Best Road Biking in Virginia

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

Learn more about Top Trails

#1. Huckleberry Trail


This absolutely gorgeous trail winds through plush pastures, quiet neighborhoods, and pocket woods in a region famous for its coal history. Spring is especially beautiful, with the blooming dogwood…
From the guidebook "Rails To Trails: Maryland, Delaware, Virginia, West Virginia"
Blacksburg, VA - Birding, Cross-Country Skiing, Rail-Trails, Road Biking, Trail Running, Walking - 5.75 miles BestBirding, Cross-Country Skiing, Rail-Trails, Road Biking, Trail Running, Walking Trail - Click to view all (About Top Trails)
Published by The Globe Pequot Press

#2. Colonial Cruise


The Colonial Cruise is a gentle ride through one of the most historic areas in the United States. Starting in Jamestown, the cruise takes the cyclist through the woods and farms of Virginia’s Lower Pe…
From the guidebook "Road Biking Virginia"
Jamestown, VA - Road Biking - 42 miles
Published by Falcon Guides

#3. Guest River Gorge Trail


Vaunting high rock bluffs, cascading waters, and hardwood forest, this rail-trail follows the Guest River through a magnificent sandstone gorge. Located in Jefferson National Forest, the area is isola…
From the guidebook "Rails To Trails: Maryland, Delaware, Virginia, West Virginia"
Coeburn, VA - Cross-Country Skiing, Fishing, Mountain Biking, Rail-Trails, Road Biking, Walking - 5.3 miles
Published by The Globe Pequot Press

#4. Mount Vernon Trail Ramble: Alexandria to Mount Vernon


Alexandria is an explosion for the senses with its cacophony of sounds and stimulating sights. The timeless buildings and chatter of tourists contrast starkly to the tranquility and natural surroundin…
From the guidebook "Road Biking Washington, D.C."
Alexandria, VA - Road Biking - 18 miles
Published by Falcon Guides

#5. Lake Anna Century Classic


Located in the heart of central Virginia, beautiful Lake Anna was created in 1972 for the purpose of providing cooling water for the North Anna Nuclear Power Station. The region is now a popular outdo…
From the guidebook "Road Biking Virginia"
Montpelier, VA - Road Biking - 102 miles
Published by Falcon Guides

#6. Richmond Battlefield Cruise


Situated just 10 miles southeast of Richmond, the Richmond Battlefield Cruise takes the cyclist on a historic and moderately easy tour of several significant Civil War forts and battlegrounds. Beginni…
From the guidebook "Road Biking Virginia"
Richmond, VA - Road Biking - 33 miles
Published by Falcon Guides

#7. Charlottesville Challenge


The Charlottesville Challenge is a scenic, moderately hilly ride through the Albemarle County countryside known locally as “Mr. Jefferson’s Country.” Based in Charlottesville, the challenge follows th…
From the guidebook "Road Biking Virginia"
Charlottesville, VA - Road Biking - 45 miles
Published by Falcon Guides

#8. Burkes Garden Ramble


Deep in the heart of Appalachia, there lies a valley that is the highest, greenest, and, some say, prettiest in the entire state of Virginia. The valley is geologically unique in that it is completely…
From the guidebook "Road Biking Virginia"
Tazewell, VA - Road Biking - 19 miles
Published by Falcon Guides

#9. Luray Classic


The Luray Classic is one of the most scenic, spectacular, and thrilling rides in all of Virginia. While this classic is designed to be a one-day ride for advanced cyclists, the average rider will requ…
From the guidebook "Road Biking Virginia"
Front Royal, VA - Road Biking - 83 miles
Published by Falcon Guides

#10. Washington & Old Dominion Railroad Regional Park


Beginning amid the capital’s suburban sprawl, the ever popular W&OD Trail heads west through Virginia’s fabled green countryside, sprinkled with horse farms, pastures, little towns, and burbling creek…
From the guidebook "Rails To Trails: Maryland, Delaware, Virginia, West Virginia"
Arlington, VA - Birding, Cross-Country Skiing, Fishing, Horseback Riding, Rail-Trails, Road Biking, Trail Running - 45.5 miles
Published by The Globe Pequot Press

