Hotels in Cheshire, MA – Choice Hotels

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel Street,
Lee, MA, 01238, US
27.85 km from Cheshire, MA, USA
4.35 stars rating. Excellent. 1620 reviews4.35 stars rating. Excellent. 1620 reviews
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Strikethrough Rate:~~$125~~Discounted rate:$119USD/night
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Hotel Downstreet, an Ascend Collection Hotel
40 Main Street,
North Adams, MA, 01247, US
15.8 km from Cheshire, MA, USA
4.27 stars rating. Excellent. 182 reviews4.27 stars rating. Excellent. 182 reviews
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Strikethrough Rate:~~$175~~Discounted rate:$157USD/night
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Quality Inn
372 Main Street,
Great Barrington, MA, 01230, US
44.24 km from Cheshire, MA, USA
4.32 stars rating. Excellent. 401 reviews4.32 stars rating. Excellent. 401 reviews
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Strikethrough Rate:~~$99~~Discounted rate:$89USD/night
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Quality Inn
170 Housatonic St,
Lee, MA, 01238, US
29.78 km from Cheshire, MA, USA
4.24 stars rating. Excellent. 358 reviews4.24 stars rating. Excellent. 358 reviews
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Strikethrough Rate:~~$119~~Discounted rate:$107USD/night
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Comfort Inn & Suites East Greenbush - Albany
99 Miller Road,
Castleton, NY, 12033, US
42.34 km from Cheshire, MA, USA
3.99 stars rating. Good. 1801 reviews3.99 stars rating. Good. 1801 reviews
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Strikethrough Rate:~~$129~~Discounted rate:$116USD/night
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Econo Lodge Lee - Great Barrington
980 Pleasant Street,
Lee, MA, 01238, US
32.46 km from Cheshire, MA, USA
3.15 stars rating. Good. 499 reviews3.15 stars rating. Good. 499 reviews
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Strikethrough Rate:~~$68~~Discounted rate:$63USD/night
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Rodeway Inn
99 Howland Ave,
Adams, MA, 01220, US
10.71 km from Cheshire, MA, USA
No Reviews YetNo Reviews Yet
Coming soonStart booking 16 Jan 2026
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Good to know

Number of hotels

7 hotels in Cheshire

Highest Price

$157

Lowest Price

$63

Avg. rating

3.5 (4861 reviews)