Bike Tours
Ride With Us
Guided Bike Tours, Gravel Rides & Bike Rentals in Vermont
From custom guided bike tours to weekly gravel rides and premium bike rentals, The Boot Pro is your home base for unforgettable cycling adventures in Vermont.
Explore scenic dirt roads, mountain bike trails, and hidden local routes with experienced riders who know the terrain best. Whether you're visiting Vermont for the weekend or looking for your next gravel ride, we’ll help you ride with confidence.
Guided Bike Tours in Vermont
Looking for the best bike rides in Vermont without spending hours planning routes? Our guided bike tours take you beyond the typical tourist paths and into the backroads, gravel routes, and trail systems locals love most.
Whether you want to cruise scenic gravel roads, explore Vermont mountain bike trails, or ride with a private group, we’ll customize the experience to match your riding style, skill level, and goals.
We provide the local knowledge, route planning, and equipment recommendations so you can focus on the ride.
Perfect for:
• Visitors looking for a unique Vermont outdoor experience
• Gravel riders and mountain bikers visiting the area
• Couples, groups, families, or solo riders
• Riders who want local insight and guided route support
CustomRide Rates
- Custom Guided Ride: $200 per person
Plus, $10 from every guided ride supports local Vermont trail systems including Ascutney, Rutland, Killington, and surrounding networks.

Ride Types
Mountain Bike Tours
Gravel Bike Rides
Private Rides
Group Rides
Skill Levels
Beginner
Lower-Intermediate
Advanced-Intermediate
Advanced
Terrain Types
Scenic Vermont dirt roads
Flow mountain bike trails
Technical mountain bike terrain
Guided Ride Schedule
Friday, Saturday, Sunday
Meet at trailhead: 9:00 AM
Ride Time: Approx. 9:30 AM – 12:00 PM
What OurCustomers Say

Weekly Gravel Group Rides in Vermont
Join our welcoming, no-drop gravel group rides and experience some of the best gravel cycling routes in Vermont with a fun local crew.
Whether you're new to gravel riding or a seasoned rider, everyone is welcome.
| Wednesdays — 5:00 PM | Saturdays — 8:00 AM | Ride Duration: |
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Stay updated with routes, ride locations, and meet-up details through our Strava Club.
Bike Rentals in Vermont
Don’t have a bike with you? We’ve got you covered.
The Boot Pro offers premium Specialized bike rentals designed for Vermont gravel roads, scenic rides, and local trail systems. Whether you're planning a weekend adventure or joining one of our guided rides, we’ll help match you with the right bike.
All rentals include:
• Helmet
• Flat pedals
• Ready-to-ride setup
Daily Bike Rental Rates
- Specialized Stumpjumper – $80/day
- Specialized Junior Rockhopper – $50/day
- Specialized Levo E-Bike – $100/day
Bike helmets available with bike rental purchase.
Various bike sizes available to fit juniors and adults.

Call (802) 228-2776 to reserve your rental bike.
Learn more about our bike rentals HERE.
Ride Vermont your way — guided, with a group, or on your own.
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