Hotel Deals & Discounts in Cheshire, MA | Choice Hotels

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. 181 reviews4.27 stars rating. Excellent. 181 reviews
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Strikethrough Rate:~~$189~~Discounted rate:$170USD/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. 356 reviews4.24 stars rating. Excellent. 356 reviews
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Strikethrough Rate:~~$129~~Discounted rate:$116USD/night
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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:~~$142~~Discounted rate:$135USD/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:~~$79~~Discounted rate:$75USD/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:~~$134~~Discounted rate:$121USD/night
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Quality Inn
372 Main Street,
Great Barrington, MA, 01230, US
44.24 km from Cheshire, MA, USA
4.33 stars rating. Excellent. 400 reviews4.33 stars rating. Excellent. 400 reviews
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Strikethrough Rate:~~$149~~Discounted rate:$134USD/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 Jan 16, 2026
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Hotel deals

7 hotels in Cheshire

Highest Price

$170

Lowest Price

$75

Avg. rating

3.5 (4857 reviews)

Best Hotel Deal in Cheshire

10% off