Bike Rides in Virginia

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Welcome to your calendar for the best organized cycling events near you. From Century Rides, Gran Fondos, and Charity Bike Rides, to Mountain Bike, or Ultra Distance.
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San Mar’s The Great Bicycle Tour of the Historic C&O Canal

Boonsboro, MD, US

Camp, Charity Ride, Kids, Recreational, Tour
12–15 Jul 2025
Featured event

Gettysburg Fall Cycling Weekend

Gettysburg, Pennsylvania, United States

Century, Gravel Grinder, Half Century, Kids, Metric Century, Mountain Bike, Randonneuring, Recreational, Tour
24–26 Oct 2025
Featured event

SJW Membership 2025

Norma, New Jersey, United States

22 Jan 2025 – 1 Jan 2026

Pennsylvania Pine Creek Trail & Ghost Town Trail fully-supported Bike Tour

Blairsville, PA , USA

Recreational, Tour
8–11 Jul 2025

New Holland Bicycle Race #2 2025

New Holland, Pennsylvania, United States

Century, Gran Fondo, Half Century, Metric Century, Recreational, Road Racing, Time Trial, Tour
12 Jul 2025

2025 MTCCD Signature Ride

Dayton, Ohio, United States

Metric Century
12 Jul 2025

Wild & Wonderful West Virginia Gravel fully-supported Bike Tour

Davis, WV, USA

Gravel Grinder, Recreational, Tour
13–17 Jul 2025

19th Annual Doona Sunderdick Columbia Pedal & Paddle

Columbia, Maryland, United States

13 Jul 2025

West Virginia’s Greenbrier River Trail fully-supported Bike Tour

Lewisburg, WV, USA

Recreational, Tour
16–18 Jul 2025

2025 Firefighter 50 Bike ride

Westminster, Maryland, United States

Century, Half Century, Metric Century
20 Jul 2025

Easy Rider GAP fully-supported Bike Tour

Ohiopyle, PA, USA

Recreational, Tour
20–22 Jul 2025

Spellbound Century 2025

Mount Holly, New Jersey, United States

Century, Half Century, Metric Century
26 Jul 2025

New York Erie Canal West fully-supported Bike Tour

Lockport, NY, USA

Recreational, Tour
27–30 Jul 2025

TheNightMare Tour

Reinholds, Pennsylvania, United States

Adventure Race, Century, Randonneuring, Road Racing, Time Trial, Tour
2 Aug 2025

20th Annual Flight of the Dove

Clinton, South Carolina, United States

Metric Century
2 Aug 2025

Sprocket Fuel MTB Race

New Hill, North Carolina, United States

Mountain Bike
9 Aug 2025

Follow the Cross Bike Tour 2025

Honea Path, South Carolina, United States

9 Aug 2025

Ride For Hope 2025

Rogersville, Tennessee, United States

Camp
9 Aug 2025

Pittsburgh to DC: GAP and C&O fully-supported Bike Tour

Ohiopyle, PA, USA

Recreational, Tour
10–15 Aug 2025

Ramapo Ralley 2025

Mahwah, New Jersey, United States

17 Aug 2025

CCAP 5th Annual Benefit Bike Ride

Winchester, Virginia, United States

Recreational
23 Aug 2025

Tour de Saints 2025

Concord, North Carolina, United States

Half Century, Metric Century
23 Aug 2025

Tour de Saints

Concord, North Carolina, United States

23 Aug 2025

NY Seneca Lake Backroads & Brews fully-supported Gravel Tour

Burdett, NY, USA

Gravel Grinder, Recreational, Tour
25–28 Aug 2025

BR2RB Bikeathon

Quarryville, PA

Camp, Century, Charity Ride, Road Racing
5 Sep 2025

2025 Civil War Century

Thurmont, Maryland, United States

Century
6 Sep 2025

Genesee Greenway Challenge

Scottsville NY to Avon NY, New York

Recreational
13 Sep 2025

C3 Rolling Donut Ride

Centreville , Maryland

13 Sep 2025

Assault on the Carolinas 2025

Brevard, North Carolina, United States

13 Sep 2025

C&O Canal fully-supported Bike Tour

Alexandria, VA, USA

Recreational, Tour
14–19 Sep 2025

Breakthrough Challenge

Birdsboro, PA, USA

Charity Ride
14 Sep 2025

Rcdcu Bike to Fight Prostate Cancer

Somerset, New Jersey, United States

Half Century
20 Sep 2025

Jersey Devil Metric Century 2025

Pittsgrove, New Jersey, United States

Metric Century
20 Sep 2025

RCDCU “Bike to Fight Prostate Cancer”

