Longwood Historic Society Monster Dash 5K

Saturday October 26, 2019

in Historic Downtown Longwood

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About the race

Come be a part of our second annual through the historic district of Longwood. All of the proceeds will go to benefit historic preservation in Longwood, via the Longwood Historic Society. The society maintains three buildings within the district that were built in the 1870s and 1880s. We need your help to raise money for the continuous restoration and preservation necessary to keep them around for another generation!

The race will be fun, family-friendly and Halloween themed. We invite runners to wear costumes and will be awarding prizes for the best costumes. There will be a free kids dash immediately before the 5K. Top three medals will be given to 5K winners for overall and each five-year age bracket.

The race will begin and end at the Historic Civic Center in downtown Longwood's historic district. We will have an after party in front of the Longwood Inn with burgers, hotdogs, beer, wine, soda, and waters. Each race participant will receive one free drink ticket with their entry.

We will have an announcer/DJ to help set the tone. Will be plenty of family appropriate music, including some Halloween favorites!

The Bradlee-McIntyre House will be open for tours with our docents. So if you've never had the chance to tour this treasure, this will be a great opportunity.

The Course

The race will start and finish in front of the Historic Civic Center on Church Avenue. It will run down Church Avenue and through the brand new Reiter Park. Then runners will head west down Warren Avenue, north on Rangeline, back east on Church, one more pass through Reiter Park, and then back down Church into beautiful Historic Longwood!

View our Course Map.

The start/finish line will be in front of the Historic Civic Center, which is at this address:

135 West Church Avenue
Longwood, FL 32750

The After Party

We will host a party after the race is over. We will offer various refreshments, including adult type and kid friendly options. We'll also be grilling out hotdogs and have some other snacks in kind of a street party type atmosphere! We will have fruit and veggie trays. Drink options will include “Monster Mimosas,” beer, wine, soda, and waters.

Costume Contest

We will have scouts, perhaps some local dignitaries, out there observing the crowd looking for the best costumed runners out there! They will be jotting down the bib numbers of their favorites.

From that pool of selectees, and perhaps with some audience help, we will determine the winners for best themed runners. Prizes will be awarded to those selected including gift certificates to local establishments.


Beat the crowd and pick up your packet early! Packets will be available at Fleet Feet in Altamonte Springs on Friday (October 25, 2019) between 10AM and 5:30 PM. The address for that location:

303 Altamonte Springs Dr (Renaissance Center) # 1140,
Altamonte Springs FL 32701

(407) 772 2233


The 5K race will be chip timed by Ultimate Racing using the Jaguar Timing System. Results will be available instantly online and runners will be able to sign up for text message notifications of the finish time.


After the race, our MC will kick off the awards ceremony. We will present plaques to the top three overall in each gender. Age group awards for these brackets: 12 & Under, 13-15, 16-19, 20-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65-69, 70+. Then we will present a few awards and gift certificates for the top costumed runners.


We will be hosting a VIP reception for our sponsors on Thursday, October 24, 2019 @ 5:30PM-7:30PM at the Historic Civic Center. We will have drinks and hors d'oeuvre as a thank you to our wonderful sponsors who make this event possible and allow us to continue our important preservation work!


7:00 AM - Registration

7:45 AM - Kid's Dash

8:00 AM - 5K Run

8:00 AM - Bradlee-McIntyre House Open for Tours

9:00 AM - After Party at Historic Civic Center

9:20 AM - Awards



135 W Church Ave
Longwood, FL US 32750


Registration open through October 25, 2019 @ 11:59 PM

Entry Fee
Early Bird Discount (Until September 30, 2019): $25
Normal Entry (October 1-18, 2019): $30
Week Of Event (October 19-26, 2019): $40


The Longwood Historic Society is a non-profit and contributions are tax deductible. 100% of the proceeds from the race will go to the Society and it's primary mission to preserve and restore our historic buildings. We have much-needed repairs to make to the Bradlee-McIntyre House and the proceeds from the event will help make that possible. Thanks for your help!!!


There will be plenty of parking in downtown Longwood. There is a city lot, across from the Longwood Community Building on Warren Avenue. The City Hall complex, Longwood Inn, and Reiter Park have additional spaces. And overflow parking in the Sun Rail parking lot and garage, just across Ronald Reagan Blvd., is also available (Sun Rail does not run on Saturdays).


Longwood Monster Dash 2019 Course Map

2018 Race

Thanks to our Sponsors

Want to be a sponsor?

Platinum Sponsors

Gold Sponsors


Silver Sponsors


Bronze Sponsors

Koval Insurance

The Byrne Family

The Spinner Family

CPH Engineers

Jan Stiemel State Farm

Longwood Tile & Marble

Product Marketing Group