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Cycling Found In Pennsylvania

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Cycling Found in Pennsylvania 2026 - 2027

Pennsylvania is the perfect place to try out a Gran Fondo. Browse our comprehensive listings of bike races in Pennsylvania 2026 - 2027. Stunning vistas, forest-lined bike trails and miles of sweeping mountain roads make for tough but rewarding days out on the bike in the Keystone State. A Gran Fondo is a great way to get out on new routes with like minded folks. Usually these are relatively long, non-competitive bike rides. The term translates more or less to ‘big ride’. Don’t be worried if you don’t fancy a 100 mile epic, most events have multiple distances from 25 miles up so whatever you fancy there’ll be the right challenge for you. For a great day out why not try the Gran Fondo Hincapie in Lehigh Valley and see all that Pennsylvania has to offer. Whatever you fancy check out our exhaustive 2026 - 2027 Pennsylvania Gran Fondos calendar list below, and use our month, distance and terrain filters to find your next challenge.

Race Calendar: Cycling Found In Pennsylvania

🚀Boosted

Breakthrough Challenge Social Rides

Ardmore, Pennsylvania
Sun 20 Sep 26
Free
🚀Boosted

Delaware Canal Dryland Mushing Challenge (By Volancy Dogs) | Canicross & Bikejor

Yardley, Pennsylvania
Thu 01 Jan 26 - Wed 30 Dec 26
$27.50 - $48.70
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9/11 Trail 25th Anniversary Cycling Challenge

New Eagle, Pennsylvania
Thu 01 Jan 26 - Sat 31 Oct 26
$107.00

Delaware Canal Dryland Mushing Challenge (By Volancy Dogs) | Canicross & Bikejor

Yardley, Pennsylvania
Thu 01 Jan 26 - Wed 30 Dec 26
$27.50 - $48.70

Wit You Ride

Philadelphia, Pennsylvania
Sat 08 Aug 26 - Wed 30 Dec 26
Free

Fifth Street Cross (Weekly Cyclocross and 5k Series)

Emmaus, Pennsylvania
Thu 03 Sep 26 - Thu 19 Nov 26
$22.20

Fifth Street Cross Series

Emmaus, Pennsylvania
Thu 03 Sep 26 - Thu 19 Nov 26
$24.32 - $211.94

Breakthrough Challenge Social Rides

Ardmore, Pennsylvania
Sun 20 Sep 26
Free

Happy Valley Town Series (9/16, 9/23, & 9/30)

Boalsburg, Pennsylvania
Wed 23 Sep 26
$11.60 - $16.90

Mount Pleasant Challenge

Cambridge Springs, Pennsylvania
Sun 27 Sep 26
$5.90 - $62.55

Breakthrough Challenge

Birdsboro, Pennsylvania
Sun 27 Sep 26
$25.00 - $90.00

GTT Pedal & Treat

Ebensburg, Pennsylvania
Sat 10 Oct 26
Free

The Gettysburg Loop Tour

Harrisburg, Pennsylvania
Wed 21 Oct 26 - Tue 27 Oct 26
$998.50

IM ABLE Foundation's Ruck & Roll

Wernersville, Pennsylvania
Sat 14 Nov 26
Free - $59.30

Fifth Street Cross - Black Friday 100

Emmaus, Pennsylvania
Fri 27 Nov 26
$27.50

2027 PNC Presents Rush to Crush Cancer Ride

Pittsburgh, Allegheny
Sun 16 May 27
Free - $130.00

Bike-A-Thon

Philadelphia, Pennsylvania
Sun 06 Jun 27
$27.50 - $54.00

Downingtown Good Neighbor Day - Firetrucks and Fireworks 2027

Downingtown, Pennsylvania
Sun 04 Jul 27
Free - $55.50

Yough-n-Roll

Boston, Pennsylvania
Sat 19 Sep 26
$27.50
Showing 1-17 of 17 results

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