New Date, Same Great Ride

Bike/Walk Central Florida Board Members at 2018 Bike 5 Cities

Join Bike/Walk Central Florida for the annual Bike 5 Cities  ride event with stops in Winter Park, Eatonville, Maitland, Casselberry, and Orlando. Bike 5 Cities ride event is rescheduled for Saturday, October 3, 2020. Ride Registration opens on  August 15.

Give us your email so you can be the first to know when registration opens! 

All About Bike 5 Cities

Bike 5 Cities 2019

Who: Riders of any age, experience or ability level. It’s for those who like to take it slow while discovering where to comfortably ride their bikes — whether it’s through a neighborhood, down a local trail, or to a shop, restaurant and park in one of the five cities. 

What: Bike 5 Cities Ride is a 28-mile regional bike-ride. See map. 

When and where: Saturday, October 3, 2020 – Again this year, you can start your the ride city and follow the marked Bike5Cities way finding signs allowing you to ride as long or as far as you wish.  The other option is to join the escorted group ride that leaves from Mead Garden (Winter Park).  For the group ride, you’ll be escorted by  Ride Ambassadors and police escorts at certain intersections. Click for full 2020 route.

Registration Fee: Due to COVID-19, we are determining the best ride logistics so everyone has a safe, fun and HEALTHY ride.

NEW THIS YEAR: Based on your feedback, we will ride the Bike 5 Cities route will run clockwise. The group ride will start at Mead Garden in Winter Park with the first stop at the town of Eatonville and then Maitland, Casselberry, Winter Park (Cady Way Trail), Orlando, and wrapping up at the starting point, Mead Garden. Click to see the map.


Bike 5 Cities Needs You  

Bike 5 Cities 2019

Looking to sponsor the event?

Join the great local businesses who have been part of Bike 5 Cities’ success over the last three years. Inquire on how you can get your name in front of hundreds of local riders, city planners, elected representatives, your mayor and more! 

Want to volunteer?

Bike 5 Cities will need plenty of volunteers leading up to, and during the event. We need people to help organize and deliver registration materials, help mark the course, pass out shirts to riders, and be a ride leader or ride marshal.

We need you. Contact Emily Hanna at [email protected].

Ways to Explore 

At Bike/Walk Central Florida, our mission is to help make biking and walking an everyday activity. That is why we’ve provided you with fast, simple access to maps and resources to make exploring easier. 

  Bike 5 Cities Route (Google Map) Bike 5 Cities Route (Ride with GPS)  
  Local Trail Information & Maps Bicycle Safety Resources  

Bike 5 Cities 

Bike 5 Cities started as a simple idea to create a bike-friendly route through the Orlando metro area to show people where they can ride comfortably. As the ride’s popularity skyrocketed, it has turned out to be an advocacy asset in the movement to push for more bike-friendly infrastructure in not only the 5 cities but throughout Metro-Orlando. Because Bike/Walk Central Florida is an advocacy organization, the Board and staff uses the Bike 5 Cities route map to remind public officials, local leaders and residents that people want safe, accessible places to ride their bike whether it’s in their neighborhood, over to a friend’s house, to work, or down a trail.  Hear from Bike 5 Cities architect, Lisa Portelli.

Bike 5 Cities in Pictures

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See more on Flickr


5 Unique Cities – 1 Exceptional Ride

Mead Botanical Garden, 1500 S Denning Dr., Winter Park

Mead Botanical Garden is a 48-acre urban oasis located in the heart of beautiful Winter Park.  The park has a community garden, an amphitheater, quiet nature trails, and a bicycle trail that wraps around the northern border and connects to the Orlando Urban Trail. The group ride will start and finish here.

Eatonville Town Hall, 307 E. Kennedy Blvd., Eatonville

The Town of Eatonville claims Central Florida’s most comfortable communities to ride a bicycle. A ride through the historic downtown, on one hand, takes you back to the Harlem Renaissance, on the other hand, you can see how much the Town has invested into complete streets: wide sidewalks, raised crosswalks, slow speed limits. Visit Florida calls it a “cultural gem.” 

Maitland Community Park, 1400 Mayo Ave., Maitland

Maitland offers residents a suburban feel, just a few miles away from downtown Orlando. Visitors say Maitland Community park is a great place to go and experience nature and try out their trails.  Recently, Maitland has invested in great bike trails and way-finding signs.

Wirz Park, 806 Mark David Blvd., Casselberry

Enjoy a family-friendly route partially along the Casselberry Greenway Trail, taking you to Carriage Hill Drive and then to Wirz Park via Zinnia and Wilshire. Wirz Park is a 29-acre park has a pool, playground, basketball court, and picnic area. Casselberry was the first city in Florida to adopt a healthy community component into their comprehensive plan.

 Lake Druid Park, 899 Coy Dr., Orlando

Come and enjoy Orlando’s Lake Druid urban mountain bike park with a pump track, junior pump track and single-track trail, a fenced dog run, and a community garden. Orlando is working diligently to close the gaps of their bicycle beltway to connect all parts of the City Beautiful with bike trails.