25 Best & Fun Things to Do in Windsor VT

Windsor, Vermont, is a charming small town with a lot to offer. Nestled in the beautiful Green Mountains, this friendly place has something for everyone. Whether you enjoy outdoor adventures, history, or tasty food, Windsor has it all. From scenic parks to unique shops, you’ll find plenty of fun activities to enjoy.

Today, we will highlight some exciting things to do in Windsor. Whether you want to learn about local history, take a stroll by the river, or sample delicious treats, there’s an activity for everyone. Get ready to make the most of your time in this lovely Vermont town!

Things to Do in Windsor VT

1. Explore the Windsor Historical Society Museum

The Windsor Historical Society Museum is a treasure trove of local history. It showcases the rich past of Windsor through interesting exhibits. Visitors can find artifacts that tell the story of the town and its people.

Interactive displays make history fun and engaging. You can learn about the early settlers who shaped the community. The museum also showcases photographs, documents, and tools from the area’s history.

The knowledgeable staff often leads guided tours. They share fascinating stories and facts that bring the exhibits to life. Special events and educational programs enhance the museum experience.

Make sure to check out their seasonal exhibits. These showcases highlight different aspects of Windsor’s history throughout the year. It’s a great way to revisit or discover something new every time.

Whether you are a local or a visitor, this museum is a must-see. It provides a deeper understanding of Windsor’s heritage.

Address: 96 Main St, Windsor, VT 05089.

2. Visit the Simon Pierce Glassblowing Workshop and Restaurant

The Simon Pierce Glassblowing Workshop is a unique experience. Visitors can watch skilled artisans create beautiful glass pieces. It’s fascinating to see the transformation of molten glass into exquisite art.

After watching the glassblowing, enjoy delicious meals at the restaurant. The menu features locally sourced ingredients. Each dish is crafted with care, making it a delightful dining experience.

Don’t miss the stunning views of the Ottauquechee River from the restaurant. The picturesque setting enhances the overall experience. It’s perfect for a family outing or a romantic dinner.

Visitors can browse the shop after their meal. Here, you can purchase unique glass art pieces as souvenirs. Supporting local artisans is a great way to remember your visit.

This visit perfectly combines art, craftsmanship, and fine dining. It’s an experience that appeals to all the senses.

Address: 1760 Quechee Main St, Quechee, VT 05059.

3. Enjoy a Picnic at Riverside Park

Riverside Park is a fantastic spot for a picnic. This beautiful park features spacious lawns surrounded by trees. Families can enjoy a relaxed day outdoors among nature.

There are picnic tables and benches available for comfort. The serene setting makes it perfect for enjoying homemade meals. Bring your favorite snacks and enjoy the fresh air.

Children can have fun at the playground. The facilities provide plenty of space to run around and play games. It’s a perfect spot for families to bond.

In the summer, you might catch live music events in the park. The vibrant atmosphere brings the community together. It’s a wonderful way to enjoy local culture.

Whether you’re with friends or family, Riverside Park makes for a memorable outing. The peaceful surroundings enhance your picnic experience.

Address: 140 Park Ave, Windsor, VT 05089.

4. Take a Stroll Along the Scenic Connecticut River Walk

The Connecticut River Walk offers stunning views of the river. This picturesque path winds along the water, making it ideal for leisurely strolls. Fresh air and tranquil surroundings make for a refreshing escape.

As you walk, observe the beautiful landscape around you. There are plenty of benches to sit and take it all in. This walk is perfect for contemplation or enjoying nature with loved ones.

Photographers will find excellent spots to capture the scenery. The changing seasons provide different breathtaking backdrops. From vibrant autumn leaves to serene winter scenes, there is beauty all year round.

The paved path is great for pedestrians and cyclists. It encourages active living and exploration. Bring your bike for a fun ride along the river.

Walking the Connecticut River Walk is a delightful experience that highlights Windsor’s natural beauty. It’s a perfect way to spend a sunny afternoon.

Address: River St, Windsor, VT 05089.

5. Discover the Artisans Park

Artisans Park is a unique destination showcasing local crafts. Here, visitors can explore various artisan shops. Each shop offers handmade goods that reflect Vermont’s culture and creativity.

Take your time browsing through art, pottery, and textiles. You might find the perfect souvenir or gift that supports local artisans. Engaging with the artists can enhance your appreciation for their work.

The park often hosts special events and workshops. These activities allow visitors to create their own crafts. It’s an opportunity to learn a new skill while having fun.

Stroll through the beautiful park grounds as you visit the shops. The lush landscaping creates a pleasant shopping environment. Relax under the trees and enjoy your surroundings.

