
Longwood Monster Dash
Sat, Oct 31, 2026, 8:00 AM EDT
- Location
- Longwood, FL
- 135 W Church Ave, 32750
- Featured distance
- 5K
- Type
- RUN
Sign up and verify details on the organizer’s official page.
At a glance
A Halloween-themed 5K through historic Longwood, supporting local landmark preservation with costume fun and family-friendly vibes.
- Fun
- Quirky
- Festive
- For a Cause
Great for
- For a Cause
- Family Friendly
Join the Longwood Monster Dash, a festive 5K on Halloween through Longwood's historic district. This family-friendly charity event invites runners of all ages to embrace the spooky spirit by wearing costumes and enjoying Halloween music. Your participation directly supports the Longwood Historic Society's vital mission to preserve and restore local landmarks, ensuring these 1870s and 1880s buildings remain for future generations. It's a wonderful way to celebrate the season and contribute to a meaningful cause.
What to expect
- Run a flat 5K course through Longwood's historic district on Halloween.
- Enjoy family-appropriate music, including festive Halloween favorites.
- Dress up for costume prizes and bring little ones for a free kids' dash.
Standout details
- Halloween-themed 5K
- Costume prizes
- Free kids' dash
- Supports historic preservation
Auto-drafted from the public listing — confirm details on the official event page before signing up.
Vibe Check
Easygoing
warm-day exposure
- Warm season
The course
- Flat
- Family-oriented
From the organizer
Be a part of our charity race through the historic district of Longwood. All proceeds will benefit the preservation of our historic landmarks in Longwood through the Longwood Historic Society. The society maintains three buildings within the district, built in the 1870s and 1880s. We need your help to raise money for the continued restoration and preservation necessary to keep them around for another generation! The race will begin and end at the Historic Civic Center in downtown Longwood's historic district.
It will be a fun, family-friendly, and Halloween-themed event. We invite runners to wear costumes and will award prizes for the best costumes. There will be a free kids' dash immediately before the 5K. We will play plenty of family-appropriate music, including Halloween favorites, to get you into the spirit.
The Longwood Historic Society is a non-profit organization. Contributions are tax-deductible. 100% of the proceeds from the race will go to the Society, whose primary mission is to preserve and restore our historic buildings. Our goal for this year is to raise enough money to replace the upper roof of the Bradlee-McIntyre House. Thanks for your help!!!
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