Top 20 Best Things To Do In Windsor Vt

Windsor, Vermont, is a charming town full of history and fun activities. Nestled near the Connecticut River, it has beautiful scenery, friendly people, and plenty to see. From outdoor adventures to local dining, there is something for everyone to enjoy. Whether you love nature, history, or just want to relax, Windsor has you covered.

Today, we will look at some exciting things to do in Windsor. You can walk through the lovely parks, visit interesting museums, and even try some delicious local food. Get ready to learn about all the great options this delightful town offers for your next visit!

Things To Do In Windsor Vt

1. Visit the American Precision Museum to Learn About the History of American Manufacturing

The American Precision Museum is a unique gem located in Windsor. This museum showcases the fascinating history of American manufacturing. Here, you can explore the evolution of machine tools and their impact on the industry.

Take a self-guided tour around the exhibits, which include a variety of historic machines. You will find interactive displays and informative panels that explain each artifact’s significance. The museum is housed in a charming 1846 factory building by the Connecticut River.

Be sure to check out the impressive collection of CNC machines, lathes, and milling machines. Enthusiasts of engineering and history will find this museum incredibly engaging. The knowledgeable staff is always ready to share exciting stories about the exhibits.

With special events and workshops hosted throughout the year, visiting the museum offers both education and entertainment. Whether you’re alone or with family, there’s something for everyone to enjoy here.

Don’t miss this chance to dive into the rich manufacturing history of America. It’s a perfect stop for those intrigued by innovation.

Address: 196 Main Street, Windsor, VT 05089.

2. Explore the Scenic Trails at Mount Ascutney State Park for Hiking and Stunning Views

Mount Ascutney State Park is a fantastic location for outdoor enthusiasts. This park features scenic hiking trails with a variety of difficulty levels. As you trek up the mountainous terrain, prepare to experience breathtaking panoramic views.

The trails wind through lush forests and rocky landscapes. There’s something special about reaching the summit and gazing out at the stunning New England landscape. Don’t forget your camera, as photographic opportunities abound!

During the summer, you can enjoy a day of hiking while breathing in the fresh mountain air. In the fall, the foliage becomes a vibrant tapestry of colors, making your hike even more magical.

Families and groups can have picnics at designated areas. There are facilities available for visitors, including restrooms and parking. Pack your snacks and enjoy a lovely meal surrounded by nature!

Each visit to Mount Ascutney State Park brings memorable moments, whether you’re hiking solo or with loved ones.

Address: 1 Ascutney State Park Rd, Windsor, VT 05089.

3. Stroll Through Windsor’s Charming Downtown Area for Unique Shops and Local Restaurants

Take a leisurely stroll through Windsor’s charming downtown area. This picturesque setting is filled with unique shops and delightful local restaurants. Each storefront is different, showcasing arts, crafts, and handmade products.

As you walk, stop by quaint boutiques and artisan galleries. Here, you’ll find lovely souvenirs and gifts that reflect the local culture. Many shops feature the work of Vermont artists, which adds to the charm.

Feeling hungry? Several local eateries offer a fantastic range of options. Choose from cozy diners and casual cafes to more upscale dining experiences. Enjoy a delicious meal while supporting local businesses.

The warm and friendly atmosphere makes walking through downtown Windsor a pleasure. Friendly locals are often eager to share tips on the best things to see and do.

A visit to Windsor’s downtown offers an enjoyable blend of shopping, food, and community spirit. It’s perfect for individuals, couples, or families looking for a memorable day out!

Address: Main Street, Windsor, VT 05089.

4. Take a Tour of the Historic Windsor Cornish-Windsor Covered Bridge, the Longest in the U.S.

The Cornish-Windsor Covered Bridge is a must-see landmark. This beautiful bridge connects Windsor, Vermont, and Cornish, New Hampshire. At 462 feet, it is the longest covered bridge in the United States.

As you approach the bridge, appreciate its historic architecture and scenic surroundings. The vivid colors of the bridge against the backdrop of the Connecticut River create stunning photo opportunities.