Artisans Park celebrates local talent and community spirit. It’s a wonderful place to connect with Vermont’s vibrant arts scene.

Address: 30 Artisans Park Rd, Windsor, VT 05089.

6. Tour the Historic Old South Church

The Old South Church is a beautiful example of classic architecture. Built in the 19th century, it stands as a testament to Windsor’s history. The striking design captures the attention of all who visit.

Inside, the church features stunning stained glass windows. These artistic elements tell stories of faith and community. Exploring the interior is like stepping back in time.

Historical tours are available for those curious about the church’s past. Knowledgeable guides share fascinating stories and details. This adds depth to your visit and enhances appreciation for the building.

Community events often take place at the church, fostering connections among residents. Participating in these events offers insight into local culture and traditions.

Visiting the Old South Church combines history, architecture, and community. It’s an enriching experience that showcases Windsor’s heritage.

Address: 113 Main St, Windsor, VT 05089.

7. Check Out the Windsor Covered Bridge

The Windsor Covered Bridge is a charming landmark. This picturesque bridge offers great photo opportunities. It’s one of the oldest covered bridges in the area, dating back to the 19th century.

Walking through the bridge, you can admire the intricate wooden construction. It provides a glimpse into the engineering of the past. Many visitors enjoy strolling across to appreciate its beauty.

The surrounding scenery is equally captivating. The views of the river and landscape make for a scenic backdrop. It’s a perfect spot for a peaceful picnic or simply enjoying nature.

The bridge also has an interesting historical significance. Learning about its place in Windsor’s history adds to the visit. Local plaques share information about its construction and use.

Checking out the Windsor Covered Bridge is a lovely way to connect with the past. Its beauty and history are sure to leave a lasting impression.

Address: Main St, Windsor, VT 05089.

8. Attend Events at the Windsor Town Hall Theatre

The Windsor Town Hall Theatre is a hub for local performances. This historical venue hosts a variety of events throughout the year. From theatrical productions to concerts, there’s always something happening.

Attending a show here is an enjoyable experience for the entire family. The intimate atmosphere allows for a close connection with the performers. It’s often where local talent shines and entertaining stories are shared.

Check the schedule for upcoming events. The theatre frequently features community-based performances. Supporting local artists helps strengthen the community’s cultural scene.

For movie lovers, special film screenings are also hosted here. Enjoy classic films on the big screen while sharing popcorn with friends.

Visiting the Windsor Town Hall Theatre creates lasting memories. It’s a great place to immerse yourself in arts and culture.

Address: 199 Main St, Windsor, VT 05089.

9. Explore Nearby Mt. Ascutney State Park

Mt. Ascutney State Park is a haven for outdoor lovers. This beautiful park offers a range of activities. Hiking, climbing, and picnicking are just a few ways to enjoy this natural paradise.

The park features various trails suitable for all skill levels. Beginners can find easier paths, while experienced hikers can tackle more challenging routes. The views from the summit are breathtaking and well worth the trek.

Wildlife enthusiasts will appreciate the diverse flora and fauna. It’s common to spot a variety of birds and other wildlife while exploring. The park is a great place for photography and nature appreciation.

Pack a picnic to enjoy in one of the scenic areas. There are plenty of spots to relax and take in the views. The serene environment provides a perfect escape from daily hustle.

Visiting Mt. Ascutney State Park is an adventure for all. It allows visitors to connect with nature and enjoy outdoor activities.

Address: 2 Ascutney Park Rd, Ascutney, VT 05030.

10. Visit the Harpoon Brewery

Harpoon Brewery is a popular destination for craft beer lovers. The brewery offers tours where visitors can see the brewing process firsthand. You’ll learn about the ingredients and techniques used to create their unique beers.

After the tour, enjoy a tasting session. Sample a variety of beers and discover your favorite. The friendly staff is knowledgeable and happy to answer questions.

The brewery often hosts events like food pairings and festivals. These occasions attract locals and visitors alike for a fun social atmosphere. Check their calendar for upcoming activities.

Relax in the inviting taproom where you can enjoy your drinks. The spacious setting makes it a perfect place to hang out with friends. Families are also welcome to join in the fun.

Visiting Harpoon Brewery introduces you to the local craft beer scene. It’s a delightful experience for those wanting to learn and taste something new.

Address: 356 Parkhill Rd, Windsor, VT 05089.

11. Explore the Nearby Quechee Gorge

Quechee Gorge is a stunning natural wonder. The deep gorge, carved by the Ottauquechee River, offers breathtaking views. Hikers can explore various trails with amazing vantage points overlooking the gorge.

