Community
Fairfield Biking Events, Rides & More
Are you looking for a local bike rides or events to get involved in? Or Just interested in learning more about Fairfield's cycling culture. We got you covered. See below to find the perfect ride or event for you.
Thursday Night Gravel Rides
Whether you're a seasoned cyclist or just starting to get into gravel riding, our welcoming group has a spot for you. Expect to choose from 2 to 3 different route options each week varying in mileage. Then join us for a post-ride hangout afterwards at a local restaurant.
When: Every Thursday (Late April to Labor Day)
Time: 5:30 PM
Where: Leave From The Ride Bike Shop
Follow Our Facebook Page For Gravel Ride Updates:
Fall Sunday Gravel Rides
When: Every Sunday from Labor Day to Mid-November
Time: 1 PM
Where: Varies (See Facebook Page)
Once Labor Day hits, we switch our Thursday Night Gravel Rides over to Sunday Gravel Rides. These rides run until Mid-November or until weather allows. A few select Sundays we do park and rides where we meet in a location outside of Fairfield to ride different gravel roads outside of our community. To learn more about these rides, please follow our Facebook page.
Holiday Lights Ride
When: Mid-December
Time: 6PM
Where: Leave From The Ride Bike Shop
Get into the holiday spirit with the Fairfield Holiday Lights Ride, a festive community bike ride that brings holiday cheer to the streets! Decorate your bike with lights, dress up in your favorite holiday attire, and join us for a magical ride through town. Helmets and front and rear lights are required to keep everyone safe. We’ll wrap up the ride at the town square, where the holiday magic continues—so bring your brightest lights, your best holiday spirit, and let’s make Fairfield shine!
Fairfield Harvest Rush (Iowa Gravel Series)
When: Saturday, October 4th, 2025
Time: 7AM - 2PM
Where: Fishback & Stephenson Cider House
In partnership with the Iowa Gravel Series, The Ride helps sponsor and support the grand finale of the Iowa Gravel Series races. The Harvest Rush brings riders to Fairfield, Iowa, for a spectacular fall gravel adventure. Set against the backdrop of golden fields and crisp autumn air, this race offers a mix of rolling hills, scenic b-level roads, and a welcoming community vibe. Whether you're racing for the podium or just out to enjoy the ride, Harvest Rush is the perfect way to close out the season with a challenge and some unforgettable Midwest gravel magic!
Pence Elementary Bike Safety Rodeo
The Fairfield Area Chamber of Commerce hosts an annual week long Bike Safety and Rodeo event at Pence Elementary After School Program in Fairfield, Iowa. This program is designed to teach children essential bicycle safety skills through interactive activities. Each child engages in various stations that cover topics such as hand signals, road signs, and the rules of the road. The week-long event culminates with a fun obstacle course, where students practiced starting, stopping, and turning. Thanks to sponsors like AERON Lifestyle Technology and The Ride Bike Shop, the program is free for all children. Additionally, Blank Children's Hospital donates helmets, ensuring all students have properly fitted helmets. The week concludes with a graduation ceremony and popsicles at the playground shelter where two bikes donated by The Ride Bike shop are raffled off to two graduating children. If you would like to get involved with this program please reach out to The Fairfield Chamber of Commerce.
Fairfield Loop Trail
Fairfield, Iowa’s Loop Trail is a scenic 16-mile pathway that weaves through woodlands, prairies, wetlands, and parks, offering a perfect escape for cyclists, runners, and nature lovers alike. This well-maintained, multi-use trail encircles the city, connecting landmarks like Chautauqua Park, Maasdam Barns, and Jefferson County Park, while providing breathtaking views of the countryside. Whether you're looking for a peaceful solo ride, a family-friendly outing, or a training route, the Loop Trail delivers a mix of paved and crushed limestone surfaces, gentle hills, and plenty of wildlife sightings. With its beauty in every season, it’s no wonder the Loop Trail is a local favorite!