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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sept - 13 Sept
In two months
9 Oct - 11 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, (702 reviews)
"Charming rustic inn. Staff were delightful and food was great. "
United States
Bradley
The price is HK$718
HK$797 total
includes taxes & fees
1 Sept - 2 Sept
The Upper Pass Lodge at Magic Mountain
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, (557 reviews)
"Nice place to stay"
United States
Shane
The price is HK$863
HK$936 total
includes taxes & fees
12 Aug - 13 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, (225 reviews)
"Comfy beds , great shower and awesome coffee room !"
United States
Kristina
The price is HK$1,145
HK$1,260 total
includes taxes & fees
17 Aug - 18 Aug
Main and Mountain Bar & Motel
Living area

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 HK$714
HK$785 total
includes taxes & fees
24 Aug - 25 Aug
Brittany Motel
Desk, blackout curtains, iron/ironing board, free WiFi

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 HK$812
HK$881 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$1,036
HK$1,129 total
includes taxes & fees
17 Aug - 18 Aug
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 HK$971
HK$1,068 total
includes taxes & fees
12 Aug - 13 Aug
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 HK$586
HK$645 total
includes taxes & fees
12 Aug - 13 Aug
Colonial Motel
Private kitchen

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 HK$685
HK$753 total
includes taxes & fees
18 Aug - 19 Aug
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 HK$894
HK$984 total
includes taxes & fees
18 Aug - 19 Aug
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 HK$522
HK$575 total
includes taxes & fees
17 Aug - 18 Aug
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 HK$1,530
HK$1,683 total
includes taxes & fees
12 Aug - 13 Aug
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 HK$840
HK$924 total
includes taxes & fees
12 Aug - 13 Aug
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 HK$1,220
HK$1,342 total
includes taxes & fees
1 Sept - 2 Sept
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 HK$699
HK$769 total
includes taxes & fees
18 Aug - 19 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 breakfast was great. The staff was very friendly."
Greg 2-night trip
Posted 8 hours ago
Hampton Inn Brattleboro

Find out more about Chester

Chester Motels information

Number of reviews
4,515
Accommodation
24 Motels
Lowest Price
HK$575
Highest Price
HK$1,683

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, Buttermilk Falls 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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