What to do in Windsor, CT

Activities, attractions and tours

Old tobacco barn with oak trees
Fall foliage by the lake
Cornish-Windsor Covered Bridge. Built in 1866, longest two-span covered bridge. Site of General Lafayette's crossing. Crosses Connecticut River between Cornish, New Hampshire, and Windsor, Vermont.
Red barn at the entrance to Northwest Park - Windsor, Connecticut (CT)

Windsor Attractions

Let Expedia help you to experience the best that Windsor has to offer! If you’re planning a trip to Windsor, 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 to Windsor 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.

Places of interest in Windsor

Windsor is crammed with must-see places to visit and things to do. We can help you decide where to stay in Windsor, and make it a breeze to explore Windsor and 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 holiday 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 to Windsor, 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 in Windsor.

Windsor attractions

Windsor 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 in Windsor to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Windsor.

Looking for things to do in Windsor 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 of Windsor or catch up with the vibrant local culture, our guides to Windsor attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!

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What to do in Windsor

Popular places to visit

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.

Northwest Park

Windsor Arts Center

Enjoy an outing to Windsor Arts Center during your stay in Windsor. Experience the area's acclaimed theatre scene or attend a sporting event.

Windsor Arts Center

Loomis Chaffee School

Enjoy the student vibe at Loomis Chaffee School during your visit to Windsor. While in this family-friendly area, you can savour the top-notch restaurants.

Loomis Chaffee School

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 holiday in Windsor. Experience the area's great live music or attend a sporting event.

Vintage Radio and Communications Museum of Connecticut

Oliver Ellsworth Homestead

Find out about the history of Windsor when you take a trip to Oliver Ellsworth Homestead. Experience the area's acclaimed theatre scene and great live music.

Oliver Ellsworth Homestead

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 savour the top-notch restaurants.

Windsor Meadows State Park

Windsor Historical Society

You can spend an afternoon exploring the galleries in Windsor Historical Society in Windsor. Experience the great live music or attend a sporting event in this family-friendly area.

Windsor Historical Society

 

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.

 

 

Day trip destinations from Windsor

Panorama of Hartford highrises from the Bushnell park, Connecticut, USA

East Hartford

Fishing in Rainbow Reservoir

Windsor Locks

Hartford which includes heritage architecture, a city and an administrative building

Hartford

Connecticut River

South Windsor

Frequently asked questions

Is Windsor worth visiting?
Known for its history and festivals, discovering fun things to do in Windsor is a cinch. Make sure to add Xfinity Theatre to your itinerary when here.
How do I spend a day in Windsor?
Begin your day with a visit to Connecticut Science Centre and Nomads Adventure Quest. Then, explore different parts of Windsor for local restaurants and some shopping.
What is the top tourist attraction in Windsor?
The top tourist attraction in Windsor is Xfinity Theatre, so make sure to add it to your sightseeing itinerary.
Is three days enough to stay in Windsor?
Three days will be enough time to tick off the leading city highlights, such as Xfinity Theatre, Nomads Adventure Quest and Broad Brook Brewing. The average stay in Windsor is two days. If you have the time to extend your break, Windsor Locks isn't far away.
What are some activities to do in Windsor with kids?
Whether you're travelling with young explorers or adventure-seeking teens, an itinerary filled with fun activities makes a big difference. Browse our ideas for what to do in Windsor with kids.

What to do in Windsor for adults?
Broad Brook Brewing and Thomas Hooker Brewery are just a few of the things to do in Windsor. With loads of activities available, there's something here for everyone to explore.
Are there free things to do in Windsor?
One of the best ways to find free things to do in Windsor is to ask a local tour guide. You'll get insider tips on vibrant neighbourhoods, parks and other major attractions you can enjoy without opening your wallet. Hartford Downtown Farmers Market is one place that doesn't charge an entrance fee.