Walk across the bridge to feel its rich history. As you stroll, take in the serene river views and spot wildlife along the banks. The bridge is not only a practical structure but also a symbol of the area’s heritage.

Learn about the bridge’s construction and significance through informative plaques located nearby. It’s fascinating to discover how covered bridges were essential to early transportation in the region.

This iconic structure is beautiful in any season, making it perfect for a relaxing visit throughout the year.

Address: Access from Route 5, Windsor, VT 05089.

5. Relax at the Beautiful Lake Ascutney Park for Picnicking and Fishing

Lake Ascutney Park is a fantastic getaway for relaxation and outdoor fun. The lush green spaces invite you to enjoy a peaceful day of picnicking and fishing. Scenic picnic areas are perfect for enjoying delicious meals in the fresh air.

The lake itself is a serene setting for those wanting to fish. Grab your rod and reel to cast a line and try to catch some local fish. The tranquil waters create a perfect backdrop for a relaxing afternoon.

Walking trails around the lake allow for leisurely strolls or invigorating hikes. As you explore, you may spot local wildlife or enjoy the beauty of the vibrant natural surroundings.

Breathe in the fresh air and enjoy the peaceful ambiance of Lake Ascutney Park. Families and friends can gather for games or simply unwind in the great outdoors.

Each visit here offers a chance to connect with nature and create cherished memories.

Address: Lake Ascutney Park, Windsor, VT 05089.

6. Attend a Performance at the Good Company Theatre for Local Arts and Culture

The Good Company Theatre is a vibrant part of Windsor’s artistic community. This local theater features a variety of performances throughout the year. Attending a show here is a great way to support local artists and enjoy high-quality entertainment.

From drama and comedy to musical performances, there’s always something happening at Good Company Theatre. The intimate setting makes every show feel special, enhancing your overall experience.

Check their schedule in advance, as they often host seasonal events and special performances. This allows you to plan your visit around your favorite types of shows.

The friendly staff and welcoming atmosphere contribute to an enjoyable night out. Whether you’re attending a comedy night or a serious play, you’ll appreciate the local talent on display.

Don’t miss the chance to immerse yourself in the local arts scene. A night at the Good Company Theatre is sure to leave you entertained and inspired.

Address: 60 Main St, Windsor, VT 05089.

7. Discover Local History at the Old Constitution House, a Museum Showcasing Revolutionary History

Step back in time at the Old Constitution House, an engaging museum in Windsor. This historic site is where the Constitution of Vermont was adopted in 1777. Visitors can learn about the important role this location played during the Revolutionary War.

Explore various exhibits highlighting the life and times of early Vermonters. The knowledgeable staff is ready to share stories about the conflicts and events that shaped the region. Special events and guided tours offer additional insights into Vermont’s past.

The charming architecture of the house itself is worth a visit. As you walk through the rooms, you can imagine the debates and conversations that once took place there.

Outside, the beautifully maintained grounds provide a lovely spot to relax. Take a stroll around the property while immersing yourself in local history.

The Old Constitution House is a delightful blend of education and enjoyment, making it a perfect destination for history buffs.

Address: 1 Keyes Memorial Rd, Windsor, VT 05089.

8. Enjoy Seasonal Festivities at the Annual Windsor Summer Farmers Market

The Windsor Summer Farmers Market is a lively local event not to be missed. Held weekly during the summer months, it brings together local farmers and artisans. Here, you can find fresh produce, handmade goods, and unique crafts.

As you stroll through the market, enjoy the vibrant atmosphere. The variety of vendors offers something for everyone. Sample delicious local foods, from fruits and vegetables to baked goods and jams.

Live music often fills the air, adding to the festive vibe. Bring your friends and family to enjoy a pleasant day filled with shopping and good company. It’s a fantastic way to support the local economy.

The Farmers Market also hosts community events, including cooking demonstrations and craft workshops. These activities make the market more than just a shopping experience.

