Title: 10 TOP Things to Do in Windsor February 2026 | Expedia.ca [Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d7880.Travel-Guide-Hotels)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d7880.Travel-Guide-Flights)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d7880.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.ca/Windsor.d7880.Destination-Travel-Guides) # What to do in Windsor, CT ## Activities, attractions and tours ## Visit Windsor Types of activities [Windsor travel guide](https://expedia.ca/Windsor.dx7880) ![Old tobacco barn with oak trees](https://images.trvl-media.com/place/7880/7cec51be-160c-4c0b-93cb-c61bca24b629.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Old tobacco barn with oak trees](https://images.trvl-media.com/place/7880/7cec51be-160c-4c0b-93cb-c61bca24b629.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Windsor Attractions Let Expedia help you experience the best that Windsor 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 Windsor 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 Windsor 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. #### Windsor 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 Windsor. 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 Windsor 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. --- ## Recommended things to do in Windsor | Number of things to do | 3 | | ------------------------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Hartford Historic City centre GPS Self Guided Audio Walking Tour](/things-to-do/hartford-historic-city-centre-gps-self-guided-audio-walking-tour.a50915175.activity-details): CA $14 | | Top 5 things to do | [Connecticut Coloured Regiment Parade Route: An Audio Tour](/things-to-do/connecticut-coloured-regiment-parade-route-an-audio-tour.a51276889.activity-details)[Hartford Historic City centre GPS Self Guided Audio Walking Tour](/things-to-do/hartford-historic-city-centre-gps-self-guided-audio-walking-tour.a50915175.activity-details)[Hartford Bar Hunt: Hartford Party](/things-to-do/hartford-bar-hunt-hartford-party.a2572405.activity-details) | | Half-day tours | [Hartford Historic City centre GPS Self Guided Audio Walking Tour](/things-to-do/hartford-historic-city-centre-gps-self-guided-audio-walking-tour.a50915175.activity-details)[Hartford Bar Hunt: Hartford Party](/things-to-do/hartford-bar-hunt-hartford-party.a2572405.activity-details) | | With kids | [Hartford Historic City centre GPS Self Guided Audio Walking Tour](/things-to-do/hartford-historic-city-centre-gps-self-guided-audio-walking-tour.a50915175.activity-details) | ## What to do in Windsor --- ### Discover the most popular places to visit in Windsor #### Northwest Park Explore the great outdoors at Northwest Park, a lovely green space in Windsor. Experience the area's great live music or attend a sporting event. [](https://expedia.ca/Northwest-Park-Windsor.d553248621532666044.Vacation-Attraction) #### Windsor Arts Center Rich with history, Windsor Arts Center is a cultural attraction worth visiting in Windsor. Experience the area's acclaimed theater scene or attend a sporting event. [](https://expedia.ca/Windsor-Arts-Center-Windsor.d553248621532666046.Vacation-Attraction) #### Loomis Chaffee School Enjoy the collegiate vibe at Loomis Chaffee School as part of your travels around Windsor. While in this family-friendly area, you can savor the top-notch restaurants. [](https://expedia.ca/Loomis-Chaffee-School-Windsor.d950929953709436928.Vacation-Attraction) #### Oliver Ellsworth Homestead Find out about the history of Windsor with a stop at Oliver Ellsworth Homestead. Experience the area's great live music and acclaimed theater scene. [](https://expedia.ca/Oliver-Ellsworth-Homestead-Windsor.d553248621561886398.Vacation-Attraction) #### Vintage Radio and Communications Museum of Connecticut You can study the exhibits at Vintage Radio and Communications Museum of Connecticut, a museum with a storied past, during your travels to Windsor. Experience the area's great live music or attend a sporting event. [](https://expedia.ca/Vintage-Radio-And-Communications-Museum-Of-Connecticut-Windsor.d553248621532666048.Vacation-Attraction) #### SS&C SummerWind Performing Arts Center Enjoy a show at SS&C SummerWind Performing Arts Center, a storied theater in Windsor. Experience the area's great live music or attend a sporting event. [](https://expedia.ca/SSC-SummerWind-Performing-Arts-Center-Windsor.d553248621561886234.Vacation-Attraction) #### Windsor Meadows State Park You can take time to visit Windsor Meadows State Park during your travels to Windsor. While in this family-friendly area, you can savor the top-notch restaurants. [](https://expedia.ca/Windsor-Meadows-State-Park-Hartford.d637209843178696704.Vacation-Attraction) #### Windsor Historical Society You can spend an afternoon browsing the exhibits at Windsor Historical Society during your trip to Windsor. Experience the great live music or attend a sporting event in this family-friendly area. [](https://expedia.ca/Windsor-Historical-Society-Windsor.d553248621555471516.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 Windsor ![Panorama of Hartford highrises from the Bushnell park, Connecticut, USA](https://images.trvl-media.com/place/7057/b5d820f4-a67e-47b8-91f7-6e90064e9c0e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Hartford ![Fishing in Rainbow Reservoir](https://images.trvl-media.com/place/7883/54fda683-3ba5-44a8-ab0f-acf361ca02ab.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Windsor Locks ![Hartford which includes an administrative building, a city and heritage architecture](https://images.trvl-media.com/place/180005/6c5d697f-2fdd-4d09-949a-b7372e1465fc.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hartford ![A B-52 bomber from WWII, Zagorski as well as Doman helicopters. Also historic Wright Brothers engines, Linburgh, Earhart, Wiley Post, and Wright Brothers first flight at Kittyhawk photos.](https://images.trvl-media.com/place/6003928/c62b2f9e-634e-4ee4-a5e4-ab7acc9b0f99.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### East Granby ![Connecticut River](https://images.trvl-media.com/place/6175902/1efe864e-dc1b-40d2-9551-d5ea46829aa8.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### South Windsor ## Frequently asked questions ### Is Windsor worth visiting? ### How do I spend a day in Windsor? ### What is the top tourist attraction in Windsor? ### Is three days enough to stay in Windsor? ### What are some activities to do in Windsor with kids? > - [Hartford Historic City centre GPS Self Guided Audio Walking Tour](https://expedia.ca/things-to-do/hartford-historic-city-centre-gps-self-guided-audio-walking-tour.a50915175.activity-details) ### What to do in Windsor for adults? ### Are there free things to do in Windsor? ![](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. 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