Search Motels in Chester from CA $88

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Our top choices for Chester motels

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (107 reviews)
"Clean room, staff were excellent, and provided everything I needed. Its a cozy, relaxed place with minimal intrusion. "
United States
Steven
The price is CA $116
CA $130 total
includes taxes & fees
Feb 15 - Feb 16
River Valley Inn

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (830 reviews)
"Staff was very friendly and helpful."
United States
Pamela
The price is CA $94
CA $105 total
includes taxes & fees
Feb 8 - Feb 9
Howard Johnson by Wyndham Lenox

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (567 reviews)
"Excellent location!!"
United States
Abdul Samad
The price is CA $103
CA $115 total
includes taxes & fees
Feb 8 - Feb 9
Travelodge by Wyndham Great Barrington Berkshires

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (819 reviews)
"The room was clean, and the staff was friendly and helpful. "
United States
Damien
Monument Mountain Motel

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (553 reviews)
"Great friendly staff"
United States
Pablo
The price is CA $150
CA $168 total
includes taxes & fees
Feb 8 - Feb 9
The Little Lion

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is CA $118
CA $131 total
includes taxes & fees
Feb 8 - Feb 9
Berkshire Inn

East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37 reviews)
"The room was clean and comfortable wi will back next year:) "
United States
Nadya
The price is CA $172
CA $193 total
includes taxes & fees
Feb 23 - Feb 24
East Rock Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is CA $130
CA $145 total
includes taxes & fees
Feb 8 - Feb 9
Sunset Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is CA $80
CA $88 total
includes taxes & fees
Feb 8 - Feb 9
Pleasant Valley Motel West Stockbridge

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (656 reviews)
"The room was clean and the service adequate"
United States
David
The price is CA $87
CA $97 total
includes taxes & fees
Feb 21 - Feb 22
Econo Lodge Lee - Great Barrington

Riverdale Inn

Riverdale Inn
2.0 star property
West Springfield
6.0 out of 10, (1,002 reviews)
"Great people and wonderful room!!"
United States
Jeffrey
The price is CA $94
CA $108 total
includes taxes & fees
Feb 15 - Feb 16
Riverdale Inn

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123 reviews)
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is CA $135
CA $151 total
includes taxes & fees
Feb 24 - Feb 25
Elm Motel

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
"Comfortable stay "
United States
Paul
The price is CA $121
CA $182 total
includes taxes & fees
Feb 10 - Feb 11
Becket Motel

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is CA $110
CA $122 total
includes taxes & fees
Feb 8 - Feb 9
FairBridge Inn Express
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Top Chester Hotel Reviews

Find out more about Chester

Chester Motels information

Number of reviews
7,808
Accommodation
19 Motels
Lowest Price
CA $88
Highest Price
CA $193

Frequently asked questions

What can I expect from a motel trip to Chester?
If you're having a hard time finding motels in Chester, let Expedia help you find a motel or something similar from over 842 lodging options in the larger area. Just use our search tools to filter by price per night or cost-saving amenities such as free parking and free airport transportation.
What is a motel?
When you stay at a motel, you'll often find an outdoor pool and free parking. With a stay at a motel, you'll usually access your room directly from the parking lot. Starting in the early 1950s, customized neon signs often lit up the roadside motels, and you can see these today along the historic U.S. Route 66.
What are the best motels in Chester?
These are some of our customers' favorite motels to book in the larger area. Riverdale Inn is located 20.2 mi (32.5 km) from the heart of Chester. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. The Little Lion: Free WiFi and free parking are available during your stay, along with room amenities like air conditioning. Central Chester is 18.4 mi (29.6 km) away. River Valley Inn: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 18.6 mi (29.9 km) from the heart of Chester. Monument Mountain Motel: Central Chester is 19.5 mi (31.4 km) away. Free WiFi and free parking are available during your stay, along with room amenities like free wired internet. Howard Johnson by Wyndham Lenox: 17 mi (27.3 km) from the heart of Chester. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking.
What can I do in Chester?
Some outdoorsy places nearby include Littleville Lake, Pyramid Lake, and Skyline Trail. You'll find these family-friendly sights in the area: Bousquet Ski Area, Spare Time Bowling, and Berkshire Museum. While you're checking out the area, consider visiting Chester Town Hall, Kushi Institute, and Blandford Ski Area.
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 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Chester are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.
What are my options for getting around Chester when staying in a motel?
We've gathered some information about getting around Chester to help you navigate your stay: Fly into Westfield, MA (BAF-Barnes Municipal), which is located 15.4 mi (24.7 km) from the city center. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 18.9 mi (30.4 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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