Find Chester motels from $64

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Feb 13 - Feb 15
In two weeks
Feb 20 - Feb 22
In one month
Mar 6 - Mar 8
In two months
Apr 3 - Apr 5

Our top choices for Chester motels

Exterior

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.6 out of 10, Excellent, (106 reviews)
"Clean room, staff were excellent, and provided everything I needed. Its a cozy, relaxed place with minimal intrusion. "
United States
Steven
$82 nightly
The price is $92
Feb 9 - Feb 10
Total with taxes and fees
River Valley Inn
In-room safe, desk, laptop workspace, iron/ironing board

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
$69 nightly
The price is $77
Feb 8 - Feb 9
Total with taxes and fees
Howard Johnson by Wyndham Lenox
In-room safe, desk, free cribs/infant beds, free rollaway beds

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
$75 nightly
The price is $84
Feb 8 - Feb 9
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

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
$67 nightly
The price is $74
Feb 8 - Feb 9
Total with taxes and fees
Monument Mountain Motel
Exterior

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
$110 nightly
The price is $123
Feb 8 - Feb 9
Total with taxes and fees
The Little Lion
Seasonal outdoor pool

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
$83 nightly
The price is $93
Feb 17 - Feb 18
Total with taxes and fees
Berkshire Inn
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

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
$126 nightly
The price is $141
Feb 23 - Feb 24
Total with taxes and fees
East Rock Inn
Seasonal outdoor pool

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
$95 nightly
The price is $106
Feb 7 - Feb 8
Total with taxes and fees
Sunset Inn
Desk, laptop workspace, blackout drapes, iron/ironing board

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
$59 nightly
The price is $64
Feb 8 - Feb 9
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
In-room dining

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
$64 nightly
The price is $71
Feb 20 - Feb 21
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Room amenity

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
$71 nightly
The price is $82
Feb 18 - Feb 19
Total with taxes and fees
Riverdale Inn
Lobby

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
$99 nightly
The price is $111
Feb 24 - Feb 25
Total with taxes and fees
Elm Motel
Family House | Terrace/patio

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (60 reviews)
"Comfortable stay "
United States
Paul
$120 nightly
The price is $135
Feb 7 - Feb 8
Total with taxes and fees
Becket Motel
Desk, iron/ironing board, free WiFi, bed sheets

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
$89 nightly
The price is $99
Feb 7 - Feb 8
Total with taxes and fees
FairBridge Inn Express
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"YES"
Yarielis 2-night trip
Posted 22 hours ago
D. Hotel Suites & Spa

Find out more about Chester

Chester Motels information

Number of reviews
7,811
Accommodation
19 Motels
Lowest Price
$64
Highest Price
$141

Frequently asked questions

What is the nightly rate for a motel in Chester?
You can find a great deal from $64 on Chester motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Chester motels, try to be flexible with travel dates, and sort search results by price from low to high.
Is it better to stay in a Chester motel or hotel?
Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

Explore a world of travel with Expedia