“I didn’t cross the Cornish-Windsor Bridge just to change states—I crossed it to slow down.” I came into Windsor by way of the Cornish-Windsor Covered Bridge, the longest wooden covered bridge in the U.S. Still drivable, still creaky in the best way, and wide enough to carry more than just vehicles—it carried me gently into a quieter version of life. With every beam and shadowy slat, it whispered: take your time.
Top Attractions in Windsor, Vermont
Path of Life Garden
Just outside town, Path of Life Garden was where I found serenity etched into the land itself. Sculptures marked different life stages, tucked into winding paths of tall grass, willow trees, and stone. I sat by the Connecticut River with the wind brushing past and thought, "This is the kind of place that doesn’t need your words, just your attention."
Hike to Enjoy Views from Majestic Mount Ascutney
I wasn’t quite ready to hike all of Mount Ascutney, but I did drive to the summit trail and took the short walk to the overlook. The view stretched out in layers—blue ridges, green farms, and a few white specks of buildings in town. I stood there with my breath slightly caught, the way it always does when the world insists on showing off.
Marvel at the Machines That Built America at the American Precision Museum
Back in Windsor, I stepped into the American Precision Museum, housed in an 1840s armory building. It’s more fascinating than you'd expect—full of vintage machines that shaped America’s industrial era. Gears ticked softly, and exhibits told stories of ingenuity. "So much of progress starts small and mechanical," I thought, watching a lathe spin quietly.
Step Into Revolutionary History at the Old Constitution House
Across the street, the Old Constitution House marks where Vermont declared independence in 1777. Inside, creaky floors and period furniture brought that moment of revolution closer. It reminded me that even in places built for peace, history lives in rebellion too.
Lunch at The Windsor Station Restaurant and Barroom
I ducked into The Windsor Station Restaurant and Barroom, tucked inside a former train station with dark wood booths and exposed brick. I ordered the cider-braised pork sandwich with slaw, and it came steaming, the sweet vinegar and slow-roasted meat blending into something bold and grounding. The house cider was local and dry, just tart enough to wake up my palate. Train whistles in the distance added a touch of nostalgia to my meal.
Harpoon Brewery
Even though I don’t drink, I visited Harpoon Brewery for its Vermont-made root beer and a relaxing patio scene. The brewery tour was lively, the smell of hops rich in the air, and the food truck outside served hot soft pretzels with mustard that made me sigh out loud. "I’m here for the view and the snacks," I reminded the server with a grin.
Windsor At a Glance
- Drive Time from Montpelier: ~1 hour southeast
- Vibe: Reflective, historic, artistically grounded
- Highlights: Covered bridge, life-path sculpture garden, Mount Ascutney views
- Best Time to Visit: Early fall for foliage, late spring for garden blooms
- Cost: Mostly free or under $10 admission
- Food Tips: Try Windsor Station for hearty fare, Harpoon Brewery for non-alcoholic treats and pretzels
Travel Tips: Best Time to Visit
I always try to make it here in the fall—between late September and mid-October. You won’t believe the color show across the hills. But if you visit in summer, you’ll find festivals, kayaking, and those warm, golden evenings that feel endless. I’ve even come in winter, just to slow down and enjoy the snow-covered calm. Spring’s quieter, but you’ll catch maple tapping season—and that’s a sweet experience you won’t forget.
How to Get There
- By Car: I usually drive up via I-91 or Route 5. It takes me about 2.5 hours from Boston or just an hour from Montpelier. It’s a beautiful drive either way.
- By Air: When I flew in, I used Lebanon Municipal (LEB)—it’s only 30 minutes out. If you’re okay with a longer ride, Burlington International (BTV) works too at about 1.5 hours.
- By Train: I took Amtrak’s Vermonter line once, and getting off at Windsor-Mt. Ascutney Station felt like stepping into a storybook. It’s a great option if you want to relax and skip the car.
Where to Stay
- The Snapdragon Inn – I stayed here once and couldn’t get over the blend of elegance and comfort. You’ll love the garden views and how close it is to everything.
- The Windsor Mansion Inn – This spot sits grandly on a hilltop. I woke up to valley views and antique charm—it’s perfect if you want something classic and quiet.
- Climb Every Mountain Farmstay – If you’re like me and crave something unique, this rustic farmstay hits the mark. You’ll meet friendly animals and breathe in nothing but mountain air.
Final Thoughts
Windsor didn’t demand my attention—it earned it. From reflective gardens to revolutionary roots, this small town made a quiet impact. I crossed the bridge back out with a belly full of cider and a heart steadied by stillness.