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

Find hotels in Cheshire, MA from 1.936.699 ₫

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Our top choices for Cheshire hotels

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is 6.677.638 ₫
7.058.264 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Harbour House Inn

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
21 Jun - 22 Jun
Berkshire Travel Lodge

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

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
15 Jun - 16 Jun
Best Western Plus Berkshire Hills Inn & Suites

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (137 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is 3.103.600 ₫
4.756.597 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Blooming Inn

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 2.869.316 ₫
3.205.026 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Quality Inn Lee - Lenox South

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (246 reviews)
"Had a great stay."
United States
Trevor
The price is 1.895.112 ₫
2.116.841 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Rodeway Inn

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect!!"
United States
Grzegorz
The price is 4.146.030 ₫
4.631.115 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Berkshire Lake Lodge

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 4.264.488 ₫
4.678.143 ₫ total
includes taxes & fees
17 Jun - 18 Jun
Shaker Mill Inn

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

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
The price is 2.632.400 ₫
3.822.507 ₫ total
includes taxes & fees
17 Jun - 18 Jun
Becket Motel

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
14 Jun - 15 Jun
Howard Johnson by Wyndham Lenox

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

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is 1.895.112 ₫
2.078.939 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Pleasant Valley Motel West Stockbridge

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 2.342.569 ₫
2.616.571 ₫ total
includes taxes & fees
14 Jun - 15 Jun
The Villager Motel

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

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

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Frequently asked questions

What's the seasonal weather in Cheshire?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Cheshire are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

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