The 10 Best Things to do in Windsor, Vermont (VT)

November 15, 2021 Stefan Strunk

Windsor is a town in Windsor County, Vermont, United States. As the "Birthplace of Vermont", the town is where the Constitution of Vermont was adopted in 1777, thus marking the founding of the Vermont Republic—a sovereign state until 1791 when Vermont joined the United States. Over much of its history, Windsor was home to a variety of manufacturing enterprises. The population was 3,553 at the 2010 census.
Restaurants in Windsor

1. Brownsville Trail

Windsor, VT
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5.0 based on 4 reviews

This trail leads to an old quarry, which offers views of the hills and farms in Vermont.

2. Mount Ascutney Windsor Trail

86 Back Mountain Rd, Windsor, VT 05089-9331
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5.0 based on 1 reviews

Mount Ascutney Windsor Trail

3. Braeburn Siberians

Excellent
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5.0 based on 48 reviews

Braeburn Siberians

Ever imagined traveling in an ancient and time honored way behind a team of traditional sled dogs? Looking for a unique, thrilling, and hands-on outdoor adventure? As a family? As a couple? With the grandchildren? With friends? As a gift? Long for a way to step away from the busyness of every day life? Love dogs? Wish you could reconnect with the peace and quiet of Nature? One of our dog sledding adventures with our 40 pure bred Siberian Huskies is the answer! And you don’t need to go to Alaska! We live in the Connecticut River Valley in Windsor, Vermont, a stone’s throw from New Hampshire. Our huskies love to dogsled and so do we! We invite you to come share in the fun and adventure of our passion! We offer 2 hour trips, personally customized 2-3 hour trips to accommodate a marriage proposal, a birthday, anniversary, etc., and 30 minute rides. The 2 hour trips take place on several differ trails within 30 minutes of the Windsor, VT area of central Vermont and New Hampshire (near Hanover, NH, Woodstock, VT, Sunapee, NH). We give the 30 minute rides along the scenic Connecticut River in Windsor, VT. Come join in on the fun with our 40 purebred Siberian Huskies!

4. Cider Hill Gardens

1747 Hunt Rd, Windsor, VT 05089-9405 +1 802-674-6825 http://www.ciderhillvt.com/
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5.0 based on 8 reviews

Cider Hill Gardens

5. Mount Ascutney

Windsor, VT
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4.5 based on 84 reviews

Mount Ascutney

Mountain and state park in Windsor, Vermont.

Reviewed By 45raymondc - Stoughton, United States

Nice Hike to the Tower. There is a person fee. Plenty of trails . You can drive to near the top of the mountain and hike about a mile to the Tower .. Great views for those who physically cannot hike. The tower hike about a mile. Not a tough hike, but it is still a incline hike . Beautiful scenery at the parking and once at the top of the tower scenery is amazing ..

6. American Precision Museum

196 Main St, Windsor, VT 05089-1312 +1 802-674-5781 http://www.americanprecision.org
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4.5 based on 94 reviews

American Precision Museum

Open Daily! COVID-19 precautions: 1) Visitors must sign the register. 2) Face masks must be worn at all times. The museum can provide a disposable mask..3) Maintain a social distance of a min. of 6 Ft. 4) The museum may restrict the number of visitors at a time. Vintage machines evolve into modern technology in a National Historic Landmark! The American Precision Museum combines the atmosphere of an original 19th century factory building with a world-class collection of historic machines. Explore industrial history in the context of innovation, creative problem solving, and the impact of precision manufacturing on American history and culture.

Reviewed By JohnMatthewson2

One of the best museums I’ve ever visited. One can touch the actual machines, and learn about the men and women who invented them, that helped transform America into an industrial giant. A must stop for those interested in Civil War weapons production, or 19th century US history in general, every engineer on the planet, and anyone involved to the slightest degree with manufacturing processes of any type.

