TV.

4. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,004 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is NZ$164
includes taxes & fees
7 Dec - 8 Dec
The Putney Inn
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

5. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (652 reviews)
"Property was clean, staff was available to trouble shoot, amenities room was great!"
United States
Alfred
The price is NZ$223
includes taxes & fees
11 Nov - 12 Nov
Sleep Woodstock Motel
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, (460 reviews)
"It was a great stay"
United States
Keith
The price is NZ$171
includes taxes & fees
23 Nov - 24 Nov
Brittany Motel
A modern outdoor lounge area with two lounge chairs and a wooden deck.

7. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (236 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
The price is NZ$299
includes taxes & fees
11 Nov - 12 Nov
Otherland Hotel
A reception area with a counter, a computer, and various informational posters on the wall.

8. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (845 reviews)
"If you are looking for a clean place to rest your head for the night this place is it!"
United States
Cara
The price is NZ$123
includes taxes & fees
12 Nov - 13 Nov
Travelodge by Wyndham Brattleboro VT
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

9. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (364 reviews)
"It's ok for a pit stop. Overall clean. The floors were not level so we learned to adjust walking in there, not that The bed were"
United States
Victor
The price is NZ$220
includes taxes & fees
11 Nov - 12 Nov
Royal Inn Claremont
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".

10. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
3.5 star property
Ludlow
9.6 out of 10, Exceptional, (235 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 NZ$511
includes taxes & fees
2 Dec - 3 Dec
Main and Mountain Bar & Motel
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, (582 reviews)
"Room was clean. Perfect for the one night we stayed."
United States
Diane
The price is NZ$227
includes taxes & fees
6 Dec - 7 Dec
Four Winds Country Motel
A cozy living room with a fireplace, a coffee station, and a view of the outside.

12. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.4 out of 10, (115 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is NZ$170
includes taxes & fees
11 Nov - 12 Nov
Colonial Motel
A traditional chalet with a sloped roof, flower boxes on the balcony, and a star-shaped emblem.

13. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (631 reviews)
"Cute family run lodge with excellent made to order breakfast."
United States
Ivy
The price is NZ$381
includes taxes & fees
3 Dec - 4 Dec
The Olympia Lodge
A stone fountain surrounded by rocks, with a house in the background.

14. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (815 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 NZ$209
includes taxes & fees
3 Dec - 4 Dec
Weathervane Motel
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

15. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (700 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 NZ$194
includes taxes & fees
9 Dec - 10 Dec
Econo Lodge Brattleboro South
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.

16. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (159 reviews)
"We enjoyed staying the night during a road trip - very comfortable with welcoming staff."
United States
Ruth
The price is NZ$300
includes taxes & fees
15 Nov - 16 Nov
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

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

10/10 Excellent
"My daughter and I enjoyed our stay at the Equinox. The staff was very helpful with any question we had. A shout out to Paige at the bar. The rooms were clean and more than ample in size."
Rosemarie 1-night trip
Posted 7 hours ago
The Equinox Golf Resort And Spa

Find out more about Chester

Chester Motels information

Number of reviews
1,264
Accommodation
24 Motels
Lowest Price
NZ$123
Highest Price
NZ$511

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 67 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. The Putney Inn: Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi and self-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 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 relaxing, quaint area, explore the ski slopes. Visitors like Chester for its shops, coffee shops 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 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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