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18 Best & Fun Things To Do In Windsor, CT

Are you looking to uncover the hidden gems of Windsor, Connecticut? Whether you’re a long-time resident or a curious traveler, this guide showcases 18 exciting activities to help you dive into the charm of this historic town.

Nestled along the banks of the Connecticut River, Windsor boasts a rich tapestry of history and culture, earning its place as one of the oldest towns in the state. Known for its picturesque landscapes and vibrant community spirit, Windsor is a treasure trove of festivals, outdoor adventures, and cultural experiences that beckon all who enter.

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From the serene trails of the Windsor Land Trust to the engaging exhibits at the Windsor Historical Society, this quaint town invites you to explore its heritage while enjoying recreational activities. Whether you’re seeking family-friendly outings or peaceful spots to unwind, Windsor offers something for everyone to savor during your visit.


18 Best And Fun Things To Do In Windsor, CT (2024)


1. Windsor Historical Society

things to do in Windsor, CT

Visiting Windsor Historical Society, an artistic establishment devoted to holding and conveying the town’s rich history, should be your first port of call for accessing unique things to do in Windsor, CT, for visitors.

The institution has a museum with exhibits displaying local relics and documents, a study library, and two notable houses open to the general.

With a visit to the Windsor Historical Society, art lovers can delve into history, learn about the people and events that influenced the community, and value the town’s roots.

Address: 96 Palisado Avenue, Windsor, CT 06095, United States

2. Northwest Park

things to do in Windsor, CT

As a family seeking fun things to do in Windsor, CT, visit Northwest Park, an extensive recreational area and an ideal destination for families, friends, and groups this weekend.

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The park prides itself on various facilities such as hiking trails, fishing ponds, playgrounds, sports fields, and a nature center.

Take a chance to relish the beauty of nature, immerse in outdoor activities, and unwind in a tranquil background when you and your family spend time at Northwest Park.

Address: 145 Lang Road, Windsor, CT 06095, United States.

3. Windsor Arts Center

things to do in Windsor, CT

Art enthusiasts can stop by Windsor Arts Center, an energetic cultural center committed to showing and honoring the arts, to enjoy exciting activities for all ages in Windsor, CT.

The center boasts exhibitions, concerts, workshops, and events, featuring local and international artists, presenting a chance to absorb art, find new talents, and bask in the beauty and innovativeness of human expression.

Address: 40 Mechanic Street, Windsor, CT 06095, United States.

4. Oliver Ellsworth Homestead

things to do in Windsor, CT

Spending time at Oliver Ellsworth Homestead, a famed house museum otherwise called Elmwood, is one of the top things to do in Windsor, CT, today.

The museum features a beautifully kept Georgian-style home, loaded with time furnishings and personal luggage of Oliver Ellsworth, a distinguished Founding Father of the United States.

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Step back in time and soak in the rich history of the American Revolution, explore the home, learn about Ellsworth’s important contributions, and understand the nation’s founding doctrines.

Address: 778 Palisado Avenue, Windsor, CT 06095, United States.

5. Windsor Center River Trail

things to do in Windsor, CT

This week, an evening walk down the Windsor Center River Trail, a picturesque and convenient trail meandering through the Farmington River, is one of the free things to do in Windsor, CT.

The trail has a paved path, and wooden bridges with enchanting sights of the river and enveloping natural beauty.

The Windsor Center River Trail lets you appreciate a calm walk or bike ride, watch wildlife, and renew a bond with nature.

Address: 41 Palisado Avenue, Windsor, CT 06095, United States

6. Windsor Meadows State Park

things to do in Windsor, CT

Windsor Meadows State Park is a scenic park providing outdoor recreational activities and numerous family-friendly things to do in Windsor, CT, with kids

In the park lies hiking trails, fishing ponds, picnic areas, and a playground, making it a grand terminus for families and nature buffs.

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Take delight in the beauty of the Connecticut countryside, partake in outdoor activities, and calmly rest in a very peaceful environment.

Address: E Barber Street, Windsor, CT 06095, United States.

7. Keney Park Golf Course

things to do in Windsor, CT

Reserving a tee time at Keney Park Golf Course, a public golf course ensuring a formidable and delightful adventure for golfers of all skill levels is one of the most exciting things to do in Windsor, CT, this weekend.

Boasting 18 holes, 6,449 yards, 127 slopes, and par 70, the public course is well-kept with panoramic vistas, a putting green, a pro shop, and a driving range.

Delight in a weekend of open-air fun, enhance and hone your golf game, and be sure to unwind in a serene neighborhood.

Address: 171 Windsor Avenue, Windsor, CT 06095, United States.


Exploring other attractions near Windsor, Connecticut? Why not check out some fun things to do in Simsbury, CT, and fun things to do in Kent, CT?


8. Christ Proclamation Church

things to do in Windsor, CT

Christians in Windsor can explore interesting activities in Windsor, CT, this Sunday when they worship at Christ Proclamation Church, a lively Baptist church.

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The church offers worship services, Bible studies, and community events and is dedicated to extending the Gospel and promoting an inviting atmosphere for all.

A trip to Christ Proclamation Church promises a chance to unite with a community of believers, deepen your faith, and share in the love and grace of God.

Address: 100 Pigeon Hill Road, Windsor, CT 06095, United States

9. Fastpitch Nation Park

things to do in Windsor, CT

One of the most entertaining things to do in Windsor, CT, this weekend lies at Fastpitch Nation Park, an exclusive arena and stadium for Fastpitch softball lovers.

