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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 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 2.275.736 ₫
2.605.717 ₫ total
includes taxes & fees
3 Nov - 4 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, (608 reviews)
"Room was clean, staff was polite, parking was easy."
United States
Katie
The price is 3.096.240 ₫
3.359.420 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Claremont Motor Lodge
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

3. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (648 reviews)
"The room was clean and the self check in was great!"
United States
Karla
The price is 1.997.075 ₫
3.190.159 ₫ total
includes taxes & fees
11 Nov - 12 Nov
Sleep Woodstock Motel
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, (79 reviews)
"Quiet and peaceful."
United States
James
The price is 4.597.916 ₫
5.011.780 ₫ total
includes taxes & fees
3 Dec - 4 Dec
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, (1,007 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is 2.171.238 ₫
2.388.361 ₫ total
includes taxes & fees
3 Nov - 4 Nov
The Putney Inn
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, (454 reviews)
"It was a great stay"
United States
Keith
The price is 2.218.972 ₫
2.440.869 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Brittany Motel
A reception area with a counter, a computer, and various informational posters on the wall.

7. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (839 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 1.602.304 ₫
1.762.534 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Brattleboro VT
A modern outdoor lounge area with two lounge chairs and a wooden deck.

8. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (233 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
The price is 3.418.481 ₫
4.541.745 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Otherland Hotel
A spacious kitchen with wooden cabinets, a large island, and a dining area with floral tablecloths.

9. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (579 reviews)
"Room was clean. Perfect for the one night we stayed."
United States
Diane
The price is 2.995.612 ₫
3.295.173 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Four Winds Country 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, (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 2.902.725 ₫
3.149.457 ₫ total
includes taxes & fees
3 Nov - 4 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".

11. 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 6.750.577 ₫
7.425.815 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Main and Mountain Bar & 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, (111 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
The price is 2.206.071 ₫
2.426.679 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Colonial Motel
A stone fountain surrounded by rocks, with a house in the background.

13. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (814 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 2.763.394 ₫
3.039.733 ₫ total
includes taxes & fees
3 Nov - 4 Nov
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.

14. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (627 reviews)
"Cute family run lodge with excellent made to order breakfast."
United States
Ivy
The price is 4.876.578 ₫
5.538.399 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Olympia Lodge
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, (698 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 2.566.009 ₫
2.822.610 ₫ total
includes taxes & fees
2 Dec - 3 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 3.964.425 ₫
4.360.868 ₫ total
includes taxes & fees
3 Nov - 4 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

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

8/10 Good
"Clean room. Comfort level of bed needs improvement. Weather was @ freezing outside. Comfortable inside. Staff was very polite and accommodating. Plenty of parking. Great streaming/Wifi."
David 1-night trip
Posted 1 hour ago
Travelodge by Wyndham Brattleboro VT

Find out more about Chester

Chester Motels information

Number of reviews
3,606
Accommodation
24 Motels
Lowest Price
1.762.534 ₫
Highest Price
7.425.815 ₫

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 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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