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

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Check availability on Cheshire 2 Star Hotels

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, (1,012 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is 2.758.755 ₫
3.081.487 ₫ total
includes taxes & fees
15 Jun - 16 Jun
The Yankee Inn
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (105 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is 3.922.276 ₫
4.381.103 ₫ total
includes taxes & fees
22 Jun - 23 Jun
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Free daily buffet breakfast

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"Good location and great breakfast."
United States
Linda
The price is 4.092.856 ₫
4.571.721 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Hampton Inn & Suites Berkshires-Lenox
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,006 reviews)
"It was a clean, friendly hotel."
United States
Cheri
The price is 3.476.084 ₫
3.882.790 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Quality Inn Lee - Lenox South
Exterior

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (306 reviews)
"A beautiful old inn in the heart of a lovely old town."
United States
Linda
The price is 4.079.694 ₫
4.557.018 ₫ total
includes taxes & fees
29 Jun - 30 Jun
The Whitlock
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)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
The price is 3.032.525 ₫
3.387.330 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Best Western Plus Berkshire Hills Inn & Suites
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, (865 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is 2.079.359 ₫
2.322.644 ₫ total
includes taxes & fees
15 Jun - 16 Jun
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, (860 reviews)
"I really enjoyed my stay at the Berkshire Inn, it was safe, clean, and in a convenient part of Pittsfield. Parking was a breeze and I was comfortable in my room. I would definitely book again!"
United States
Hannah
The price is 2.263.601 ₫
2.528.420 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (825 reviews)
"Quiet"
United States
William
The price is 1.871.423 ₫
2.090.414 ₫ total
includes taxes & fees
25 Jun - 26 Jun
FairBridge Inn Express
BBQ/picnic Area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.8 out of 10, Good, (6 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is 4.071.270 ₫
4.547.609 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Hideaway Inn Lenox
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (666 reviews)
"Decent place.friendly, quiet"
United States
William
The price is 1.991.411 ₫
2.224.406 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Econo Lodge Lee - Great Barrington
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (913 reviews)
"Facilities were excellent. Staff was very helpful and very efficient & courteous in taking care of any concerns I had."
United States
Barbara J
The price is 2.227.010 ₫
2.620.291 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Cozy Corner Motel
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (912 reviews)
"clean; quiet; good breakfast; as advertised; easy check-in/check out; convenient parking; "
United States
Thomas
The price is 2.895.377 ₫
3.234.167 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Howard Johnson by Wyndham Williamstown
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (611 reviews)
"Very well run property with good amenities and a lovely pool and sitting area. Lots of good attention to detail to make it a desirable place to stay!"
United States
Carolyn
The price is 3.027.260 ₫
3.381.581 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Maple Terrace Motel
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (469 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is 1.729.026 ₫
1.936.699 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Berkshire Travel Lodge
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (213 reviews)
"The whole place was beautifully well kept and the view couldn't be beat. Would definitely recommend to others and hope to return in the future."
United States
Jared
The price is 5.351.669 ₫
5.656.764 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Blue Vista Motor Lodge
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (789 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is 2.342.836 ₫
2.616.869 ₫ total
includes taxes & fees
14 Jun - 15 Jun
The Villager Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 reviews)
"The property was nice and the staff enthusiastic"
United States
Matt
The price is 2.175.679 ₫
2.430.232 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Willows Motel Williamstown
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is 4.238.164 ₫
4.649.267 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Shaker Mill Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (415 reviews)
"Nice place for a stay"
United States
Jay
The price is 2.895.640 ₫
3.234.430 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Sunset Inn
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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 4.183.673 ₫ per night from 16 Jun to 17 Jun
4.183.673 ₫
4.673.162 ₫ total
16 Jun - 17 Jun
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
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An autumn view of Cheshire Lake in the Berkshire Mountains of Western Massachusetts.

Top Cheshire Hotel Reviews

The Whitlock

The Whitlock

10/10 Excellent
"The location of this hotel is excellent, right in the town center of Lenox, close to all the shops and restaurants. I was a little concerned initially about the reviews I read regarding the level of cleanliness of the rooms which I am extremely particular about. The room was very clean so maybe the issue has been addressed. Communication with staff via text which normally would be concerning was also very prompt and quick. They respond to texts right away and always very kind so shouldnt be a concern for those who are concerned that they are not speaking to someone in person directly. Will definitely stay again if the rates are reasonable."
Monica 1-night trip
Posted 4 days ago
The Whitlock