Every visit to the Windsor Farmers Market is a delightful adventure, allowing you to connect with local flavors and community spirit.

Address: 50 Main Street, Windsor, VT 05089.

9. Visit Harpoon Brewery for a Tour and Beer Tasting Experience

Harpoon Brewery is a must-visit destination for beer enthusiasts. Located on the banks of the Connecticut River, this brewery offers fun tours and tastings. Discover how they craft their famous beers using local ingredients and traditional methods.

The guided brewery tour is informative and enjoyable. You’ll learn about the brewing process and explore the different types of beer they produce. Each tour concludes with a tasting session, allowing you to sample various brews.

Relish the various flavors and styles, from IPAs to seasonal specialties. The knowledgeable staff is happy to share tasting notes and pairings to enhance your experience.

The brewery’s taproom features a cozy atmosphere, perfect for sipping and relaxing. You may want to grab a bite from local food trucks that often set up nearby.

Visiting Harpoon Brewery combines education and enjoyment in an exceptional setting. It’s a great way to spend an afternoon with friends or family.

Address: 3563 S Main St, Windsor, VT 05089.

10. Check Out the Windsor Historical Society for Exhibits on the Town’s Past

The Windsor Historical Society is a treasure trove of local history. This society offers visitors a chance to learn about the town’s rich heritage through engaging exhibits. The museum features artifacts, photographs, and documents that tell the story of Windsor.

As you explore, be sure to check out the diverse collections, including local art and crafts. The knowledgeable staff can provide insights into the historical significance of the items displayed.

Special events and lectures are often held at the society, enhancing your understanding of Windsor’s history. These events invite community involvement and often feature guest speakers.

Connecting with the past enriches your appreciation of the area. The Historical Society is perfect for history buffs and curious visitors alike.

A visit to the Windsor Historical Society is both educational and entertaining, leaving you with a greater appreciation of the town’s character.

Address: 20 State St, Windsor, VT 05089.

11. Go Cross-Country Skiing or Snowshoeing at the Mount Ascutney Trails in Winter

Mount Ascutney transforms into a winter wonderland, perfect for cross-country skiing and snowshoeing. The trails cater to both beginners and experienced adventurers. Pack your gear and head out for an exhilarating day in the snow.

Breathe in the crisp, fresh air as you navigate the winding paths through beautiful forests. Quietly gliding through the snow-covered trails can be invigorating and peaceful. Enjoy the stunning winter scenery and the tranquility of nature.

In winter, the park often offers rentals for skis and snowshoes, making it easy for newcomers to join in the fun. Safety gear and maps are also available to ensure your adventure is enjoyable.

After your outdoor activities, gather for warm beverages at nearby lodges to unwind. Enjoy sharing stories of your snowy escapades with fellow adventurers.

Winter at Mount Ascutney is a delightful experience, allowing for exercise and enjoyment amidst breathtaking surroundings.

Address: 1 Ascutney State Park Rd, Windsor, VT 05089.

12. Explore the Whiting Library for Local Literature and Community Events

Whiting Library is a lovely place to discover local literature and engage with the community. This charming library offers an extensive collection of books, magazines, and media for all ages. It’s an ideal spot to relax and enjoy a good read.

The library hosts various community events, including book clubs, author readings, and educational workshops. These activities foster a love for literature among locals and encourage community involvement.

Throughout the year, the library also presents seasonal programs for children, encouraging young readers to explore different themes and stories. Interactive events make literature come alive for kids.

Whether you’re browsing the shelves or attending a workshop, the library’s welcoming atmosphere invites you in. The friendly staff is always ready to assist you in finding your next great read.

Visiting Whiting Library enriches your understanding of local culture and is a fantastic way to engage with the community.

Address: 12 Main St, Windsor, VT 05089.

13. Take a Scenic Drive Along the Connecticut River Scenic Byway

Embark on a scenic drive along the Connecticut River Scenic Byway for a stunning visual experience. This beautiful route offers picturesque views of the river and its lush landscape. It’s a perfect way to enjoy Vermont’s natural beauty from the comfort of your vehicle.

