Longwood Monster Dash 5K

Longwood Monster Dash 5K takes place in Longwood, Florida, in Seminole County, on October 31, 2026. The 5K run and walk of 3.1 miles starts at 8:00 a.m. and follows a route through the historic district from the Historic Civic Center, with a 200-meter children's dash going first at 7:45 a.m. The race supports the preservation work of the Longwood Historic Society.

A neighborhood course through an older district usually means frequent turns and narrower streets, so start a little further forward than you think you need and run the tangents once the road opens up. The kids' dash finishing before the main race also means families can watch one event and run the other. Costumes are encouraged with prizes for the best, live music runs through the morning, and entry fees go toward restoration projects including a new upper roof for the Bradlee-McIntyre House.