Somerset, New Jersey, United States

Charity Ride
20 Sep 2025

Tour De Habitat Bike Ride – Jackson County Habitat for Humanity

Commerce, Georgia, United States

Charity Ride
20 Sep 2025

Gettysburg and the Civil War 4 day guided bike tour

Gettysburg, PA, usa

Tour
21–24 Sep 2025

New York Empire State Trail fully-supported Bike Tour

Elizabeth, NJ, USA

Recreational, Tour
21–26 Sep 2025

10th Annual #CaringForRare Cycling Event

Stockton, New Jersey, United States

Century, Charity Ride, Metric Century, Recreational, Tour
21 Sep 2025

The Harvest Hundred

Delaplane, Virginia, United States

Century, Charity Ride, Gravel Grinder, Metric Century, Road Racing
21 Sep 2025

Great Allegheny Passage 4-day fully-supported Bike Tour

Ohiopyle, PA, USA

Recreational, Tour
22–25 Sep 2025

Chesapeake Bay and Maryland Eastern Shore fully-supported Bike Tour

Easton, MD, US

Recreational, Tour
30 Sep – 3 Oct 2025

Rescue 1 Century 2025

Social Circle, Georgia, United States

4 Oct 2025

12th Annual Santa Fe Gourmet Classic

Santa Fe, New Mexico, United States

4 Oct 2025

HABPI’s Ride for Trails – Gettysburg

Gettysburg, Pennsylvania, United States

Charity Ride, Recreational
4 Oct 2025

Adamstown Dirty Dozen Hill Climb

Reinholds, Pennsylvania, United States

Adventure Race, Century, Gran Fondo, Half Century, Metric Century, Recreational, Road Racing, Time Trial
4 Oct 2025

2025 Anne Arundel County Lifeline 100 Bicycle Event

Millersville, Maryland, United States

Century
5 Oct 2025

Lifeline 100

Millersville, MD, USA

Century, Charity Ride, Half Century, Kids, Recreational
5 Oct 2025

OTET: Cycle Cincinnati to Cleveland fully-supported Bike Tour

Cincinnati, OH , USA

Recreational, Tour
5–10 Oct 2025

Giro del Vino VIII

Hammonton, New Jersey, United States

5 Oct 2025

Kentucky Bike & Bourbon fully supported tour

lexington , ky, usa

Tour
6–10 Oct 2025

New Holland Bicycle Race #3 2025

New Holland, Pennsylvania, United States

Century, Gran Fondo, Half Century, Metric Century, Recreational, Road Racing, Time Trial, Tour
11 Oct 2025

Covered Bridges Ride 2025

Erwinna, Pennsylvania, United States

12 Oct 2025

Virginia’s Capital Trail & Williamsburg fully-supported Bike Tour

Henrico, VA, USA

Recreational, Tour
12–15 Oct 2025

Rootrock MTB

Chapel Hill, North Carolina, United States

Mountain Bike
19 Oct 2025

Georgia Gold Coast fully-supported Bike Tour

Savannah, GA, USA

Recreational, Tour
19–22 Oct 2025

Velo Palmetto

Greenville, South Carolina, United States

Charity Ride
23–26 Oct 2025

Twin Rivers Challenge

Tallulah Falls, Georgia, United States

Charity Ride, Recreational
25 Oct 2025

STOP, SWAP AND SAVE 2026

WESTMINSTER, Maryland, United States

15–16 Feb 2026

Ocean to Bay Bike Tour

Bethany Beach, Delaware, United States

Century, Charity Ride, Half Century, Metric Century, Recreational
24–25 Apr 2026

2026 PNC Presents Rush to Crush Cancer Bike Ride

Pittsburgh, PA

Charity Ride, Kids, Recreational
17 May 2026
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