The byway is dotted with charming towns, historic sites, and lovely riverside parks. Along the way, you can stop to explore quaint shops, local eateries, and historical landmarks.

Take your time to appreciate the enchanting vistas and snap photos of the mesmerizing scenery. In fall, the vibrant foliage creates a stunning palette, making your drive even more captivating.

Don’t forget to pack a picnic to enjoy at one of the riverside parks. Taking a break in nature adds a refreshing touch to your road trip.

Experiencing the Connecticut River Scenic Byway is a fantastic way to connect with the area’s rich culture and breathtaking landscapes, whether in solitude or with friends.

Address: Route 5, Windsor, VT 05089.

14. Participate in the Annual Vermont Sheep & Wool Festival at the Nearby Tunbridge Fairgrounds

The Vermont Sheep & Wool Festival is a delightful event celebrating local agriculture and artistry. Held annually at the Tunbridge Fairgrounds, this festival brings together sheep farmers, artisans, and enthusiasts from all over the region.

Experience a variety of activities, including sheep shearing demonstrations, wool spinning, and craft workshops. You can learn about the benefits of wool and participate in hands-on experiences.

The festival features numerous vendors showcasing handmade products, including clothing, accessories, and local foods. It’s the perfect place to find unique gifts while supporting local artisans.

Families will enjoy special activities for children, making it a fun event for all ages. Pig out on festival treats while strolling through the fairgrounds.

The Vermont Sheep & Wool Festival is a lively celebration of culture, making it a must-visit for anyone in the area during the event.

Address: 50 Fairgrounds Rd, Tunbridge, VT 05077.

15. Visit the Nearby Simon Pearce Glassblowing Workshop for Artisan Crafts

At Simon Pearce Glassblowing Workshop, experience the magic of glassblowing firsthand. This artisan workshop is recognized for producing exquisite glassware and crafts. As you explore, you can witness skilled artisans creating beautiful pieces right before your eyes.

Visitors can watch live demonstrations that showcase the delicate process of glassblowing. Learn about the techniques used to create unique and stunning glass items, from vases to dinnerware.

A visit to the workshop also offers opportunities to shop for handcrafted items. Each piece reflects the artistry and craftsmanship that Simon Pearce is famed for, making ideal keepsakes or gifts.

The scenic location by the river enhances your experience, offering a picturesque setting to explore. The cozy café on-site allows you to relax and enjoy delicious meals or drinks while soaking in the atmosphere.

Simon Pearce Glassblowing Workshop provides a rich experience of art and craftsmanship that is truly unforgettable.

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

16. Relax at the Scenic Windsor Village Green for Outdoor Gatherings and Family Events

The Windsor Village Green is a lovely town gathering spot for outdoor activities and events. This picturesque green space serves as a hub for community gatherings, concerts, and seasonal festivities. The lush lawn invites visitors of all ages to relax and unwind.

Families can enjoy picnics and outings, while children have space to run and play. The nearby playground facilities are perfect for keeping little ones entertained.

Throughout the summer months, the Village Green hosts various events, including movie nights and concerts in the park. These activities foster a sense of community and provide opportunities for socializing.

Strolling across the green, you’ll appreciate the charming surrounding architecture. The local shops and cafes nearby make the perfect complement to a day spent outdoors.

The Windsor Village Green is an ideal place to enjoy the beauty of nature and community spirit simultaneously.

Address: Windsor Village Green, Windsor, VT 05089.

17. Discover Art at the Plaza Gallery, Featuring Local Artists’ Work

The Plaza Gallery is a hidden gem that showcases the work of local artists. Located in Windsor, this gallery highlights a diverse range of art, including paintings, photography, and sculpture. Each piece reflects the unique talents of local creatives.

As you explore the gallery, you’ll discover vibrant artwork that tells the stories of the region. The gallery hosts rotating exhibits, so there’s always something new to see.

