Hotels in Cheshire, Connecticut

Search & Compare Cheshire Hotels

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

Best hotels in Cheshire

Cheshire overview

Cheshire is a budget-friendly place distinct for its live music and known for its waterparks and college atmosphere. You'll appreciate the coffee and bar choices. Spend a relaxing day at East Rock Park when the weather is nice. Lake Compounce and Yale University are popular sights to see. If you're looking for a family- and business-friendly getaway, Cheshire is for you.

Where to stay in Cheshire

Featuring accommodation choices that can meet everyone's needs, Cheshire is the place to go. There are 154 hotels in the Cheshire area and you can shop as many as 34 deals for rooms on, some with discounts of up to 30%.
  • • 49 2-star hotels with an average price of $54 per night
  • • 76 3-star hotels with an average price of $89 per night
  • • 17 4-star hotels with an average price of $95 per night

Here are the top hotels based on 21340 user reviews of Cheshire hotels:
  • • Comfort Suites Southington - Cheshire
  • • Americas Best Value Inn Cheshire / Meriden

How to get to Cheshire

Fly in to New Haven, CT (HVN-Tweed - New Haven Regional), 16.8 mi (27.1 km) from downtown Cheshire. Hartford, CT (HFD-Hartford - Brainard) is the next closest major airport, 20.6 mi (33.2 km) away.

What to see around Cheshire

Fun activities like golf and running are on hand, along with attractions such as:
  • • Sleeping Giant Golf Course
  • • Tradition Golf Club at Wallingford
  • • Hunter Memorial Golf Course
  • • Timberlin Golf Course
  • • Laurel View Country Club
Highlights like its waterparks are popular with families and top attractions include:
  • • Drazen Orchards
  • • Cheshire Hollow Farm
  • • Lake Compounce
  • • Lyman Orchards
  • • Quassy Amusement Park
A top draw is the area's live music scene, as well as places like:
  • • Barker Museum
  • • Andrews Homestead Museum
  • • Toyota Presents Oakdale Theatre
  • • Paul Mellon Arts Center
  • • Seven Angels Theater
Take in the collegiate vibe with a visit to:
  • • Quinnipiac University
  • • Albertus Magnus College
  • • Southern Connecticut State University
  • • Wesleyan University
  • • Yale University
Some popular places in the area include:
  • • East Rock Park
  • • Yale Bowl

When to visit Cheshire

Wondering when's the best time to visit? Here are seasonal norms to help you plan your trip:

Seasonal temperature averages
  • • January-March: 54°F day, 16°F night
  • • April-June: 83°F day, 33°F night
  • • July-September: 84°F day, 46°F night
  • • October-December: 69°F day, 19°F night
Seasonal rainfall averages
  • • January-March: 11.1 inches
  • • April-June: 11.5 inches
  • • July-September: 12.2 inches
  • • October-December: 13.0 inches