Skip to main content
Date:
Sat, Oct 31, 2026 at 7:45 AM – 7:50 AM
Location:
135 W Church Ave
Longwood, Florida
32750
United States
OpenStreetMap Google Maps
Links:
runsignup.com
Tags:
5k Run

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!!!

More races nearby

  • Grand Living Park at Lake Mary 11th Annual 5k Fun Run and Walk [runsignup.com]

    Sat, Apr 11, 2026 at 7:30 AM

    Description

    Join Us for the 11th Annual Grand Living Park at Lake Mary 5K Fun Run/Walk!

    Mark your calendars and lace up your running shoes for the 11th Annual Grand Living Park at Lake Mary 5K Fun Run/Walk, a...

    Join Us for the 11th Annual Grand Living Park at Lake Mary 5K Fun Run/Walk!

    Mark your calendars and lace up your running shoes for the 11th Annual Grand Living Park at Lake Mary 5K Fun Run/Walk, a meaningful event dedicated to raising awareness and support for the Alzheimer’s & Dementia Resource Center (ADRC).

    Event Details:

    📅 Date: Saturday, April 11, 2026

    ⏰ Race Start: 7:30 AM (Arrive early to park, warm up, collect your race bib and shirt, and use the restroom.)

    📍 Location: Grand Living Park at Lake Mary Assisted Living, 1001 Royal Gardens Circle, Lake Mary, FL 32746

    Registration Fees:

    $30 before race day

    $35 on race day

    Registration also available at Front Running Sports (1061 S. Sun Drive, Unit 1097, Lake Mary, FL 32746)

    What to Expect:

    This is a non-chip timed event, perfect for runners and walkers of all skill levels. A clock at the finish line will display your time.

    Awards: The top 3 males and top 3 females will receive awards. All finishers will receive a medal (limited to the first 400 registrants).

    T-Shirts: Free commemorative T-shirts for the first 400 registrants.

    Packet Pick-Up:

    Dates: Thursday, April 2 – Friday, April 3, 2025

    Time: 10:00 AM – 7:00 PM

    Location: Front Running Sports, 1061 South Sun Drive, Unit 1097, Lake Mary, FL 32746

    Same-day packet pick-up available starting at 6:30 AM on race day.

    Whether you're running to beat your personal best or walking to show your support, every step helps make a difference. Join us in beautiful Grand Living at Park at Lake Mary and help raise awareness for this important cause.

    Sign up today and be part of the movement to support the ADRC!

    Become a Sponsor for the 11th Annual Grand Living Park at Lake Mary 5K Fun Run/Walk!

    Support the Alzheimer’s & Dementia Resource Center while showcasing your brand to hundreds of participants in this exciting community event. Sponsorship opportunities include premium visibility, print and digital/online recognition, and more.

    See all the details here: Sponsorship

    Together, we can make a difference!

    Make a Difference Today!

    Can't join us for the race or become a sponsor? You can still support the Alzheimer’s & Dementia Resource Center by making a donation. Every contribution, no matter the amount, helps provide vital resources for caregivers and their loved ones.

    Donate now

    Together, we can bring hope and support to those who need it most.

    4.9 km from Longwood
    1001 Royal Gardens Circle, Heathrow, Florida, 32746, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k Fun Run Run Walk

  • Red Bug Lake Park 50th Anniversary 5K Run/ Walk [runsignup.com]

    Sat, Apr 11, 2026 at 7:45 AM

    Description

    5K Run/Walk to Celebrate Red Bug Lake Parks 50th Anniversary. Come and enjoy all that Red Bug and Seminole County has to offer while participating in the First Ever Red Bug 5k Run/Walk.

    8.2 km from Longwood
    3600 Red Bug Lake Rd, Casselberry, Florida, 32707, United States
    OpenStreetMap Google Maps

    5k Run Walk

  • Doughnut Day 5K [doughnutday5k.com] [Register at runsignup.com]

    Sat, May 30, 2026 at 5:00 AM

    Description

    🍩 9th Annual Doughnut Day 5K 🍩

    Presented by the Rotary Club of Seminole County Sunset

    Run, Walk, and Roll for Scholarships! 🏃‍♀️🍩👨‍👩‍👧‍👦

    May 30, 2026 | 7:00 AM

    Location: 1061 S Sun Drive #1097, Lake...

    🍩 9th Annual Doughnut Day 5K 🍩

    Presented by the Rotary Club of Seminole County Sunset

    Run, Walk, and Roll for Scholarships! 🏃‍♀️🍩👨‍👩‍👧‍👦

    May 30, 2026 | 7:00 AM

    Location: 1061 S Sun Drive #1097, Lake Mary, FL 32746

    Why This Race is Different 🍩✨

    Doughnuts. Doughnuts. And MORE doughnuts! Finally, a race your boss can actually do! Whether you're a seasoned runner, a casual walker, or pushing a stroller while your dog trots alongside—everyone's welcome at Central Florida's sweetest 5K!

