Find hotels in Cheshire, MA from 1.847.210 ₫

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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 6.642.627 ₫
7.021.256 ₫ total
includes taxes & fees
9 Mar - 10 Mar
Harbour House Inn

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)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is 2.426.781 ₫
2.710.715 ₫ total
includes taxes & fees
20 Mar - 21 Mar
Quality Inn Lee - Lenox South

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (22 reviews)
"Spotless rooms and the friendliest service at the front desk! "
United States
Mary
The price is 3.639.437 ₫
4.065.251 ₫ total
includes taxes & fees
11 Mar - 12 Mar
Element Lenox Berkshires

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, (1,000 reviews)
"Very friendly and good Breakfast."
United States
Jesse
The price is 2.932.234 ₫
3.275.231 ₫ total
includes taxes & fees
11 Mar - 12 Mar
Best Western Plus Berkshire Hills Inn & Suites

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (131 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is 2.450.729 ₫
4.020.431 ₫ total
includes taxes & fees
11 Mar - 12 Mar
Blooming Inn

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (239 reviews)
"The room was clean and nice but i was confusing about the abandoned vehicles directly behind the hotel."
United States
Anonymous traveller
The price is 1.780.444 ₫
1.988.755 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Rodeway Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (867 reviews)
"This place was lovely. I travel a lot for my 2 college athletes and I wish I could have spent more time here. Great place! "
United States
Melissa
The price is 2.809.985 ₫
3.138.753 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Berkshires Untold

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Very friendly staff comfy beds!"
United States
Giselle
The price is 2.425.855 ₫
2.709.680 ₫ total
includes taxes & fees
12 Mar - 13 Mar
The Yankee, Trademark Collection by Wyndham

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (904 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is 2.356.208 ₫
2.631.884 ₫ total
includes taxes & fees
7 Mar - 8 Mar
Howard Johnson by Wyndham Williamstown

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (26 reviews)
"Great place to stay one night for the Mt Greylock Road Race. Revival was convenient, close to North Adams and "
United States
melissa
The price is 3.929.545 ₫
4.389.057 ₫ total
includes taxes & fees
11 Mar - 12 Mar
The Revival House

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is 2.488.335 ₫
2.779.470 ₫ total
includes taxes & fees
6 Mar - 7 Mar
Sunset Inn

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Clean room, nice staff , decent breakfast. Overall a good stay . "
United States
Anindita
The price is 2.560.366 ₫
2.859.929 ₫ total
includes taxes & fees
25 Mar - 26 Mar
The Black Swan Lee - Lenox, an Ascend Collection Hotel

UU Rowe Camp and Conference Center

UU Rowe Camp and Conference Center
2.0 star property
Rowe
10.0 out of 10, Exceptional, (1 review)
"Yes"
United States
Stuart
The price is 5.891.175 ₫
6.226.972 ₫ total
includes taxes & fees
7 Mar - 8 Mar
UU Rowe Camp and Conference Center

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 1.531.705 ₫
1.680.280 ₫ total
includes taxes & fees
17 Mar - 18 Mar
Pleasant Valley Motel West Stockbridge

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (895 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is 2.050.912 ₫
2.417.876 ₫ total
includes taxes & fees
15 Mar - 16 Mar
Cozy Corner Motel

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, (84 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is 3.457.476 ₫
3.862.000 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
"Cute place"
United States
Lisa
The price is 2.592.117 ₫
2.895.316 ₫ total
includes taxes & fees
12 Mar - 13 Mar
Maple Terrace Motel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (868 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is 2.785.233 ₫
3.696.257 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Berkshire Mountain Lodge

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (836 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is 1.806.627 ₫
2.017.924 ₫ total
includes taxes & fees
10 Mar - 11 Mar
Howard Johnson by Wyndham Lenox

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (779 reviews)
"clean modern and spacious room. comfortable king bed. "
United States
William
The price is 1.963.725 ₫
2.193.612 ₫ total
includes taxes & fees
11 Mar - 12 Mar
The Villager Motel
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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Stay near popular Cheshire attractions

Learn more about Cheshire

Get away to romantic Cheshire! Enjoy the skiing, hiking and lake views.

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

Top Cheshire Hotel Reviews

More cheap stays in Cheshire

Hotels in Cheshire with star rating

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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