Longwood Monster Dash

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!!!

Join fellow runners on October 31, 2026 for the Longwood Monster Dash. It's a fantastic 5K featuring a flat and fast course in Longwood.