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Check prices for these dates

Next weekend
4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep
In one month
25 Sep - 27 Sep
In two months
23 Oct - 25 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, (704 reviews)
"Very nice staff easy access to everything good for dogs clean pool"
United States
Terry
The price is AED 313
AED 347 total
includes taxes & fees
3 Sep - 4 Sep
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, (574 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 AED 394
AED 427 total
includes taxes & fees
1 Sep - 2 Sep
Claremont Motor Lodge
Standard Room, 2 Double Beds | Desk, blackout drapes, iron/ironing board, WiFi (free)

3. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (351 reviews)
"I like it was clean bathroom was new."
United States
Eva
The price is AED 413
AED 448 total
includes taxes & fees
1 Sep - 2 Sep
Royal Inn Claremont
Front of property - evening/night

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 AED 624
AED 686 total
includes taxes & fees
6 Sep - 7 Sep
Main and Mountain Bar & Motel
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, (217 reviews)
"Clean, modern, and peaceful."
Canada
Omar
The price is AED 471
AED 630 total
includes taxes & fees
1 Sep - 2 Sep
Otherland Hotel
Mountain view

6. 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 AED 485
AED 528 total
includes taxes & fees
1 Sep - 2 Sep
Aerie Inn of Vermont
Deluxe Suite | Private kitchen | Coffee/tea maker, mini-fridge, microwave, freezer

7. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (607 reviews)
"Centrally located to waterfalls we went to Had everything we needed"
United States
John
The price is AED 288
AED 458 total
includes taxes & fees
1 Sep - 2 Sep
Sleep Woodstock Motel
Exterior

8. 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 AED 400
AED 440 total
includes taxes & fees
1 Sep - 2 Sep
The Putney Inn
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

9. Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (411 reviews)
"The room was welcoming with its creative decor. It was clean and the amenities were excellent !!!"
United States
Elizabeth
The price is AED 316
AED 347 total
includes taxes & fees
1 Sep - 2 Sep
Brittany Motel
Interior

10. 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 AED 731
AED 804 total
includes taxes & fees
2 Sep - 3 Sep
The Olympia Lodge
Lobby

11. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.8 out of 10, (46 reviews)
"Clean room ez checkin, coffee at breakfast good!"
United States
James
The price is AED 302
AED 332 total
includes taxes & fees
1 Sep - 2 Sep
Colonial Motel
Free continental breakfast on weekends

12. 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 AED 621
AED 683 total
includes taxes & fees
1 Sep - 2 Sep
Four Winds Country Motel
Lobby sitting area

13. 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 AED 402
AED 442 total
includes taxes & fees
9 Sep - 10 Sep
Chalet 239
Fountain

14. Weathervane Motel

Weathervane Motel
2.0 star property
Manchester Center
6.8 out of 10, (800 reviews)
"Good location."
United States
cody
The price is AED 393
AED 433 total
includes taxes & fees
1 Sep - 2 Sep
Weathervane Motel
Reception

15. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (801 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 AED 291
AED 320 total
includes taxes & fees
2 Sep - 3 Sep
Travelodge by Wyndham Brattleboro VT
Seasonal outdoor pool

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (677 reviews)
"Ok"
United States
Edgardo
The price is AED 365
AED 402 total
includes taxes & fees
29 Sep - 30 Sep
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

Bromley View Inn

Bromley View Inn

10/10 Excellent
"Inn is dated & vintage, clean rooms & grounds. Loved the charm. Easy access to local ski areas. On-site staff very helpful & nice. Would definitely stay here again."
Kileen 1-night trip
Posted 3 hours ago
Bromley View Inn

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.