Middletown
Walking Events Calendar near Middletown 2026-2027
Monthly updates for Middletown
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Explore the top walking events near Middletown for 2026-2027! We've gathered 26 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
The Monroe Street Mile takes place on Monroe Street near Charlestown High School and finishes at the town square. It offers a 1 mile walk alongside the run and supports Charlestown High School Cross Country and Track.
Walkers will complete 5K on the outdoor track at Norton Sports and Learning Complex on W Muhammad Ali Blvd in Louisville, covering 12.5 laps. Participation and free health screenings for blood pressure, glucose, cholesterol, HIV, STD/STI and pros..
August 2026
Walkers follow the 5K course starting at Charlestown High School, 1 Pirate Place, Charlestown IN. The event is a run and walk where participants are encouraged to bring their dogs, and registration by July 3rd guarantees an event shirt.
Untimed 1 Mile walk at Waterfront Park, Big Four Lawn in Louisville, KY, held alongside the 5K races. Open to adults and children, the walk raises awareness and funds for the Sarcoma Foundation of America.
Walkers can choose a 1K tasting walk with three sampling stations and a final sample, or walk the 5K route along Waterfront Park and the riverfront. The 5K has water stations and finish line wine, packet pickup is on race day with ID and park..
Walkers can complete as many 1.5 Miles loops as they wish within two hours on a loop course through scenic Joe Creason Park. The course at 1297 Trevilian Way in Louisville welcomes walkers at their own pace alongside running options.
Walkers can choose an untimed 1 Mile fun walk or a chip timed 3.1 Miles run walk on scenic paved trails at Waterfront Park at the Big Four Bridge in Louisville. Walkers, strollers and dogs on fixed length leashes are welcomed and a virtual wa..
Walkers can choose 5K or 1 Mile routes along the scenic Ohio River Greenway Trail from the New Albany Amphitheater. Strollers are welcomed, runners have right of way, and hydration stations sit near mile 0.75 and the turnaround at about 1.55..
September 2026
Walkers may choose an un-timed 2K on paved surfaces or join a chip timed 3.1 Miles 5K on paved park trails starting at Baringer Hill Overlook Pavilion in Cherokee Park. The 2K has no awards, participants line up behind the 5K, and walkers..
Sista Strut Louisville offers a 3K walk beginning and ending at Norton Healthcare Sports & Learning Center on W Muhammad Ali Blvd in Louisville. Walkers receive the official Sista Strut t shirt, a backpack and sponsor giveaways.
Walkers can choose the 5K route at Taylor Creek Farm alongside running races and family activities. Admission is free and representatives from local anti sex trafficking organizations will be on site to share information.
Walkers can take part in a 5K along River Rd in Louisville, starting at 1301 River Rd, KY 40202, alongside the running race. The event gathers participants supporting those affected by brain aneurysms.
October 2026
Walkers can choose a 5K or 1 Mile family fun walk through Sam Peden Community Park in New Albany alongside the running races. Event includes tie dye, face painting, food trucks and family friendly games.
The Louisville Earth Walk at Seneca Park offers a 2K walking course with information tables and water stations. Registration is free and the event raises awareness and funds for local organizations working to protect and improve quality of life.
Walk the 5k course from Hogan's Fountain in Cherokee Park near 745 Cochran Hill Road, Louisville, KY, following park trails and the Scenic Loop. The event is pet friendly with a pet parade, costume contest and a pet bandana at the finish, and off..