Harpoon Brewery Self Guided E-Bike Tour

The Harpoon Brewery Self-Guided E-Bike Tour is a ride for the senses — think quiet country roads, sweeping mountain views, covered bridges, and the promise of a cold beer at the finish line.

Your adventure kicks off at the iconic Harpoon Brewery in Windsor, Vermont, where the scent of hops and the hum of the taproom set the perfect tone for the day. After a quick briefing and a smooth e-bike setup, you’ll roll out onto Route 5 for a few easy miles, feeling the breeze and excitement build.

Your first highlight: visiting the Cornish-Windsor Covered Bridge, a stunning piece of Vermont history stretching across the Connecticut River. As you ride through the wooden tunnel, you’ll hear the creak of old timbers beneath your tires — a true step back in time.

From there, the road climbs steadily out of the river valley and into Vermont’s legendary rolling hills. Pedal-assist takes the edge off the ascent, letting you relax and soak in close-up views of Mount Ascutney, standing tall against the sky. The dirt roads wind past lush forests, rolling farmland, and postcard-perfect scenery at every turn.

Midway through, you’ll reach Brownsville Butcher & Pantry — a cozy, local favorite that feels like a reward all its own. Kick back with our favorite – a fried chicken sandwich and a maple creemee. This is the kind of stop that makes you want to linger just a little longer – a real gem.

Refueled and refreshed, you’ll choose your adventure back:

• Harpoon Short Route: 11 miles back to Harpoon make it a smooth 23-mile loop through farmland and forests.
• Harpoon Long Route: 17 miles for a scenic 29-mile ride that gives you more time to explore.