Photo by Ed Gaffny

Featured Inns in Cheshire

Stay at this inn in Averill Park. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Pineridge Cross Country Ski Center and Berkshire ...

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Stay at this inn in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood ...

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Stay at this inn in Williamstown. Enjoy free parking, a business center, and a garden. Popular attractions Sheep Hill and Bullock Ledge Wildlife Management Area ...

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Book a stay at this boutique inn in Lenox. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ventfort Hall Mansion and Gilded Age Museum ...

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Stay at this inn in Lenox. Enjoy free WiFi, free parking, and a garden. Popular attractions Ventfort Hall Mansion and Gilded Age Museum and Lenox Library are ...

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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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Vacation Village in the Berkshires

276 Brodie Mountain Rd Williamstown MA

The Williams Inn

101 Spring Street Williamstown MA

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.