    Family Friendly • Stroller Friendly • Dog Friendly

    But here's what makes this race truly special: 100% of proceeds support local students' dreams.

    The Impact of Your Registration 🎓💙

    For over a decade, the Rotary Club of Seminole County Sunset has invested in exceptional local high school students who embody academic excellence, commitment to service, and resilience in the face of personal challenges. Your participation transforms dreams into reality—providing the financial foundation students need to pursue higher education and build brighter futures.

    These scholarships are more than financial support—they're investments in our community's future and celebrations of extraordinary character. Each registration builds confidence, opens doors, and creates ripple effects that benefit our community for generations.

    📖 Meet Our Amazing Scholarship Recipients: View our Scholarship Yearbook

    What You Get 🏅🍩

    • UNIQUE Plush Doughnut Finisher Medal (not edible, but adorable! 6 flavors available—collect them all!)

    • Event T-Shirt (Run Like There's A Doughnut At The Finish Line)

    • FREE Doughnuts at the finish line 🍩

    • FREE Coffee & Refreshments ☕

    • Chip-Timed Race with official results

    • The Sugar Rush Kids Run (FREE for kids 10 and under!)

    • A morning that matters—knowing you're changing lives

    Registration Fees 💰

    Adult (Online through May 29): $35.00

    Youth (Under 18): $25.00 (discount applied automatically)

    Race Day Registration: $39.00 (register online and save!)

    Kids Race (10 and under): FREE 🎉

    Day of Event Schedule 📅

    • 6:00 AM - Registration & Packet Pick-up Opens

    • 7:00 AM - 5K Race Start 🏁

    • 8:00 AM - 'The Sugar Rush' Kids Run

    • 8:15 AM - Awards Ceremony 🏆

    Awards: Top 3 Male & Female finishers

    Packet Pick-Up 📦

    Front Running Sports | 1061 S Sun Drive #1097, Lake Mary, FL 32746

    • Wednesday: 10:00 AM - 7:00 PM

    • Thursday: 10:00 AM - 7:00 PM

    • Friday: 10:00 AM - 7:00 PM

    • Race Day: Starting at 6:00 AM at the race site

    Sponsorship Opportunities 🤝💼

    We're looking for event sponsors and t-shirt sponsors!

    Support local students while getting your business in front of hundreds of community members. We have tent spaces available at the start/finish line for local businesses. This is your opportunity to show your community commitment while gaining valuable exposure.

    Interested in sponsoring? Click the contact button below to learn more!

    Important Information ℹ️

    Timing & Scoring: Disposable chip timing (attached to race bib)

    Unforeseen Cancellation Policy: If the Doughnut Day 5K cannot take place as scheduled, all participants will be switched to the Doughnut Day 5K Virtual Race. Finisher medals and shirts will still be available for pickup at Front Running Sports. Details will be communicated via email and posted on our Facebook page.

    Invite Your Whole Office! 🏢🍩

    This is the perfect team-building event, company outing, or family adventure. Walk, run, stroll, or roll your way to making a difference. Every step supports a student's educational journey. Every doughnut makes it worthwhile. 😊

    Register today and be part of something sweet! 🍩❤️

    With deep gratitude,

    The Rotary Club of Seminole County Sunset

    5.1 km from Longwood
    1061 S Sun Dr, Lake Mary, Florida, 32746, United States
    OpenStreetMap Google Maps

    5k Run Virtual Walk

  • Sazón & Sneakers 5K [runsignup.com]

    Sat, Oct 03, 2026 at 7:30 AM

    Description

    Place

    1061 S Sun Dr

    Lake Mary, FL US 32746

    Race Capacity: Capped at 500 participants secure your spot early!

    Description:

    Join us for the 2nd Annual 5K hosted by Spanish Girls Run, a nonprofit...

    Place

    1061 S Sun Dr

    Lake Mary, FL US 32746

    Race Capacity: Capped at 500 participants secure your spot early!

    Description:

    Join us for the 2nd Annual 5K hosted by Spanish Girls Run, a nonprofit 501.(C) 3 organization rooted in community and movement that’s redefining what a runner looks like and who wellness is for. This race is more than just miles it’s a celebration of culture, visibility, and power in motion. Timed, beginner-friendly, and full of purpose, this 5K honors the closing of Hispanic Heritage Month and fuels our mission to create more inclusive, safe, and empowering spaces in fitness for Latinas, women of color, moms, and allies.

