Rural Road Biking in Vermont: Why Cyclists Love the Grassy Brook Loop
If you’ve been dreaming of quiet roads, big skies, and the satisfying hum of tires on pavement, southern Vermont should be at the top of your list. And if you’re looking for a route that offers both beauty and serenity, the Grassy Brook Road Loop is a local favorite—for good reason.
Winding through forests, meadows, and rural towns, this low-traffic ride offers everything cyclists love about Vermont road biking—with just enough challenge to keep it interesting.
photo Ethan Abitz
Why Ride the Grassy Brook Loop?
The Grassy Brook Loop is one of those rides that reminds you why you fell in love with cycling in the first place. It’s scenic. It’s peaceful. And there are few cars.
What makes it special:
Smooth, winding roads with gentle elevation changes
Stunning views of southern Vermont’s hills and open fields
Very little traffic, especially on weekdays or early mornings
Options to ride a shorter loop or connect to longer routes toward Saxton’s River, Grafton, Newfane, or Putney via scenic (& more challenging) Putney Mountain Road
This is rural New England cycling at its best—no stoplights, no stress, just the sound of your breath and the rhythm of your ride.
What to Expect on the Route
Most cyclists begin the loop near Putney, Brookline, or Newfane, winding along Grassy Brook Road—a lightly trafficked rural road that’s popular with local riders.
Route highlights:
Forested stretches with cooling shade in summer
Rolling hills and pastoral views dotted with wildflowers or fall foliage, depending on the season
Opportunities to extend the ride toward Saxton’s River, Grafton, or Putney for added mileage
💡 Tip: You may pass the occasional farm stand, sugarhouse, or tag sale—tuck a few bucks in your jersey pocket and consider a backpack or bike basket, just in case.
Tanglebloom Cabin: A Peaceful, Bike-Friendly Basecamp
After a long day in the saddle, you’ll want a place to stretch, soak, and settle in—and that’s where Tanglebloom Cabin comes in.
We offer:
A comfortable glamping-style cabin stay with covered shed space to store your bike
Outdoor hot shower and wood-fired hot tub for sore legs
A quiet, off-grid setting perfect for unplugging after a ride
Outdoor kitchen so you can cook a simple meal and enjoy it under the stars
Located right on the Grassy Brook Loop - simply leave your car at the cabin
Whether you're cycling solo, with a partner, or planning a weekend training escape, Tanglebloom makes the perfect bike retreat in Vermont.
Ride, Rest, Repeat
Cyclists return to Grassy Brook Road again and again for its peace, beauty, and the way it makes you feel like you’ve discovered something special.
And when you pair the ride with a cozy cabin stay, a soak in the hot tub, and a sky full of stars? That’s the kind of Vermont road biking trip you’ll remember long after the leaves fall.
✨ Check availability at Tanglebloom Cabin here and start planning your pedal-powered retreat.