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Check prices for these dates

Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept
In one month
9 Oct - 11 Oct
In two months
6 Nov - 8 Nov

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, (706 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is ₹8,564
₹9,806 total
includes taxes & fees
15 Sept - 16 Sept
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, (580 reviews)
"- well equipped room: microwave, tv, coffee machine, fridge, AC, towels - very clean and neat - comfortable bed, sofa, and chairs - quiet - pleasant and helpful staff"
United States
EDWARD S
The price is ₹11,746
₹12,744 total
includes taxes & fees
13 Sept - 14 Sept
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, (77 reviews)
"This may have been one of the best places that I’ve ever seen"
United States
Raedene
The price is ₹16,948
₹18,474 total
includes taxes & fees
13 Sept - 14 Sept
COHO Inn & Motor Lodge
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".

4. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (228 reviews)
"Comfy beds , great shower and awesome coffee room !"
United States
Kristina
The price is ₹16,210
₹17,831 total
includes taxes & fees
17 Sept - 18 Sept
Main and Mountain Bar & Motel
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.

5. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (353 reviews)
"I like it was clean bathroom was new."
United States
Eva
The price is ₹10,700
₹11,609 total
includes taxes & fees
13 Sept - 14 Sept
Royal Inn Claremont
A pathway leading to a seating area with chairs and a table, surrounded by a grassy field and a forested hill.

6. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (218 reviews)
"Clean, modern, and peaceful."
Canada
Omar
The price is ₹8,357
₹12,127 total
includes taxes & fees
14 Sept - 15 Sept
Otherland Hotel
A mountain with autumn foliage and a bridge in the foreground.

7. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (188 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is ₹12,554
₹13,684 total
includes taxes & fees
14 Sept - 15 Sept
Aerie Inn of Vermont
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

8. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,001 reviews)
"Clean room, staff, breakfast, and parking were great!"
United States
JANE
The price is ₹10,394
₹11,434 total
includes taxes & fees
13 Sept - 14 Sept
The Putney Inn
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, (612 reviews)
"Centrally located to waterfalls we went to Had everything we needed"
United States
John
The price is ₹11,597
₹12,758 total
includes taxes & fees
17 Sept - 18 Sept
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
9.4 out of 10, Exceptional, (421 reviews)
"Very nice setup for a solo traveler. Would be tight for a couple."
United States
Robert
The price is ₹8,495
₹9,344 total
includes taxes & fees
29 Sept - 30 Sept
Brittany 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, (559 reviews)
"The room was really nice. It has just been remodeled."
United States
Anthony
The price is ₹12,206
₹13,426 total
includes taxes & fees
22 Sept - 23 Sept
Four Winds Country 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.

12. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (603 reviews)
"amazing breakfast!"
United States
Matheus
The price is ₹18,927
₹20,819 total
includes taxes & fees
13 Sept - 14 Sept
The Olympia Lodge
A cozy living room with a fireplace, a coffee station, and a view of the outside.

13. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.6 out of 10, (54 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is ₹7,937
₹8,731 total
includes taxes & fees
13 Sept - 14 Sept
Colonial Motel
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.

14. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (143 reviews)
"Perfect boutique stay"
United States
Michelle
The price is ₹10,191
₹11,210 total
includes taxes & fees
20 Sept - 21 Sept
Chalet 239
A stone fountain surrounded by rocks, with a house in the background.

15. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (801 reviews)
"Good location."
United States
cody
The price is ₹9,711
₹10,682 total
includes taxes & fees
12 Oct - 13 Oct
Weathervane Motel
A reception area with a counter, a computer, and various informational posters on the wall.

16. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (802 reviews)
"Good for a one-night stay. The room was comfortable enough for a quick stop while traveling. A big bonus is that they are very dog friendly, which made things much easier since we were traveling with our dogs. I would stay again if I needed a convenient place for the night."
United States
Jessica
The price is ₹6,334
₹6,968 total
includes taxes & fees
13 Sept - 14 Sept
Travelodge by Wyndham Brattleboro VT
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, (681 reviews)
"We were pleasantly surprised by this property! The staff is super helpful and friendly, the breakfast just perfect and the room is very very clean. Would definitely stay here again!"
United States
Stacy
The price is ₹9,492
₹10,441 total
includes taxes & fees
11 Oct - 12 Oct
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

On The River Inn

On The River Inn

8/10 Good
"We selected and reserved a room with a river view and were assigned 105. The actual river was not visible from our windows or balcony. That was a little disappointing. The room itself was very nice and well maintained. The food in the 506 Bistro was excellent, both the daily breakfasts and the two dinners we had there. The wings with maple were especially tasty. The staff we engaged were nice. We probably will not visit Woodstock again now that we spent a few days there, but if we did I would stay there again but not pay a premium price for a river view."
Russell 5-night trip
Posted 12 hours ago
On The River Inn

Find out more about Chester

Chester Motels information

Number of reviews
6,046
Accommodation
24 Motels
Lowest Price
₹6,968
Highest Price
₹20,819

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 63 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. Claremont Motor Lodge: Enjoy access to the free Wi-Fi and free parking, as well as room amenities such as air conditioning. Located 14.7 mi (23.7 km) from the heart of Chester. The Putney Inn: Central Chester is 21 mi (33.8 km) away. A 24-hour front desk along with freebies such as breakfast, WiFi and self-parking are available during your stay. 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 Lake Rescue. 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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