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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

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)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is P5,626
P6,245 total
includes taxes & fees
Sep 1 - Sep 2
The Upper Pass Lodge at Magic Mountain
Premium bedding, in-room safe, iron/ironing board, WiFi (free)

2. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (562 reviews)
"Nice place to stay"
United States
Shane
The price is P6,759
P7,334 total
includes taxes & fees
Aug 17 - Aug 18
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 P8,969
P9,866 total
includes taxes & fees
Aug 24 - Aug 25
Main and Mountain Bar & Motel
Desk, blackout drapes, iron/ironing board, WiFi (free)

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 P6,083
P6,601 total
includes taxes & fees
Aug 23 - Aug 24
Royal Inn Claremont
Mountain view

5. 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 P7,773
P8,473 total
includes taxes & fees
Aug 17 - Aug 18
Aerie Inn of Vermont
Premium bedding, memory foam beds, desk, laptop workspace

6. 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 P8,014
P10,701 total
includes taxes & fees
Aug 17 - Aug 18
Otherland Hotel
Living area

7. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (405 reviews)
"We enjoyed our stay at this hotel. It is a little older but still in good condition. It was very clean! The staff was extremely responsive to any questions or needs that we had. We loved the little snack book and having coffee in the morning was great."
United States
Jennie
The price is P5,592
P6,151 total
includes taxes & fees
Aug 24 - Aug 25
Brittany Motel
Exterior

8. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"It was a clean room, spare extras, and a bleak motel."
United States
Jeremy
The price is P6,692
P7,361 total
includes taxes & fees
Aug 17 - Aug 18
The Putney Inn
Private kitchen

9. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (602 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 P5,586
P6,144 total
includes taxes & fees
Aug 24 - Aug 25
Sleep Woodstock Motel
Lobby

10. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (38 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is P4,590
P5,049 total
includes taxes & fees
Aug 17 - Aug 18
Colonial Motel
Reception

11. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (793 reviews)
"The room was clean, and that’s the most important thing. The staff was friendly in moving me to a new room where the air conditioning was reliable (as it hadn’t been in the first room). I was in standing water by the end of my shower, although the tub did eventually drain. After a flush the toilet ran for a few seconds periodically after a flush."
United States
Emily
The price is P3,816
P4,198 total
includes taxes & fees
Aug 17 - Aug 18
Travelodge by Wyndham Brattleboro VT
Lobby sitting area

12. 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 P7,004
P7,705 total
includes taxes & fees
Aug 23 - Aug 24
Chalet 239
Interior

13. 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 P12,228
P13,451 total
includes taxes & fees
Aug 19 - Aug 20
The Olympia Lodge
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, (554 reviews)
The price is P10,385
P11,423 total
includes taxes & fees
Aug 17 - Aug 18
Four Winds Country Motel
Fountain

15. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (796 reviews)
"Good location."
United States
cody
The price is P6,581
P7,239 total
includes taxes & fees
Aug 17 - Aug 18
Weathervane Motel
Seasonal outdoor pool

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (672 reviews)
"Place was a dump. Walked in the room and walked out. Not fit to stay in. Currently in a dispute for a refund"
Canada
David
The price is P5,475
P6,023 total
includes taxes & fees
Aug 23 - Aug 24
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 pool need more cleaning."
Albertina 2-night trip
Posted 2 hours ago
Hampton Inn Brattleboro

Find out more about Chester

Chester Motels information

Number of reviews
5,503
Accommodation
24 Motels
Lowest Price
P4,198
Highest Price
P13,451

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 62 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. Claremont Motor Lodge: Enjoy access to the free WiFi and free parking, as well as room amenities like 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 parking.
What things can I to do in Chester?
As you explore this quaint, relaxing 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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