7. Old Constitution House

U.S. Route 5 - Main Street, Windsor, VT +1 802-672-3773
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4.5 based on 22 reviews

Old Constitution House

Windsor's first preserved building.

Reviewed By Wombat27_11 - Brattleboro, United States

I am embarrassed to admit that although I have lived in Vermont for over 35 years, and driven past Constitution House many times, I only visited it today. That’s a pity, because coming here is a good grounding experience for knowing what Vermont values and Vermonters are all about. It was here in 1777 that the people of this area defined their freedom from England and from the newly established United States, establishing the free republic of Vermont. (which existed until 1791 when Vermont was the first state admitted to the Union). Key elements of that constitution forbid slavery, and established universal male suffrage without qualification of wealth or property ownership. It is no small wonder then that the state motto is Freedom and Unity. And it is no surprise that with such a grounding this is the State that was first to legalize same-sex Civil Unions! The building has been moved twice, and has had some modifications over the years, but it has been well preserved. The exhibits, while small, help to define that Vermont spirit that appeals to so many. Bill,the docent, was excellent in bringing history to life. An excellent place to include on your travels!

8. Cornish-Windsor Covered Bridge

Windsor, VT http://www.nh.gov/nhdhr/bridges/p39.html
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4.5 based on 182 reviews

Cornish-Windsor Covered Bridge

Reviewed By stevebr0mley - Columbia, United States

We'd been in town all week and had driven within a block or two of this bridge several times. We didn't know it even existed until the folks at the "Americal Precision Museum" told us to take a look. We drove over the bridge to New Hampshire and the back to Vermont to experience the drive. It was amazing and a hidden gem. Longest two span wooden bridge in the world and the longest covered bridge in the United States.

9. Harpoon Brewery

336 Ruth Carney Dr, Windsor, VT 05089-9419 +1 802-674-5491 [email protected] http://www.harpoonbrewery.com/
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4.5 based on 305 reviews

Harpoon Brewery

Reviewed By John4444444 - Burlington, United States

Stop in for a sandwich, a burger, a beer, a big fat breast pretzel and a brewery tour. You can also shop for some Harpoon gear. Very nice outdoor area to sit and eat or just take a break from driving. There’s also some other retailers in the immediate area for shopping. It’s a stop worth making.

10. Great River Outfitters & uuThe Path of Life Garden

36 Park Rd, Windsor, VT 05089-4401 +1 802-674-9933 [email protected] http://www.greatriveroutfitters.com
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4.5 based on 103 reviews

Great River Outfitters & uuThe Path of Life Garden

The Path of Life Garden is a crafted landscape open to the public in Windsor, Vermont. Visitors experience the story of the great circle of life while traveling through sculptures of varying sizes and materials. Inspired by a famous garden in Europe, these eighteen works of art symbolize the journey from birth to death and beyond. Since its conception in 1997, the garden has grown on its own path, providing space for recreation, relaxation, contemplation and realization; making it a great destination for families looking for fun things to do around Quechee, Woodstock, and Hanover. The path is also home to some of a 5+ mile trail network, groomed in the winter for dogsledding, snowshoeing and cross-country skiing. The garden is located in a 14-acre of field of trails, wildflowers and open spaces on the banks of the Connecticut River. It is enjoyed by people of all ages and was recently featured in Vermont Life and Pastoral Magazine.

Reviewed By KerriK53180 - Toms River, United States

My sister and I took my 2 girls 11 and 14 on the river tubing trip. It was an excellent experience! They take you 5 miles up the Connecticut River to the drop off location, and you float back down. It took us about 4 1/2 hours to get to the end, though it seemed much shorter, when we checked the time we were shocked! The river is slow moving and shallow in a lot of spots which made it fun to splash around or push yourself along. They have cooler tubes that you can rent for to bring your snacks and drinks along, we pulled to the riverbank about halfway through and had lunch. I would suggest wearing water shoes and sunscreen as you are in the direct sun for a few hours. Bring plenty of drinks and snacks.

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