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Check availability on Cheshire 2 Star Hotels

Tonight
21 Apr - 22 Apr
Tomorrow
22 Apr - 23 Apr
This weekend
24 Apr - 26 Apr
Next weekend
1 May - 3 May

Our top choices for Cheshire 2-star hotels

Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Great place to stay and close to shops and restaurants will be back!"
United States
Marie-Pascale
The price is 3.012.495 ₫
3.364.957 ₫ total
includes taxes & fees
23 Apr - 24 Apr
The Yankee Inn
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
The price is 2.677.133 ₫
2.990.357 ₫ total
includes taxes & fees
30 Apr - 1 May
Best Western Plus Berkshire Hills Inn & Suites
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,002 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is 2.663.583 ₫
2.975.222 ₫ total
includes taxes & fees
5 May - 6 May
Quality Inn Lee - Lenox South
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, (851 reviews)
"Staff was super nice! Everything was clean and neat. "
United States
Elizabeth
The price is 2.079.991 ₫
2.323.271 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Howard Johnson by Wyndham Lenox
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (852 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 2.106.057 ₫
2.352.496 ₫ total
includes taxes & fees
20 May - 21 May
Berkshire Inn
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (899 reviews)
"We love Cozy Corner. It's a snug, safe, well-maintained, home away from home. Love the ample breakfast and the genuine welcome we receive every time."
United States
Ann
The price is 2.085.257 ₫
2.457.550 ₫ total
includes taxes & fees
30 Apr - 1 May
Cozy Corner Motel
Exterior

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (293 reviews)
"Lovely historical hotel within walking distance to many great shops and restaurants. Staff members maintained good communication and were very helpful throughout our stay. Rooms were clean, quiet, and comfortable. Would definitely stay there again."
United States
Elaine
The price is 3.648.673 ₫
4.075.568 ₫ total
includes taxes & fees
23 Apr - 24 Apr
The Whitlock
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (91 reviews)
"New hotel clean and nice. Heated pool and hot tub a bonus. Timely breakfast for early departures- great on demand coffee. Added bonus they have a car charger."
United States
Charline
The price is 3.106.822 ₫
3.470.425 ₫ total
includes taxes & fees
30 Apr - 1 May
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"Clean and cozy room, friendly staff, and fresh fruit for breakfast. Great location right next to Williams College."
United States
Phebe
The price is 2.126.067 ₫
2.374.876 ₫ total
includes taxes & fees
29 Apr - 30 Apr
Willows Motel Williamstown
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (817 reviews)
"The room was absolutely horrible and extremely dirty!"
United States
Mandy
The price is 1.871.992 ₫
2.091.049 ₫ total
includes taxes & fees
6 May - 7 May
FairBridge Inn Express
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (908 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is 2.632.637 ₫
2.940.686 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Howard Johnson by Wyndham Williamstown
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (600 reviews)
"Staff is very nice and the rooms are always clean!"
United States
Peter
The price is 2.738.216 ₫
3.058.640 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Maple Terrace Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (785 reviews)
"very clean, up to day, no thrills overnighter. perfect stop from NYC to VT skiing"
United States
Martin
The price is 2.079.991 ₫
2.323.271 ₫ total
includes taxes & fees
30 Apr - 1 May
The Villager Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (209 reviews)
"Great stay! "
United States
ALEKSey
The price is 4.786.298 ₫
5.059.117 ₫ total
includes taxes & fees
29 Apr - 30 Apr
Blue Vista Motor Lodge
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (464 reviews)
"Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. "
United States
Cameron
The price is 1.658.716 ₫
1.857.793 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Berkshire Travel Lodge
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (662 reviews)
"Good to stay. "
United States
Ibinabo
The price is 1.871.992 ₫
2.091.015 ₫ total
includes taxes & fees
30 Apr - 1 May
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, free WiFi, bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (240 reviews)
"Found dead flies in the beds and the sheets were stained. I would not expect much from an inexpensive room but I do expect it to be clean."
United States
Heidi
The price is 2.014.169 ₫
2.249.826 ₫ total
includes taxes & fees
30 Apr - 1 May
Rodeway Inn
View from property

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (226 reviews)
"Lovely area to be in"
United States
Jeremia
The price is 2.738.216 ₫
2.984.655 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Starlight Inn
Exterior

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (567 reviews)
"Cozy, homey feel of our suite. You can tell the owner takes pride of her inn— cute Pinterest inspiration decoration in the room and lobby. The free breakfast and coffee is a great start to the morning. Close to Jiminy Peak, so easy to ski and come back before the kids fall asleep. "
United States
Sue
The price is 3.293.758 ₫
3.679.128 ₫ total
includes taxes & fees
30 Apr - 1 May
Berkshire Valley Inn
Desk, laptop workspace, blackout curtains, iron/ironing board

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is 1.871.992 ₫
2.053.575 ₫ total
includes taxes & fees
23 Apr - 24 Apr
Pleasant Valley Motel West Stockbridge
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Cheshire.
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA
The price is 3.510.716 ₫ per night from 17 May to 18 May
3.510.716 ₫
3.921.470 ₫ total
17 May - 18 May
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
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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.

Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking and local cuisine.

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An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

Top Cheshire Hotel Reviews

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

6/10 Okay
"Gave me initial resistence getting room assignment because of availability. Seven cars were in the lot during the night. Room probably had had dogs in it. Sheet was stained. Mostly ok."
Nikolas 1-night trip
Posted 8 days ago
Howard Johnson by Wyndham Lenox