Adventure Collective
null - Brattleboro, Vermont

Harpoon Tour (8+ Riders)

Windsoreasy

Difficulty

easy

Duration

2–3 hours

Fitness Level

Participants should have basic riding experience and be comfortable on flat terrain.

Overview

Discover Vermont's scenic countryside on the Harpoon Tour, a fun group bike adventure in Windsor. Experience beautiful landscapes, local culture, and great company all in one unforgettable ride.

Thetford, Vermont

Harpoon Tour (6+ Riders)

15% OFF • Moderate or Difficult

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About This Adventure

Embark on a thrilling 4-hour gravel biking adventure through the scenic back roads of West Windsor, Vermont. Experience historic landmarks, including the stunning Cornish-Windsor covered bridge, and refuel at the delightful Brownsville Butcher & Pantry. Choose between two picturesque routes, all while enjoying breathtaking views of Mount Ascutney.

Harpoon Brewery Tour

This item is for groups of 6+ riders and is priced at 15% off.

Duration

4 hours

About

If any part of your group is not comfortable riding with traffic we suggest picking a different tour.

The back roads of West Windsor offer some of the best gravel biking in Central Vermont. Luckily for us, these roads are just down the road from Harpoon Brewery and Taproom!

After 2 miles of riding on Route 5 (speed limit 50mph) you'll roll through historic downtown Windsor and visit the impressive Cornish-Windsor covered bridge before climbing out of the Connecticut River Valley on quiet back roads. Views of Mount Ascutney abound on your way to this route's lone pit stop: Brownsville Butcher & Pantry.

The Butcher & Pantry has everything you could possibly need from fried chicken sandwiches and beer on tap to mouth-watering maple creemees and snacks galore. There’s even a spot to get in the river behind the building! What more could you want in the middle of your ride? Nothing! The answer is nothing.

After fueling up, you’ll choose between the Harpoon Short (23 miles) or Harpoon Long (29 miles) route. Either way there is plenty of scenic farmland, quiet back roads, and lush forest to soak up on your way back to the brewery.

If any part of your group is not comfortable riding with traffic we suggest picking a different tour.

Tour Stops

Windsor-Cornish Covered Bridge

Bowers Covered Bridge

Brownsville Butcher & Pantry Open Tuesday - Sunday

Harpoon Brewery Open Everyday

Adventure Tips

Wear Comfortable Clothing and Layers

Vermont weather can change quickly; dress in moisture-wicking layers for comfort throughout the ride.

Bring Plenty of Water and Snacks

Stay energized by carrying water bottles and light snacks to keep you fueled during the tour.

Arrive Early for Safety Briefing

Participate in the safety briefing before the ride begins to ensure you understand the route and safety procedures.

Check Your Bike and Gear

Ensure your bicycle is in good condition and that you have the necessary riding gear before the tour.

Local Insights

Wildlife

  • Deer
  • Red foxes

History

Windsor was the first town in Vermont to be incorporated, rich in early American history and known for its traditional New England architecture.

Conservation

Vermont Bike and Brew emphasizes eco-friendly practices, supporting local conservation efforts to preserve the scenic landscape.

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Adventure Hotspots in Brattleboro, Vermont

Frequently Asked Questions

Recommended Gear

Helmet

Essential

A helmet is crucial for safety and is provided if needed, but bringing your own can ensure comfort.

Comfortable Cycling Shoes

Essential

Good footwear enhances pedaling efficiency and comfort during the ride.

Sunglasses or Eyewear

Protect your eyes from sun and debris, especially during sunny summer rides.

summer specific

Light Jacket or Windbreaker

A lightweight jacket helps block wind and keep you comfortable in cooler weather.

spring|fall|winter specific