Chester County’s rolling hills and charming towns are the perfect playground for athletes and outdoor enthusiasts at a myriad of cycling events. The cycling season is vibrant in Chester County’s Brandywine Valley and one may participate or enjoy the spectacle. Here are some of the upcoming cycle-centric activities throughout the bucolic countryside:

 

May is National Bike Month and Chester County’s rolling hills and charming towns are the perfect playground for athletes and outdoor enthusiasts at a myriad of cycling events. 

The summer cycling season is vibrant in Chester County and one may participate or enjoy the spectacle. Don't miss The Annual French Creek Iron Tour, Cycling for Open Space, taking place on Sunday June 8, 2025. Riders in this event have a direct impact on preserving the magnificent countryside surrounding them. The Iron Tour does not refer to endurance as in “Iron Man” but to Chester County’s rich iron and steel legacy. Join more than 1400 riders at the French Creek Iron Tour; there are courses ranging from 11 to 100 miles welcoming riders of all levels and ages. 

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Annual French Creek Iron Tour, June 8th

Bikes and Beers Downingtown hosted by Victory Brewing, Downingtown on Saturday, June 21, 2025. This celebration of cycling (and brews!), features a 15, 30, and 45-mile ride departing from Victory Brewing, Downingtown, PA and travels through the stunning countryside. All levels are welcome and all rides feature fueling stations, marked routes, rest stops, refreshments and more. Finish back at Victory for a fun atmosphere of refreshing craft brews – registration includes two complimentary beers and a Bikes & Beers 2025 pint glass! There will also be live music, food trucks, games and a charity raffle.  

Bring the family and get ready to hit the dusty trail at The Phoenixville XC Tree Tangle at Yeager's Farm Market on Sunday, August 3, 2025. Hosted by More Kids on Bikes, an organization dedicated to getting kids of all ages into cycling, enjoy a 4.5 mile race, with fun activities waiting for you afterwards like a beer garden, raffles, food, adventure zones and so much more.

On Saturday September 20, 2025, explore the scenery, glimpse the history, and discover the allure of the Brandywine at the seventh annual Bike the Brandywine. The ride consists of three routes with distances of 25, 45 or 80 miles that highlights the region’s recreational attractions, natural and cultural features, and open space. The ride begins and ends along the banks of the Brandywine River at Chadds Ford Historical Society. Participation helps support the open space and clean water initiatives of the Brandywine Conservancy.

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Bike the Brandywine, September 20th

Celebrate cycling and more while exploring the beautiful landscape of Chester County’s Brandywine Valley.