Bike Rides in Pennsylvania

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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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Bike 4 Haiti

Pittsburgh, Pennsylvania, United States

Charity Ride, Kids, Recreational, Tour
18–25 Jul 2026
Featured event

STOP. SWAP AND SAVE

WESTMINSTER, Maryland, United States

Century, Cross Country, Cyclocross, Gravel Grinder, Mountain Bike, Recreational, Road Racing
15 Feb 2026

STOP, SWAP AND SAVE 2026

WESTMINSTER, Maryland, United States

15 Feb 2026

Annual Philly Bike Expo

Philadelphia, PA, USA

Adventure Race, Camp, Century, Charity Ride, Cross Country, Cyclocross, Gran Fondo, Gravel Grinder, Half Century, Kids, Metric Century, Mountain Bike, Multisport, Randonneuring, Recreational, Road Racing, Show, Time Trial, Tour
14–15 Mar 2026

Pennsylvania Liberty Bell to Cape May fully supported Bike Tour

Philadelphia, PA, USA

Recreational, Tour
17–22 Apr 2026

New Holland Bicycle Race #1 2026

New Holland, Pennsylvania, United States

Adventure Race, Century, Gran Fondo, Half Century, Metric Century, Recreational, Road Racing, Time Trial, Tour
18 Apr 2026

Batsto 200K 2026

Egg Harbor City, New Jersey, United States

18 Apr 2026

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

Ohiopyle, United States

Recreational, Tour
26 Apr – 1 May 2026

Chesapeake Bay and Maryland Eastern Shore fully-supported Bike Tour

Easton, MD, US

Recreational, Tour
28 Apr – 1 May 2026

Easy Rider GAP fully-supported Bike Tour

Ohiopyle, PA, USA

Recreational, Tour
29 Apr – 1 May 2026

C3 Tri-County Ice Cream Classic

Easton, Maryland, United States

Century, Charity Ride, Metric Century
2 May 2026

Best of Bucks Metric, hosted by Suburban Cyclists Unlimited

Doylestown, Pennsylvania, United States

Half Century, Metric Century, Randonneuring, Recreational, Tour
9 May 2026

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

Ohiopyle, PA, USA

Recreational, Tour
10–15 May 2026

Shenandoah & Skyline Drive fully supported Bike Tour

Leesburgh, VA, USA

Recreational, Tour
10–15 May 2026

Pennsylvania Great Allegheny Passage (GAP) 4-Day fully supported Bike Tour

Ohiopyle, Pennsylvania, United States

Recreational, Tour
11–14 May 2026

Hershey Spring Cycling Weekend

Grantville, pa, USA

Camp, Century, Charity Ride, Half Century, Kids, Metric Century, Mountain Bike, Randonneuring, Recreational, Tour
15–17 May 2026

Brooklyn 200K 2026

Brooklyn, New York, United States

16 May 2026

C&O Canal fully-supported Bike Tour

Alexandria, VA, USA

Recreational, Tour
17–21 May 2026

2026 PNC Presents Rush to Crush Cancer Bike Ride

Pittsburgh, PA

Charity Ride, Kids, Recreational
17 May 2026

C&O Canal fully-supported Bike Tour

Washington, DC, USA

Recreational, Tour
17–21 May 2026

C&O Canal Fully-Supported Bike Tour

Cumberland, MD

Recreational, Tour
17–21 May 2026

4nd Annual Chestertown (MD) Weekend (formerly, Kent County Spring Fling)

Chestertown, MD, USA

Century, Half Century, Metric Century, Multisport, Recreational, Tour
22–25 May 2026

New York Erie Canal West fully-supported Bike Tour

Lockport, NY, USA

Recreational, Tour
26–29 May 2026

Pennsylvania Pine Creek Trail & Ghost Town Trail Fully Supported Bike Tour

Black Lick, PA

Recreational, Tour
26–29 May 2026

Pennsylvania Pine Creek Trail & Ghost Town Fully- Supported Trail Bike Tour

Black Lick, PA

Recreational, Tour
26–29 May 2026

New York Empire State Trail fully-supported Bike Tour

Elizabeth, NJ, USA

Recreational, Tour
31 May – 5 Jun 2026

New York Erie Canal East Fully-Supported Bike Tour

Syracuse, NY

7–11 Jun 2026

NY Seneca Lake Backroads & Brews fully-supported Gravel Tour

Burdett, NY, USA

Gravel Grinder, Recreational, Tour
8–11 Jun 2026

New York Seneca Lake Backroads and Brews fully supported Gravel Bike Tour

Burdett, NY, USA

Recreational, Tour
8–11 Jun 2026

Pennsylvania Great Allegheny Passage (GAP) 5-Day fully supported Bike Tour

Ohiopyle, Pennsylvania, United States

Recreational, Tour
14–18 Jun 2026

Farmland Ride

Flemington, NJ, USA

Recreational
14 Jun 2026

Jim Gent Memorial Bay2Bay Ride – 2026

Betterton, Maryland, United States

27 Jun 2026

New Holland Bicycle Race #2 2026

New Holland, Pennsylvania, United States

Century, Gran Fondo, Half Century, Metric Century, Recreational, Road Racing, Time Trial, Tour
11 Jul 2026

San Mar’s The Great Bicycle Tour of the Historic C&O Canal

Boonsboro, MD

Camp, Charity Ride, Kids, Recreational, Tour
11–14 Jul 2026

Firefighter 50 Bike Ride 2026

Westminster, Maryland, United States

Century, Half Century, Metric Century
19 Jul 2026

Spellbound Century 2026

Mount Holly, New Jersey, United States

Century, Half Century, Metric Century
25 Jul 2026

Keystone State Ride

Manayunk , PA, USA

Charity Ride, Recreational
13 Sep 2026

Lifeline 100

Millersville, Maryland, United States

Century, Charity Ride, Half Century, Kids, Metric Century, Recreational
4 Oct 2026

New York Empire State Trail fully-supported Bike Tour

Elizabeth, NJ, USA

Recreational, Tour
4–9 Oct 2026

2026 Anne Arundel County Lifeline 100 Bicycle Event

Millersville, Maryland, United States

Century
4 Oct 2026

New York Empire State Trail Bike Tour – fully-supported

Elizabeth, NJ, USA

Recreational, Tour
11–16 Oct 2026

Covered Bridges Ride 2026

Erwinna, Pennsylvania, United States

11 Oct 2026
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