Cheshire Resorts

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Resorts in Cheshire

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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.

Cheshire Resorts essential information

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28 Resorts
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In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants, Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base, Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out, 1 Bedroom - Vacation Village in the Berkshires Resort - Hancock, SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!, Hot SKI-in SKI-out Rentals Bentley Brook Resort!, Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury , Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort , Bentley Brook: Ultimate Ski-In Ski-Out -Crazy, Vacation Village In The Berkshires 5 Star Resort - Suite B, Pres Week- Bentley Brook Resort - Your Peak Winter Escape, Bentley Brook: Elevate Your Winter Thrills with Premier Ski-In/Ski-Out Luxury