Things to do in Cheshire

Activities, attractions and tours

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.
A frozen lake with a solitary tree in the foreground and a sunset in the background.
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.
Cheshire
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What to do in Cheshire

Stay near popular Cheshire attractions

Roaring Brook Park

4.2/5 (12 reviews)
Connecticut's tallest single-drop waterfall cascades dramatically 80 feet through lush woodland. Hike the moderate one-mile loop trail in spring for the most impressive water flow after seasonal rains.
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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.

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.