The scenic beauty of the area is unmatched, especially during the fall. The vibrant foliage creates a picturesque landscape. Photographers will find ample opportunities to capture the beauty of nature.

There are picnic areas nearby for a relaxing meal surrounded by nature. Enjoy the sound of the rushing river and the tranquility it brings. It’s a perfect spot to unwind and recharge.

Visitors can also engage in outdoor activities like biking and fishing. The surrounding area provides various opportunities for adventure and exploration.

Exploring Quechee Gorge is an unforgettable experience. It showcases the beauty of Vermont’s natural landscape.

Address: Quechee State Park, Quechee, VT 05059.

12. Enjoy Fishing and Boating at Lake Celia

Lake Celia is a hidden gem for fishing and boating enthusiasts. The tranquil waters provide an ideal setting for a day on the lake. Cast your line and try to catch various fish species, including trout and bass.

Boating is another popular activity at Lake Celia. Kayaks and canoes can be rented for a leisurely paddle. Exploring the lake’s serene surroundings will surely enhance your experience.

The picturesque views from the shore are perfect for relaxation. Pack a picnic to enjoy while soaking up the sun. It’s a great way to spend quality time with family and friends.

Safety is essential, so ensure to follow boating regulations when on the water. This ensures a safe experience for everyone enjoying the lake.

A visit to Lake Celia offers fun and relaxation for outdoor lovers. The beauty of the lake creates a peaceful escape.

Address: 460 Lake Celia Rd, Windsor, VT 05089.

13. Discover the Local Farmers Market

The local farmers market is a vibrant gathering place. It offers fresh produce, homemade goods, and artisan crafts. Attending the market supports local farmers and businesses in the community.

Browse through a variety of stalls filled with colorful fruits and vegetables. Seasonal offerings change, providing fresh selections throughout the year. You can find everything from honey to baked goods.

Many vendors are happy to share their knowledge about their products. Engage in conversations about sustainable farming and local practices. It’s a great way to learn more about where your food comes from.

Live music often adds to the market’s lively atmosphere. Enjoy the ambiance as you shop for fresh items or relax with a snack. It enhances the overall community experience.

Visiting the farmers market is a delightful way to connect with Windsor’s local culture. It’s an experience filled with fresh flavors and friendly faces.

Address: 100 Main St, Windsor, VT 05089.

14. Go for a Bike Ride on the Scenic Trails

Biking around Windsor offers stunning views and fresh air. There are numerous scenic trails to explore. Choose from easy paths or more challenging routes based on your skill level.

With your bike, you can take in the beauty of the surrounding landscapes. The trails wind through picturesque forests and along rivers. It’s a fantastic way to enjoy the outdoors and get some exercise.

Bring your family or friends for a fun day out. Biking together creates great bonding opportunities and shared memories. Pack snacks to enjoy during your ride.

Many trails connect to parks and other attractions. You might discover hidden gems along the way. The scenery changes with the seasons, making each ride unique.

Exploring Windsor by bike is an enjoyable adventure. It allows you to connect with nature and stay active.

Address: Various trailheads around Windsor, VT.

15. Visit the Nearby Billings Farm & Museum

Billings Farm & Museum offers a glimpse into rural life in Vermont. The working dairy farm showcases traditional farming practices. Families can explore the farm and learn about agriculture and sustainability.

Visitors can interact with the farm animals, including cows, sheep, and chickens. It’s a fun and educational experience for children. There are often demonstrations of milking and hay-making.

The museum features exhibits detailing Vermont’s agricultural history. Engaging displays highlight the importance of farming in the community. Learn how local farming practices have evolved over time.

Billings Farm hosts special events throughout the year. Seasonal festivals, workshops, and tours are available for all ages. Participating in these events is a great way to engage with the community.

A visit to Billings Farm & Museum connects you with Vermont’s rich agricultural heritage. It’s an informative and entertaining experience for all ages.

Address: 69 Old River Rd, Woodstock, VT 05091.

16. Attend the Annual Windsor Fireworks Celebration

The annual Windsor Fireworks Celebration is an exciting event. It takes place each summer and attracts many local residents. The colorful fireworks light up the night sky, creating a festive atmosphere for all.

Before the fireworks, there are often fun activities and entertainment. Families can enjoy games, food stalls, and live music. This makes for a lively and enjoyable evening.

Gather with friends and family on the lawn for an unforgettable night. Finding a perfect spot to view the fireworks adds to the excitement. Bring blankets and snacks to enhance your experience.