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The arena has 11 regulation fastpitch fields, including 9 with 200′ fences and 2 with NCAA specifications, and facilities such as bleachers, a shielded building, retail space, a food court, unlimited Wi-Fi, and live streaming of games.

See high-level fastpitch softball contests, cheer on a team of your choice, soak up the excitement of the game, and absorb the energetic aura of the park.

Address: 1001 Day Hill Road, Windsor, CT 06095, United States.

10. Congregation Shuvah Yisrael

things to do in Windsor, CT

Congregation Shuvah Yisrael is a synagogue known for its friendly, inviting ambiance and different religiously unique things to do near Windsor, CT, for all ages.

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With a 32-minute drive by car to Avon, CT, the synagogue features different schedules and services, like Torah reflection, prayer services, community events, and educational lessons.

Going to Congregation Shuvah Yisrael permits you to link up with a spirited Jewish community, heighten your knowledge of Jewish practices, and experience significant spiritual adventures.

Address: 590 W Avon Road, Avon, CT 06001, United States

11. Windsor Town Hall

things to do in Windsor, CT

Assembling at the Windsor Town Hall, an epoch-making building and the town’s executive headquarters is one of the unique things to do in Windsor, Connecticut.

The hall houses architectural pieces from the 1960s, like a modern design and a brick facade, town departments, and offices, giving critical services to residents and visitors.

Experience the town’s past and government, learn about local benefits and aids, and admire the building’s architectural beauty.

Address: 275 Broad Street, Windsor, CT 06095, United States.

12. Target Store Windsor

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Checking out Target Store, an all-around merchandise retail store is one of the best things to do in Windsor, CT, for visitors and residents alike.

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The store boasts numerous products for daily use, including groceries, clothing, home goods, electronics, and toys. Provisions are also made for CVS Pharmacy, Target Optical, and Kendra Scott.

Stopping by Target Store offers a room to browse and buy items with the comfort of in-store pickup for online orders and same-day delivery preferences.

Address: 1075 Kennedy Road, Windsor, CT 06095, United States.

13. Mondazzi Books

things to do in Windsor, CT

Mondazzi Books is a special bookstore and bead warehouse with extensive books on various topics, including spirituality, self-help, and esoteric subjects and educational activities in Windsor, CT, today.

With a wide range of beads, crystals, and other metaphysical items, you can explore a treasure trove of knowledge, discover special gifts, browse broad book arrays, and find uncommon crystals.

Address: 570 Hayden Station Road Suite E&F, Windsor, CT 06095, United States

14. Dudleytown Brewing Company

things to do in Windsor, CT

Adults searching for fun things to do in Windsor, CT, with friends can drop by Dudleytown Brewing Company, a famous craft brewery with first-grade, handmade beers.

The brewery prides itself on a comfortable taproom with seating alternatives, an extensive outdoor balcony, and delectable food preferences.

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Grab an opportunity to test their distinctive beers, appreciate live music or events, and partake in the dynamic local craft beer background.

Address: 1001 Day Hill Road, Windsor, CT 06095, United States.


Exploring other attractions near Windsor, Connecticut? Why not check out some fun things to do in Stamford, CT, and fun things to do in Bloomfield, CT?


15. Lindsley Limousine

things to do in Windsor, CT

Touring with Lindsley Limousine, a premier luxury transportation service, should make your bucket list of adventurous things to do in Windsor, CT, for visitors and residents.

The touring company provides a diverse fleet of vehicles, including sedans, SUVs, stretch limos, and buses, catering to different group sizes and events.

Selecting Lindsley Limousine allows visitors and residents to voyage in style and convenience, with experienced chauffeurs and state-of-the-art vehicles.

Address: 200 Addison Road, Windsor, CT 06095, United States.

16. Washington Park

things to do in Windsor, CT

Washington Park is a beautiful general park featuring walking trails, playgrounds, sports fields, a pond, and a plethora of fun things to do in Windsor, CT, for families.

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Visiting Washington Park entitles you to bask in the outdoors, rest in nature, and share in different recreational activities.

Address: 30 Lennox Avenue, Windsor, CT 06095, United States.

17. Windsor Farmers Market

things to do in Windsor, CT

Browsing the Windsor Farmers Market, an outdoor market housing diverse vendors, fresh produce, artistic commodities, and cooked foods, is one of the best things to do in Windsor, CT, this weekend.

Exploring Windsor Farmers Market presents an option to support local businesses, savor tasty food, and encounter the high-spirited ambiance of a community destination.

Address: 240 Broad Street, Windsor, CT 06095, United States.

18. Windsor Land Trust

things to do in Windsor, CT

Unearth free things to do in Windsor, CT, at Windsor Land Trust, a non-profit association reserved for keeping the raw beauty and ecological virtue of the area.

It features a web of trails, nature preserves, and historic sites that offer chances for hiking, birdwatching, and examining the local flora and fauna.

Windsor Land Trust lets you unite with nature, learn about the local past, and admire the magnificence of the Connecticut countryside.

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Address: Windsor, CT 06095, United States.

Plan Your Trip To Windsor, CT

Windsor, CT, beckons as a captivating destination brimming with adventure and natural wonders. With the perfect blend of culture and nature, a visit will leave a lasting impression.

Let this guide be your comprehensive starting point as you embark on your journey to discover and experience the wonders of this remarkable town. Wishing you safe travels and unforgettable memories!

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