Best Road Biking in Mississippi

This list represents the most popular road biking in Mississippi. Use this list to plan your next Mississippi road biking trip. Select a state and/or activity below to find even more top trails.

Learn more about Top Trails

#1. Windsor Ruins Cruise


The Corinthian columns of Windsor Ruins may represent the atmosphere of the Old South better than a tour of the antique-filled antebellum homes of Natchez. The columns are all that’s left of a once…
From the guidebook "Best Bike Rides in the South"
Port Gibson, MS - Road Biking - 30.5 miles Best Trail in ms - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#2. Church Hill Cruise


This ride pleasantly eases you back into history. From the Natchez Trace Parkway to the plantation row of Mississippi Highway 553, you simply roll along hoping to absorb huge chunks of the Old South,…
From the guidebook "Best Bike Rides in the South"
Natchez, MS - Road Biking - 23.2 miles Best Trail in ms - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#3. Mississippi Delta Cruise


As you cycle through the Mississippi Delta, the more fanciful clichés and southern notions you've been entertaining will trickle away like slow-sliding beads of sweat. There's a quality of heat that n…
From the guidebook "Best Bike Rides in the South"
Hollandale, MS - Road Biking - 38.6 miles Best Trail in ms - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#4. Rosswood Plantation Cruise


This ride passes through a working rural landscape that actually comes closer to the realities of life in the contemporary South. Fields of soybean, corn, cotton, and winter wheat extend for miles, wh…
From the guidebook "Best Bike Rides in the South"
Fayette, MS - Road Biking - 41.5 miles Best Trail in ms - Click to view all (About Top Trails)
Published by The Globe Pequot Press