Special events like opening receptions allow you to meet artists and learn about their inspirations. These opportunities foster connections between artists and the community.

The Plaza Gallery is an excellent place to find unique artwork to take home. Support local talent while finding beautiful pieces that resonate with you.

Visiting this gallery is a fantastic way to engage with Windsor’s creative scene and appreciate the arts.

Address: 20 State St, Windsor, VT 05089.

18. Go for a Canoe or Kayak Trip on the Connecticut River for a Peaceful Day on the Water

Embark on a canoe or kayak trip on the Connecticut River for a delightful day outdoors. The calm waters provide an ideal setting for paddling enthusiasts of all skill levels. Enjoy the sights and sounds of nature as you glide through the picturesque landscape.

Bring your own kayak or rent one from nearby locations. There are various launches accessible along the river, making it easy to start your adventure. Be sure to check the local guidelines for paddling routes and safety tips.

As you paddle, keep an eye out for wildlife. The riverbanks are home to diverse animals, including birds, fish, and sometimes even deer. The serene atmosphere allows for peaceful moments while enjoying the surroundings.

Consider packing a picnic to enjoy at a scenic spot along the river. Taking breaks to relax and appreciate the beauty of the Connecticut River adds to the overall experience.

Paddling on the river is an enjoyable way to connect with nature and create wonderful memories with friends or family.

Address: Connecticut River Access Points, Windsor, VT 05089.

19. Check Out the Local Cuisine at the Windsor Station Restaurant & Bar

Windsor Station Restaurant & Bar is a popular dining destination with locals and visitors alike. Housed in a historic train station, this restaurant offers a unique atmosphere paired with delicious cuisine. The ambiance is warm and welcoming, making it perfect for family dinners or celebrations.

The diverse menu features a variety of options, including locally sourced meats and fresh vegetables. Brunch, lunch, and dinner options cater to all tastes. They also offer daily specials, ensuring that there’s always something new to try.

Pair your meal with a fine selection of local wines or craft beers. The knowledgeable staff can recommend the perfect beverage to complement your dish.

Be sure to leave room for dessert, as the sweet offerings are worth it! Satisfying your sweet tooth at Windsor Station is a must before departing.

Dining at Windsor Station is not just about food; it’s about enjoying a memorable experience in a charming setting.

Address: 10 Railroad St, Windsor, VT 05089.

20. Attend a Seasonal Event at the Blue Horse Inn for Community Gatherings and Entertainment

The Blue Horse Inn hosts a range of seasonal events that strengthen community bonds. This charming venue is perfect for various gatherings, from dinners to entertainment nights. Participating in these events is a lovely way to engage with locals and enjoy the friendly atmosphere.

Local chefs often prepare delicious meals that highlight regional flavors during special events. These culinary experiences introduce you to the unique tastes of the area while bringing people together.

In addition to dining, the Blue Horse Inn often features live music and other entertainment options. Check their events calendar to find out what exciting activities are coming up! These performances enhance the community vibe, providing enjoyable nights out.

Whether you’re attending a holiday celebration or a themed dinner, the Blue Horse Inn is a wonderful place to make lasting memories. Feel free to bring friends and family along!

The Blue Horse Inn is where great food, entertainment, and community spirit come together in a delightful combination.

Address: 1701 US-5, Windsor, VT 05089.

Final Thoughts

Windsor, Vermont, is a destination that invites exploration and enjoyment. Whether you’re learning about its rich history, soaking in the natural beauty, or tasting local flavors, there’s something for everyone. Each attraction offers a unique experience and shines a light on the town’s character.

From cultural events to outdoor adventures, Windsor has a charm that captivates visitors. The warm community spirit and engaging activities make it a great place to create lasting memories. Every visit brings new discoveries, ensuring that you will want to return again and again.

If you’re interested in exploring more captivating destinations, consider checking out what to do in Warren, VT or dive into the experiences waiting for you in Franklin, NH. Happy exploring!