Hotels in Cheshire, Berkshire County

Search & Compare Cheshire Hotels

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Best hotels in Cheshire

Cheshire overview

If you're looking for a new favorite getaway, look no further than Cheshire. Cheshire might not have many well-known attractions, but you don't need to travel far to find places worth a visit like Mount Greylock State Reservation Visitor Center and Topia Arts Center. You can take some time to discover the surrounding area and sights like Susan B. Anthony Birthplace Museum and East Hoosac Quaker Meetinghouse.

Where to stay in Cheshire

Whether you're planning to stay for a night or a week, Cheshire has the right hotel for you. You can shop as many as 45 deals for Cheshire accommodations on, some with discounts of up to 30%. We have room prices as low as 44 USD per night and here you'll find a breakdown of hotels by star rating in Cheshire as well as in the surrounding area:
  • • 2 5-star hotels from 185 USD per night
  • • 26 4-star hotels from 100 USD per night
  • • 46 3-star hotels from 86 USD per night
  • • 30 2-star hotels from 50 USD per night

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 recommended places to see in the surrounding area:
  • • Mount Greylock State Reservation Visitor Center (3.2 mi/5.1 km from the city center)
  • • Topia Arts Center (4.4 mi/7.1 km from the city center)
  • • Susan B. Anthony Birthplace Museum (4.4 mi/7.2 km from the city center)
  • • East Hoosac Quaker Meetinghouse (4.7 mi/7.5 km from the city center)
  • • Mount Greylock (5.2 mi/8.4 km from the city center)

When to visit Cheshire

Wondering what time of year to travel or what clothes to pack? Here are some seasonal norms to help you plan your vacation:

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