#11. Ashland Ramble


The Ashland Ramble takes cyclists through the gently rolling farmlands of Hanover County. Riders must fuel up at the start in Ashland, as the ride is very rural and has no stores or restaurants along…
From the guidebook "Road Biking Virginia"
Ashland, VA - Road Biking - 26 miles
Published by Falcon Guides

#12. Blue Ridge Splendor Cruise


This 41-mile cruise will bring you close to the Blue Ridge Mountains, past stables and foxhunting country, steeplechase tracks, and gorgeous stone homes. The terrain is certainly rolling and hilly, bu…
From the guidebook "Road Biking Washington, D.C."
Middleburg, VA - Road Biking - 41 miles
Published by Falcon Guides

#13. Shenandoah Valley-Skyline Drive Classic


This ride will allow you to explore two of Northern Virginia's most famous areas: the lovely Shenandoah Valley and the northernmost third of the 105-mile long Skyline Drive. You'll also start the rid…
From the guidebook "Best Bike Rides in Delaware, Maryland, Virginia, Washington, D.C., & West Virginia"
Luray, VA - Road Biking - 72 miles
Published by The Globe Pequot Press

#14. W & OD Trail Cruise: Through Virginia Countryside


If you’ve ever wanted to just get out in the sunshine and ride—this is the trail for you! It’s paved and only mildly hilly. Most of all, it’s gorgeous riding surrounded by cheerful, helpful folks. Ten…
From the guidebook "Road Biking Washington, D.C."
Falls Church, VA - Road Biking - 39 miles
Published by Falcon Guides

#15. Winery and Woods Cruise


This cruise will take you through picturesque views of endless fields and English rock walls; over rolling hills and around tall, wooden barns. Keep to the edges of the roads to be on the safe side,…
From the guidebook "Road Biking Washington, D.C."
Middleburg, VA - Road Biking - 31 miles
Published by Falcon Guides

#16. Ocean Ramble


With all of Virginia’s beautiful mountains, valleys, rivers, and bay, it’s easy to forget that Virginia also has oceanfront. Situated within Virginia Beach city limits, the Ocean Ramble takes the cycl…
From the guidebook "Road Biking Virginia"
Virginia Beach, VA - Road Biking - 36 miles
Published by Falcon Guides

#17. Front Royal to Thornton Gap


This is one of the most popular starting points for extended tours of the Blue Ridge. The closest airports to Front Royal are approximately 70 miles away in Washington, D.C. You can cycle out of eithe…
From the guidebook "Bicycling the Blue Ridge"
Front Royal, VA - Road Biking - 31.5 miles
Published by Menasha Ridge Press

#18. Waynesboro Ramble


The Waynesboro Ramble takes the cyclist through the far eastern reaches of the spectacular Shenandoah Valley. Starting in Waynesboro, whose motto is “Hospitality in the Valley,” the route takes a long…
From the guidebook "Road Biking Virginia"
Waynesboro, VA - Road Biking - 27 miles
Published by Falcon Guides

#19. Hanover Cruise


The Hanover Cruise is a delightful tour through the heart of central Virginia. Starting in the small, historic town of Hanover, the cruise takes in parts of three counties: Hanover, Caroline, and King…
From the guidebook "Road Biking Virginia"
Hanover, VA - Road Biking - 40 miles
Published by Falcon Guides

#20. Mountain Lake Challenge


Don’t let the mileage for this ride fool you. This Mountain Lake ride is a challenge. In fact, Tour de France champion Lance Armstrong used this very same climb to establish a strong lead in the 1996…
From the guidebook "Road Biking Virginia"
Blacksburg, VA - Road Biking - 33 miles
Published by Falcon Guides