Title: 10 TOP Things to Do in Cheshire February 2026 | Expedia.ca [Hotels in Cheshire](https://expedia.ca/Cheshire-Hotels.d183057.Travel-Guide-Hotels)[Flights to Cheshire](https://expedia.ca/Cheap-Flights-To-Cheshire.d183057.Travel-Guide-Flights)[Cheshire Car Rentals](https://expedia.ca/Car-Rentals-In-Cheshire.d183057.Car-Rental-Guide)[Cheshire Vacation Packages](https://expedia.ca/Cheshire.d183057.Destination-Travel-Guides) # What to do in Cheshire, CT ## Activities, attractions and tours ## Visit Cheshire Types of activities [Cheshire travel guide](https://expedia.ca/Cheshire.dx183057) ![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.](https://images.trvl-media.com/place/183057/92c74fd9-1a45-4931-a43e-251e181e803f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![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.](https://images.trvl-media.com/place/183057/92c74fd9-1a45-4931-a43e-251e181e803f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Golden sunlight shining on curved Wooden boardwalk over stream near forest](https://images.trvl-media.com/place/183057/11a49fd6-32d8-4d9c-b9f8-eec5bda18c5e.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castle Craig at Hubbard Park, Meriden, CT. American flags in the foreground and an easily replaceable sky.](https://images.trvl-media.com/place/183057/dca54e90-8743-401d-a778-89d88fda9c90.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Fall in New England , photo take on road 70 Cheshire CT ](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Cheshire Attractions Let Expedia help you experience the best that Cheshire has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Cheshire is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Cheshire to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Cheshire Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Cheshire. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Cheshire attractions ensure that you’ll have a successful trip, whatever the season. --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. --- ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=ACTIVITIES_SPRING_PROMO_183057) ## Recommended things to do in Cheshire | Number of things to do | 1 | | ------------------------------- | ----------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Astonishing University hunt: Yale and Beyond](/things-to-do/yale-university-scavenger-hunt-yale-and-beyond.a50667298.activity-details): CA $21 | | Top 5 things to do | [Astonishing University hunt: Yale and Beyond](/things-to-do/yale-university-scavenger-hunt-yale-and-beyond.a50667298.activity-details) | | Half-day tours | [Astonishing University hunt: Yale and Beyond](/things-to-do/yale-university-scavenger-hunt-yale-and-beyond.a50667298.activity-details) | | With kids | [Astonishing University hunt: Yale and Beyond](/things-to-do/yale-university-scavenger-hunt-yale-and-beyond.a50667298.activity-details) | ## What to do in Cheshire --- ### Discover the most popular places to visit in Cheshire ![Roaring Brook Falls in the forest](https://images.trvl-media.com/place/553248621561886458/81c4c0f1-3c4f-41a4-8ad6-f6ed5e14b7b6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Roaring Brook Park Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Roaring-Brook-Park-Cheshire.d553248621561886458.Vacation-Attraction) #### 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 theater scene in this romantic area. [](https://expedia.ca/Barker-Museum-Cheshire.d6269046.Vacation-Attraction) #### Cheshire Golf Course Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theater scene in this romantic area. [](https://expedia.ca/Cheshire-Golf-Course-Cheshire.d553248621563220877.Vacation-Attraction) #### Maplecroft Plaza Shopping Center You can search for that perfect souvenir at Maplecroft Plaza Shopping Center during your visit to Cheshire. Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Maplecroft-Plaza-Shopping-Center-Cheshire.d553248621557931242.Vacation-Attraction) #### Cheshire Hollow Farm Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theater scene in this romantic area. [](https://expedia.ca/Cheshire-Hollow-Farm-Cheshire.d553248621561886472.Vacation-Attraction) #### Bartlem Park Explore the great outdoors at Bartlem Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Bartlem-Park-Cheshire.d553248621561886357.Vacation-Attraction) #### 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. [](https://expedia.ca/Lock-12-Historical-Park-Cheshire.d858298854529851392.Vacation-Attraction) #### Quinnipiac Recreation Area Explore the great outdoors at Quinnipiac Recreation Area, a lovely green space in Cheshire. Experience the entertainment venues and theater scene in this romantic area. [](https://expedia.ca/Quinnipiac-Recreation-Area-Cheshire.d553248621557934305.Vacation-Attraction) #### Drazen Orchards Explore the great outdoors at Drazen Orchards, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene. [](https://expedia.ca/Drazen-Orchards-Cheshire.d553248621561886358.Vacation-Attraction) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Day trip destinations from Cheshire ![New England Panorama](https://images.trvl-media.com/place/6795/202c5f15-e5b0-4850-ac69-53ef087dee49.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Southington ![Wallingford](https://images.trvl-media.com/place/7533/c80f8dcb-30d5-466b-958b-d1fc731e4bcf.jpg?impolicy=fcrop&w=512&h=288&q=medium) [Photo](https://creativecommons.org/publicdomain/zero/1.0/) by [Wesley Krombel](Facebook) ([CC0](https://creativecommons.org/publicdomain/zero/1.0/)) ### Wallingford ![A view of the water at the Southington reservoir on the New Britain Southington town line in Connecticut.](https://images.trvl-media.com/place/6084748/0d00cdd5-b1e8-4793-b4d1-a6eebeedd3be.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Plantsville ## Frequently asked questions ### Is Cheshire worth visiting? ### How do I spend a day in Cheshire? ### What is the top tourist attraction in Cheshire? ### Is three days enough to stay in Cheshire? ### Is Cheshire a walkable city? ### What are some activities to do in Cheshire with kids? > - [Astonishing University hunt: Yale and Beyond](https://expedia.ca/things-to-do/yale-university-scavenger-hunt-yale-and-beyond.a50667298.activity-details) ### What to do in Cheshire for adults? ### Are there free things to do in Cheshire? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app