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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, (702 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is ￥13,722
￥15,231 total
includes taxes & fees
Sep 1 - Sep 2
The Upper Pass Lodge at Magic Mountain
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | 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, (557 reviews)
"Nice place to stay"
United States
Shane
The price is ￥16,292
￥17,677 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, (225 reviews)
"Comfy beds , great shower and awesome coffee room !"
United States
Kristina
The price is ￥23,027
￥25,330 total
includes taxes & fees
Aug 26 - Aug 27
Main and Mountain Bar & Motel
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

4. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (401 reviews)
"The property was comfortable. Felt safe and the room was cozy and nicely decorated"
United States
Samantha
The price is ￥14,492
￥15,941 total
includes taxes & fees
Aug 24 - Aug 25
Brittany Motel
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, WiFi (free)

5. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (349 reviews)
"I like it was clean bathroom was new."
United States
Eva
The price is ￥16,482
￥17,883 total
includes taxes & fees
Aug 12 - Aug 13
Royal Inn Claremont
Mountain view

6. 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 ￥20,824
￥22,698 total
includes taxes & fees
Aug 26 - Aug 27
Aerie Inn of Vermont
Exterior

7. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,008 reviews)
"Easy in and out"
United States
Robert
The price is ￥19,523
￥21,475 total
includes taxes & fees
Aug 17 - Aug 18
The Putney Inn
Lobby

8. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (36 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is ￥11,784
￥12,963 total
includes taxes & fees
Aug 12 - Aug 13
Colonial 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, (600 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 ￥13,772
￥15,149 total
includes taxes & fees
Aug 18 - Aug 19
Sleep Woodstock Motel
Lobby sitting area

10. 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 ￥16,904
￥18,595 total
includes taxes & fees
Aug 26 - Aug 27
Chalet 239
Reception

11. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (791 reviews)
"Good value!"
United States
Brian
The price is ￥10,606
￥11,667 total
includes taxes & fees
Aug 17 - Aug 18
Travelodge by Wyndham Brattleboro VT
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 ￥31,054
￥34,159 total
includes taxes & fees
Aug 12 - Aug 13
The Olympia Lodge
Fountain

13. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (793 reviews)
"Good location."
United States
cody
The price is ￥16,896
￥18,586 total
includes taxes & fees
Aug 23 - Aug 24
Weathervane Motel
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, (553 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 ￥24,528
￥26,980 total
includes taxes & fees
Sep 1 - Sep 2
Four Winds Country Motel
Seasonal outdoor pool

15. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (671 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is ￥14,189
￥15,607 total
includes taxes & fees
Aug 17 - Aug 18
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 breakfast was great. The staff was very friendly."
Greg 2-night trip
Posted 13 hours ago
Hampton Inn Brattleboro

Find out more about Chester

Chester Motels information

Number of reviews
4,515
Accommodation
24 Motels
Lowest Price
￥11,667
Highest Price
￥34,159

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, Buttermilk Falls, and Lake Rescue. 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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