The celebration fosters community spirit and togetherness. It’s an opportunity to connect with neighbors and meet new friends. Everyone can share in the joy of the fireworks display.

Attending the Windsor Fireworks Celebration is a highlight for many. It’s a delightful way to celebrate summer in Windsor.

Address: 199 Main St, Windsor, VT 05089.

17. Explore the Historic Buildings in the Downtown Area

Windsor’s downtown area is rich in history. A stroll through the streets reveals beautiful historic buildings. Each structure has its own story to tell, showcasing the town’s heritage.

Many buildings are well-preserved and reflect architectural styles from different eras. Snap pictures to capture the charm of these historic sites. Exploring the area provides a wonderful sense of connection to the past.

Consider taking a guided walking tour. Knowledgeable guides share fascinating insights into the history and significance of each site. It’s an engaging way to learn more about Windsor.

Shopping in the downtown area is also a treat. Unique boutiques, art galleries, and cafes offer opportunities to support local businesses. Enjoy a coffee while soaking in the historical atmosphere.

Downtown Windsor is a vibrant blend of history and modern life. It’s an inviting area that highlights the town’s unique character.

Address: Main St, Windsor, VT 05089.

18. Take a Brewery Tour at the Long Trail Brewing Company

Long Trail Brewing Company offers an engaging brewery tour. Visitors can learn about the brewing process and the company’s history. The knowledgeable guides make the experience enjoyable and informative.

During the tour, you’ll see how the beer is made from start to finish. Discover the unique ingredients that create their popular brews. It’s a great opportunity for beer lovers to expand their knowledge.

After the tour, guests can enjoy a tasting session. Sample a variety of beers in the taproom, each with its distinctive flavor. The friendly atmosphere makes it a wonderful social setting.

Long Trail Brewing often hosts events and community gatherings. Check their calendar for food trucks, live music, and festivals. Participating in these activities creates a fun and lively experience.

Visiting Long Trail Brewing Company is an adventure for your taste buds. It’s a perfect spot to unwind and enjoy quality craft beer.

Address: 5520 U.S. Route 4, Bridgewater Corners, VT 05035.

19. Enjoy Seasonal Festivals Held in Windsor Throughout the Year

Windsor hosts a variety of seasonal festivals. These events celebrate local culture and community togetherness. Each festival features activities, entertainment, and delicious food.

Spring festivals often showcase local farms and gardens. Visitors can enjoy fresh produce, crafts, and family-friendly games. It’s a great way to kick off the warm season.

Summer brings lively events like the Windsor Fireworks Celebration. This festive gathering includes food vendors, games, and, of course, the spectacular fireworks display.

Fall festivals highlight the beauty of autumn. Pumpkin patches, hayrides, and craft fairs attract many families. It’s a wonderful opportunity to enjoy the crisp fall air.

Winter festivals often feature holiday markets and ice skating. The festive spirit fills the town, providing joy during the colder months. Each season offers a chance to celebrate with friends and neighbors.

Attending Windsor’s seasonal festivals creates cherished memories. They highlight the community’s vibrant spirit and traditions.

Address: Various locations around Windsor, VT.

20. Go Sledding or Skiing at Local Winter Sports Areas

Winter is a magical time in Windsor, with plenty of snow for outdoor activities. Local winter sports areas offer opportunities for sledding, skiing, and snowboarding. These activities are perfect for families and friends seeking winter fun.

Find hills suitable for sledding, providing thrills and laughter. Pack some hot cocoa for a cozy treat after a day of playing in the snow. Lakes and parks provide excellent locations for sledding adventures.

Cross-country skiing and snowshoeing trails are also available. The peaceful winter landscapes create beautiful scenery while exercising. Trails cater to different skill levels, so everyone can enjoy themselves.

Consider visiting nearby ski resorts for more extreme winter sports. They usually offer downhill skiing, snowboarding lessons, and rental equipment. It’s an adventure waiting to be explored.

Engaging in winter sports allows you to fully enjoy the season. It’s a perfect way to bond with friends and family while embracing the snowy weather.

Address: Various winter sports areas around Windsor, VT.

21. Tour the Nearby Mount Tom for Panoramic Views

Mount Tom offers spectacular panoramic views of the surrounding landscapes. A hike up the mountain rewards you with breathtaking scenery. It’s a popular destination for both locals and visitors alike.

The hiking trails vary in difficulty, catering to all adventurers. Beginners can enjoy easier paths, while experienced hikers might choose a more challenging route. The sense of accomplishment upon reaching the summit is exhilarating.

