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.

  • #1 Old Rag Fire Road

    27 Reviews

    Shenandoah National Park, VA

    Old Rag Fire Road is a hiking, biking, and horse trail in Madison County, Virginia. It is within Shenandoah National Park. It is 4.3 miles long and begins at 3,329 feet altitude. Traveling the ...
    •  4.3 miles

    Old Rag Fire Road is a hiking, biking, and horse trail in Madison County, Virginia. It is within Shenandoah National Park. ...

  • #2 Huckleberry Trail

    3 Reviews

    Blacksburg, VA

    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 ...
    •  5.75 miles
    •  Guide

    This absolutely gorgeous trail winds through plush pastures, quiet neighborhoods, and pocket woods in a region famous for ...

  • #3 Colonial Cruise

    3 Reviews

    Jamestown, VA

    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 ...
    •  42 miles
    •  Guide

    The Colonial Cruise is a gentle ride through one of the most historic areas in the United States. Starting in Jamestown, ...

  • #4 Lake Anna Century Classic

    3 Reviews

    Montpelier, VA

    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 ...
    •  102 miles
    •  Guide

    Located in the heart of central Virginia, beautiful Lake Anna was created in 1972 for the purpose of providing cooling water ...

  • #5 Richmond Battlefield Cruise

    0 Reviews

    Richmond, VA

    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. ...
    •  33 miles
    •  Guide

    Situated just 10 miles southeast of Richmond, the Richmond Battlefield Cruise takes the cyclist on a historic and moderately ...

  • #6 Charlottesville Challenge

    2 Reviews

    Charlottesville, VA

    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 ...
    •  45 miles
    •  Guide

    The Charlottesville Challenge is a scenic, moderately hilly ride through the Albemarle County countryside known locally as ...

  • #7 Burkes Garden Ramble

    1 Reviews

    Tazewell, VA

    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 ...
    •  19 miles
    •  Guide

    Deep in the heart of Appalachia, there lies a valley that is the highest, greenest, and, some say, prettiest in the entire ...

  • #8 Luray Classic

    2 Reviews

    Front Royal, VA

    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 ...
    •  83 miles
    •  Guide

    The Luray Classic is one of the most scenic, spectacular, and thrilling rides in all of Virginia. While this classic is designed ...

  • #9 Washington & Old Dominion Railroad Regional Park

    1 Reviews

    Arlington, VA

    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 ...
    •  45.5 miles
    •  Guide

    Beginning amid the capital’s suburban sprawl, the ever popular W&OD Trail heads west through Virginia’s fabled green countryside, ...

  • #10 Ashland Ramble

    2 Reviews

    Ashland, VA

    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 ...
    •  26 miles
    •  Guide

    The Ashland Ramble takes cyclists through the gently rolling farmlands of Hanover County. Riders must fuel up at the start ...

  • #11 Blue Ridge Splendor Cruise

    2 Reviews

    Middleburg, VA

    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 ...
    •  41 miles
    •  Guide

    This 41-mile cruise will bring you close to the Blue Ridge Mountains, past stables and foxhunting country, steeplechase tracks, ...

  • #12 Shenandoah Valley-Skyline Drive Classic

    0 Reviews

    Luray, VA

    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 ...
    •  72 miles
    •  Guide

    This ride will allow you to explore two of Northern Virginia's most famous areas: the lovely Shenandoah Valley and the northernmost ...

  • #13 W & OD Trail Cruise: Through Virginia Countryside

    0 Reviews

    Falls Church, VA

    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. ...
    •  39 miles
    •  Guide

    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. ...

  • #14 Winery and Woods Cruise

    2 Reviews

    Middleburg, VA

    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 ...
    •  31 miles
    •  Guide

    This cruise will take you through picturesque views of endless fields and English rock walls; over rolling hills and around ...

  • #15 Ocean Ramble

    1 Reviews

    Virginia Beach, VA

    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 ...
    •  36 miles
    •  Guide

    With all of Virginia’s beautiful mountains, valleys, rivers, and bay, it’s easy to forget that Virginia also has oceanfront. ...

  • #16 Front Royal to Thornton Gap

    1 Reviews

    Front Royal, VA

    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 ...
    •  31.5 miles
    •  Guide

    This is one of the most popular starting points for extended tours of the Blue Ridge. The closest airports to Front Royal ...

  • #17 Waynesboro Ramble

    2 Reviews

    Waynesboro, VA

    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 ...
    •  27 miles
    •  Guide

    The Waynesboro Ramble takes the cyclist through the far eastern reaches of the spectacular Shenandoah Valley. Starting in ...

  • #18 Hanover Cruise

    1 Reviews

    Hanover, VA

    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, ...
    •  40 miles
    •  Guide

    The Hanover Cruise is a delightful tour through the heart of central Virginia. Starting in the small, historic town of Hanover, ...

  • #19 Mountain Lake Challenge

    1 Reviews

    Blacksburg, VA

    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 ...
    •  33 miles
    •  Guide

    Don’t let the mileage for this ride fool you. This Mountain Lake ride is a challenge. In fact, Tour de France champion Lance ...

  • #20 Fort Hunt Park and Mount Vernon Trail

    0 Reviews

    Alexandria, VA

    The hike starts with a loop through Fort Hunt Park and then leads to an out-and-back excursion on the Mount Vernon Trail, providing hikers with a lovely parkland outing along the Potomac River. ...
    •  3-3.5 hours
    •  7.6 miles
    •  Guide

    The hike starts with a loop through Fort Hunt Park and then leads to an out-and-back excursion on the Mount Vernon Trail, ...