Ride Vermont Your Way
Guided Gravel Tours | Half-Day to Multi-Day Adventures
At Ramble & Roam, every ride is more than a line on a map—it’s a chance to slow down, explore, and enjoy Vermont at bike speed. Our trips mix dirt roads and mountain views with farm stands, good food, and that easygoing hospitality Vermont does best.
All rides start here at home—on the backroads we know and love—but how far you roam is completely up to you.
Trip Types
Half-Day Tours
Quick rides. Big smiles.
A few hours on Vermont gravel is sometimes all you need. These guided loops roll past barns, covered bridges, and quiet roads where you’re more likely to meet a cow than a car. Perfect for a morning spin or afternoon reset.
Best For: Locals, weekend visitors, or anyone short on time but craving fresh air and dirt roads.
Full-Day Adventures
Ride deep. Be home for dinner.
Spend the day exploring the best of Addison County and beyond—up ridges, through valleys, and into the Green Mountains. We’ll stop for snacks, maybe grab lunch, and keep the pace fun while still covering some serious ground.
Best For: Curious riders ready for a full day outside, new routes, and a well-earned meal at the end.
Overnight Escapes
Two days. One cozy basecamp.
Check into a Vermont inn, ride loops by day, and kick back fireside at night. With great meals, comfy beds, and maybe even a sauna, this is adventure with just the right amount of luxury.
Best For: Couples, small groups, or anyone who wants a weekend away without the hassle of packing bags every day.
Private Full-Day Adventure
Your ride, your crew, your pace.amble.
Design a private gravel adventure just for your group — whether it’s friends, family, a team outing, or a special occasion. We’ll build a route that matches your goals and handle all the logistics, from prep to post-ride celebration.
Typical Route: 30–50 miles of Vermont backroads with curated stops for food, views, and good conversation.
Best For: Private groups, celebrations, or riders who want a one-of-a-kind Vermont experience built just for them.
Inn-to-Inn Gravel Adventure
Your journey, your rhythm, your Vermont.
Pedal across Vermont’s quiet backroads on a multi-day, fully supported gravel tour linking charming towns and handpicked boutique inns. Each day brings new climbs, sweeping views, and welcoming accommodations — blending rugged adventure with refined hospitality.
Typical Route: 5 days of guided riding (30–60 miles/day) through Vermont’s valleys, forests, and mountain passes — with full support, luggage transfers, and local insight every step of the way.
Best For: Riders seeking an immersive Vermont experience — equal parts challenge and comfort — where the only thing you need to focus on is the road ahead.
Who These Are For
If you:
- Love the feeling of a good ride (and don’t mind some dust or mud)
- Appreciate good food, good company, and zero logistics stress
- Want to see parts of Vermont most travelers never do
…then you’ll fit right in.
We welcome experienced gravel riders, adventurous road cyclists, and Class 1 e-bike explorers alike. If you’ve got base fitness, a sense of humor, and a desire to unplug, we’ll handle the rest.
