Hotels in Cheshire, Massachusetts

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Cheshire overview

Cheshire is a romantic getaway surrounded by picturesque views of rivers and lakes. You'll enjoy Cheshire's natural features and wildlife. Nature lovers will find plenty of places to explore such as Wahconah Falls State Park and Tannery Falls. While you're here, stop by Mount Greylock State Reservation Visitor Center and Topia Arts Center. Cheshire is a family-friendly destination while offering something for everyone.

Where to stay in Cheshire

Whether you're planning to stay for a night or for the week, the area around Cheshire has accommodations to fit every need. Search for hotels in Cheshire with by checking our online map. Our maps display the areas and neighborhoods around all Cheshire hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Cheshire hotel deals are here with our lowest price guarantee.

How to get to Cheshire

Fly in to Albany, NY (ALB-Albany Intl.), 35.7 mi (57.5 km) from downtown Cheshire.

What to see around Cheshire

Fun activities include attractions such as:
  • • Bousquet Ski Area
  • • Clarksburg State Park
  • • Hawley Bog Preserve
  • • Kennedy Park
  • • Berkshire East Ski Resort
Its lakes, riverfront, and wildlife offer a glimpse of the natural beauty and favorite spots include:
  • • Mount Greylock State Reservation Visitor Center
  • • Mount Greylock
  • • Wahconah Falls State Park
  • • Tannery Falls
  • • Windsor Lake Park
Here are some top sights to see:
  • • Topia Arts Center
  • • Susan B. Anthony Birthplace Museum
  • • East Hoosac Quaker Meetinghouse
  • • Crane Museum of Papermaking
  • • Waubeeka Golf Links

When to visit Cheshire

Curious about when's the best time to visit? Here are the seasonal norms to help with your planning:

Seasonal temperature averages
  • January-March: 50°F day, 13°F night
  • April-June: 79°F day, 29°F night
  • July-September: 81°F day, 43°F night
  • October-December: 65°F day, 15°F night
Seasonal rainfall averages
  • January-March: 8.90 inches
  • April-June: 12.87 inches
  • July-September: 12.83 inches
  • October-December: 12.09 inches