What to do in Cheshire, CT

Activities, attractions and tours

Visit Cheshire

Types of activities

Cheshire travel guide

Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.

Golden sunlight shining on curved Wooden boardwalk over stream near forest

Castle Craig at Hubbard Park, Meriden, CT. American flags in the foreground and an easily replaceable sky.

Fall in New England , photo take on road 70 Cheshire CT

Cheshire Tourist Attractions & Activities

If you’re searching for an exciting holiday, count on Expedia.com.au to help you find interesting attractions, enlightening experiences, and tons of other fun things to do in Cheshire AU$22. From first-rate tours to incredible deals on sightseeing trips – our extensive selection of local things to do and places to visit is just a few clicks away.

It doesn’t matter whether you’re travelling alone, alongside your main squeeze, or with your favourite friends or family members, Expedia has the inside scoop on what to see and do while in this corner of the world. And our search tool makes it simple to score the best deals around. So regardless of if you are on a tight budget or prefer to spare no expense, you’ll find exactly what you’re looking for by browsing over 1 activities in Cheshire, Connecticut.

The intuitive booking system here on Expedia.com.au makes planning your holiday easier—and more affordable—than ever before. And not only can you discover all the best Cheshire attractions from AU$22, but you can also book flights, hire cars, and reserve hotel rooms all in just a few moments. A world of wonder awaits you and your travelling companions. Count on Expedia.com.au to help you plan the holiday of your dreams, and you’ll have the time of your life.

Explore activities
Explore thousands of experiences from activities and attractions to day tours and transfer.
Book with ease
Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities.
Treat yourself
Members save % or more when you book activities.

Recommended things to do in Cheshire

Number of things to do	1
Cheapest thing to do on Expedia	Astonishing University hunt: Yale and Beyond: AU$22
Top 5 things to do	Astonishing University hunt: Yale and Beyond
Half-day tours	Astonishing University hunt: Yale and Beyond
With kids	Astonishing University hunt: Yale and Beyond

What to do in Cheshire

Discover the most popular places to visit in Cheshire

Roaring Brook Park

Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theatre scene.

Barker Character, Comic and Cartoon Museum

You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theatre scene in this romantic area.

Maplecroft Plaza Shopping Center

You can find the perfect gifts to bring home at Maplecroft Plaza Shopping Center during your stay in Cheshire. Experience the area's entertainment venues and theatre scene.

Cheshire Golf Course

Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theatre scene in this romantic area.

Cheshire Hollow Farm

Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theatre scene in this romantic area.

Bartlem Park

Explore the great outdoors at Bartlem Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theatre scene.

Lock 12 Historical Park

Explore the great outdoors at Lock 12 Historical Park, a lovely green space in Cheshire. While in this family-friendly area, you can enjoy the restaurants.

Quinnipiac Recreation Area

Explore the great outdoors at Quinnipiac Recreation Area, a lovely green space in Cheshire. Experience the entertainment venues and theatre scene in this romantic area.

Drazen Orchards

Explore the great outdoors at Drazen Orchards, a lovely green space in Cheshire. Experience the area's entertainment venues and theatre scene.

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

Frequently asked questions

Is Cheshire worth visiting?

From shopping to outdoor activities and history, there are many great things to do in Cheshire. Don't forget to discover the area's mix of unmissable attractions, local charm and culture.

How do I spend a day in Cheshire?

Lake Compounce and Lake Beseck Beach are two excellent places to kick-start your getaway adventures. Remember to check out the dining and shopping options in Cheshire while you're there too.

What is the top tourist attraction in Cheshire?

Lake Compounce is one of the top tourist attractions in Cheshire and deserves a place on every must-do list of the area.

Is three days enough to stay in Cheshire?

You can easily tour popular sights like Toyota Oakdale Theatre, Sleeping Giant State Park and Mount Southington Ski Area with a three-day stay in Cheshire. On average, many travellers book two days here. There's plenty to see and do nearby too, so stay a bit longer and venture to New Haven.

Is Cheshire a walkable city?

If touring on foot sounds like your kind of getaway, Cheshire is an ideal place to visit. Find major attractions, including Cheshire Hollow Farm, within walking distance of downtown. You can also go for a stroll around Cheshire Historic District, a hip neighbourhood located about 2 kilometres from downtown.

What are some activities to do in Cheshire with kids?

If you're looking for activities and sights for all the family, have a look at these fabulous ideas for what to do in Cheshire with kids.

Astonishing University hunt: Yale and Beyond

What to do in Cheshire for adults?

There are plenty of things to do in Cheshire, with experiences for adults of all ages. End the day with a visit to Connecticut Law Enforcement Memorial.

Are there free things to do in Cheshire?

In Cheshire, Mount Carmel is a popular spot for anyone looking to enjoy the city without opening their wallet. Also, stroll around the green spaces and other neighbourhoods, and ask a local tour guide for tips. It's a simple way to learn about the best free things to do in Cheshire.