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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep
In one month
18 Sep - 20 Sep
In two months
16 Oct - 18 Oct

Our top choices for Chester motels

Restaurant

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, (703 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is ฿3,025
฿3,358 total
includes taxes & fees
2 Sept - 3 Sept
The Upper Pass Lodge at Magic Mountain
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | Premium bedding, in-room safe, iron/ironing board, free WiFi

2. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (567 reviews)
"Nice place to stay"
United States
Shane
The price is ฿3,635
฿3,944 total
includes taxes & fees
20 Aug - 21 Aug
Claremont Motor Lodge
Front of property – evening/night

3. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (226 reviews)
"Comfy beds , great shower and awesome coffee room !"
United States
Kristina
The price is ฿4,823
฿5,305 total
includes taxes & fees
31 Aug - 1 Sept
Main and Mountain Bar & Motel
Standard Room, 2 Double Beds | Desk, blackout curtains, iron/ironing board, free WiFi

4. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (350 reviews)
"I like it was clean bathroom was new."
United States
Eva
The price is ฿3,271
฿3,549 total
includes taxes & fees
20 Aug - 21 Aug
Royal Inn Claremont
Luxury Room, 2 Double Beds (Room 19) | Premium bedding, memory-foam beds, desk, laptop workspace

5. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (214 reviews)
"Always a great stay! "
United States
Peter
The price is ฿3,943
฿4,298 total
includes taxes & fees
20 Aug - 21 Aug
Otherland Hotel
Exterior

6. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"Clean room, staff, breakfast, and parking were great!"
United States
JANE
The price is ฿3,606
฿3,967 total
includes taxes & fees
1 Sept - 2 Sept
The Putney Inn
Mountain view

7. Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (184 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is ฿4,180
฿4,556 total
includes taxes & fees
25 Aug - 26 Aug
Aerie Inn of Vermont
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

8. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (407 reviews)
"The room was welcoming with its creative decor. It was clean and the amenities were excellent !!!"
United States
Elizabeth
The price is ฿2,848
฿3,133 total
includes taxes & fees
24 Aug - 25 Aug
Brittany Motel
Deluxe Suite | Private kitchen | Coffee/tea maker, mini-fridge, microwave, freezer

9. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (604 reviews)
"Wonderful little place to stay. Very quiet, very safe, and one of the cleanest roadside hotels I've stayed at in a long time."
United States
Sean
The price is ฿2,653
฿2,918 total
includes taxes & fees
24 Aug - 25 Aug
Sleep Woodstock Motel
Reception

10. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (794 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 ฿2,052
฿2,257 total
includes taxes & fees
27 Aug - 28 Aug
Travelodge by Wyndham Brattleboro VT
Lobby

11. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (41 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is ฿2,715
฿2,987 total
includes taxes & fees
1 Sept - 2 Sept
Colonial Motel
Interior

12. The Olympia Lodge

The Olympia Lodge
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (600 reviews)
"amazing breakfast!"
United States
Matheus
The price is ฿6,575
฿7,233 total
includes taxes & fees
20 Aug - 21 Aug
The Olympia Lodge
Lobby sitting area

13. Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (138 reviews)
"The room was spotless. We only saw the staff at check in but he was very friendly. The outdoor area is great. Would highly recommend."
United States
Patrick
The price is ฿3,766
฿4,143 total
includes taxes & fees
30 Aug - 31 Aug
Chalet 239
Free continental breakfast on weekends

14. Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (555 reviews)
"We had a very enjoyable stay, and the breakfast had many items which appealed to us. We will stay at this hotel again."
United States
CHARLES
The price is ฿4,593
฿5,052 total
includes taxes & fees
23 Aug - 24 Aug
Four Winds Country Motel
Fountain

15. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (798 reviews)
"Good location."
United States
cody
The price is ฿3,539
฿3,893 total
includes taxes & fees
27 Aug - 28 Aug
Weathervane Motel
Seasonal outdoor pool

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (674 reviews)
"Ok"
United States
Edgardo
The price is ฿2,944
฿3,238 total
includes taxes & fees
26 Aug - 27 Aug
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 Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The facility was clean, comfortable and friendly staff"
William 1-night trip
Posted 4 hours ago
Hampton Inn Brattleboro

Find out more about Chester

Chester Motels information

Number of reviews
6,715
Accommodation
24 Motels
Lowest Price
฿2,257
Highest Price
฿7,233

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 62 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. Sleep Woodstock Motel: Central Chester is 23.2 mi (37.3 km) away. Free WiFi, free parking and a picnic area are available during your stay. Brittany Motel: 26.7 mi (42.9 km) from the heart of Chester. Enjoy access to the snack bar/deli, and freebies including WiFi and self-parking.
What things can I to do in Chester?
As you explore this quaint, relaxing 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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