Pack a picnic to enjoy at the top. There are resting spots with stunning views for a rewarding break. Capture some memorable photos to share with friends.

The changing seasons provide a different experience throughout the year. Witness lush greenery in spring, vibrant colors in autumn, and snow-covered beauty in winter.

Visiting Mount Tom is a fantastic way to explore nature and enjoy outdoor activities. It truly showcases the beauty of Vermont.

Address: Mount Tom Trail, Woodstock, VT 05091.

22. Visit the Windsor Country Club for Golfing Opportunities

The Windsor Country Club is ideal for golf enthusiasts. This beautiful course offers a challenging and enjoyable experience for all skill levels. Surrounded by picturesque landscapes, it’s a relaxing escape.

Golfers can enjoy well-maintained greens and fairways. The friendly and welcoming atmosphere makes it a perfect spot for a round of golf with friends.

Take advantage of the clubhouse amenities as well. Enjoy a meal or a refreshing drink after your game in a comfortable setting. It’s a great way to unwind and socialize.

The country club often hosts events and tournaments. Participating in these activities fosters community ties and camaraderie among golfers.

Whether you are an experienced golfer or a novice, visiting the Windsor Country Club enhances your golfing journey. Enjoy the beautiful views while perfecting your swing.

Address: 30 Country Club Rd, Windsor, VT 05089.

23. Attend Art Classes and Workshops at Local Studios

Windsor offers various art classes and workshops for all ages. Local studios provide opportunities to explore creativity. From painting to pottery, there’s something for everyone.

Engage your artistic side and learn new techniques. Classes are often led by experienced artists who share their knowledge and passion. It’s a fun way to improve your skills and create personal artwork.

You can also meet fellow art enthusiasts and make new friends. Collaborating on projects fosters a sense of community and shared experiences. Many classes are designed to be enjoyable and relaxing.

Workshops might even incorporate local materials, enhancing the connection to Windsor. This adds a unique flair to your artwork and experience.

Attending art classes in Windsor allows you to express yourself creatively. It’s a wonderful way to spend time, learn, and create lasting memories.

Address: Various studios around Windsor, VT.

24. Relax at Local Spa and Wellness Centers

Wellness is essential, and local spa centers in Windsor provide a serene escape. Enjoy various treatments designed to rejuvenate the mind and body. Choose from massages, facials, and body therapies to enhance relaxation.

The tranquil atmosphere of spas creates a peaceful environment. Take time to unwind and de-stress from daily life. Listening to soothing music enhances the overall experience.

Many spas offer seasonal packages and special promotions. Indulge in new treatments while pampering yourself. Wellness products available for purchase can enhance relaxation at home.

Consider scheduling a spa day with friends. It’s a great way to bond while enjoying relaxation and self-care together. Special occasions, like birthdays or anniversaries, can be made even more memorable with a spa day.

Relaxing at local spas and wellness centers promotes self-care. Experience the power of treatment that rejuvenates and refreshes.

Address: Various wellness centers around Windsor, VT.

25. Explore Nearby Towns Such as Woodstock

Exploring nearby towns like Woodstock offers further adventures. Known for its charming shops and attractions, Woodstock delights visitors. The picturesque village features beautiful architecture and stunning landscapes.

Stroll through the quaint streets to discover unique boutiques and local artisans. Support small businesses while finding one-of-a-kind items to take home. It’s a delightful way to spend a leisurely day.

Dining in Woodstock is also a treat, with a variety of eateries and cafes available. Enjoy delicious meals made from locally sourced ingredients. Consider trying out the seasonal menus offered by many restaurants.

The surrounding countryside offers beautiful hiking trails. Visiting nearby attractions, like the Marsh-Billings-Rockefeller National Historical Park, showcases nature’s beauty. It’s an opportunity to connect with Vermont’s rich history and stunning landscapes.

Exploring Woodstock and surrounding towns extends your Windsor experience. Each destination adds to the charm of Vermont.

Address: Woodstock, VT 05091.

Final Thoughts

Windsor, Vermont, offers an array of activities and attractions for every type of visitor. From outdoor adventures to cultural experiences, there is something for everyone to enjoy. Exploring the local history and vibrant community enhances your understanding of this charming town.

As you immerse yourself in the natural beauty and local culture, you’ll create lasting memories. Whether hiking, tasting craft beer, or enjoying a day at the spa, Windsor provides a perfect getaway. The warm community spirit and scenic landscapes make it a destination worth returning to again and again.

For those interested in broader travel options, don’t miss the chance to explore more incredible places to visit in Vermont or consider one of the best weekend getaways in New England for your next adventure.