    INCLUDES:

    Chip-timed 5K run/walk

    FREE kids race (ages 10 & under)

    Finisher medals

    Community vendors + sponsor activations

    COURSE -USATF COURSE CERTIFIED

    If you're looking to break your 5K time for the new year, this is the course to run. Fast & Flat

    PROCEEDS HELP FUND:

    • Our annual free Women’s Self-Defense Seminar

    • Miles for Dignity: supporting survivors and promoting safety through movement

    • Meals for the Soul Campaign: providing nourishing meals for women in need

    • Future scholarships to uplift and empower Latina women

    • Race Fee Sponsorships: we’ve already helped a dozen women cross their first finish line and we’re just getting started!

    EVENT SCHEDULE

    6:45 am - Packet Pickup & Registration Opens

    7:30 am – Race Starts

    AWARDS

    Top 3 overall male and female and top 3 male and female age groups will receive awards. Age groups include 7 & Under 8-10, 11-14, 15-17,18-24, 25-29, 30-34, 35-39, 40-44, 45-49, 50-54, 55-59, 60-64, 65-69, 70-74, 75-79, 80-84, 85-89, 90+

    SHIRTS

    Shirt sizes are guaranteed to all participants that register early and once you see "Sold Out" online that shirt size is no longer available.

    PACKET PICK-UP

    Packet pick-up will take place at Front Running Sports date TBA

    PARKING

    Parking will be located around the shopping plaza.

    TIMING & SCORING

    Race will be timed and scored with a disposable chip provided, which will be attached to the back of the bib

    5.1 km from Longwood
    1061 S Sun Dr, Lake Mary, Florida, 32746, United States
    OpenStreetMap Google Maps

    3.1 Miles 5k Run Walk

  • Beyond The Grave 5K [beyondthegrave5k.com] [Register at runsignup.com]

    Sat, Oct 24, 2026 at 4:00 PM

    Description

    Beyond The Grave 5K (Second Annual)

    A Hauntingly Good Run for Education

    Dare to race where the spirits rest?

    Join us for the most thrilling run of the season as you navigate the eerie paths of a...

    Beyond The Grave 5K (Second Annual)

    A Hauntingly Good Run for Education

    Dare to race where the spirits rest?

    Join us for the most thrilling run of the season as you navigate the eerie paths of a historic cemetery under the cover of darkness. The Beyond The Grave 5K isn't just a race—it's an unforgettable Halloween adventure that brings our community together to support tomorrow's leaders.

    What Makes This Race Spine-Tinglingly Special

    🔦 Free Headband Flashlight – Every runner receives a complimentary headband flashlight to illuminate your path through the shadowy cemetery trails. Run safely while embracing the mysterious atmosphere.

    👕 Exclusive Themed Race Shirt – Take home a custom-designed shirt that captures the spirit of this unique event.

    🏅 Epic Finisher Medal – Featuring a gravestone and zombie design, this medal is a badge of honor for conquering the grave!

    🎉 Halloween Atmosphere – Costumes encouraged! Embrace the spooky season and make your race photos legendary.

    🎃 Costume Contest – Come dressed to impress (or terrify)! Awards will be given for:

    • Most Creative Costume – Show us your imagination!

    • Scariest Costume – Make the zombies jealous

    • Best Team/Group Costume – Coordinate with your crew for maximum impact

    • Best Running Costume – Style AND speed!

    Choose Your Challenge

    The 1.8-Mile "Spirit Sprint" – Perfect for those seeking a spooky taste of cemetery running. One hauntingly beautiful loop through the graveyard under the stars.

    The 3.1-Mile "Double Grave Dare" – For the brave souls ready to face the cemetery twice! Loop through the hallowed grounds not once, but twice in this ultimate test of courage and endurance. Simply follow the signs on the race course to take a second loop around.

    Please note: This is not a chip-timed race.

    The Zombie Shuffle Kids Race - FREE!

    👻 Calling all little ghouls and goblins! This FREE 100-yard dash is perfect for young runners who want to join the spooky fun. Watch your little zombies shuffle, sprint, and stumble their way to the finish line in what promises to be an adorable and hilarious photo opportunity!

    Every child receives a finisher medal to commemorate their bravery (while supplies last—but don't worry, every kid goes home with a medal!). The Zombie Shuffle does not include a t-shirt, but the memories (and photos!) will last forever.

    Ages: Young children

    Distance: 100 yards

    Cost: FREE

    Time: 6:55 pm

    Add Some Hair-Raising Fun!

    Upgrade your experience with a Crazy Hair Race Wig ($5) – Stand out with wild, gravity-defying hair in Orange, Blue, Green, Yellow, Purple, or Red. Your race photos will be absolutely killer! 📸👻

    Event Location & Schedule

    Start/Finish Line: Between Seacoast Bank and Ladybird Academy of Lake Mary: 175 Timacuan Blvd, Lake Mary, FL 32746

    Packet Pick-Up

    Front Running Sports – 1061 S Sun Drive #1097, Lake Mary, FL 32746

    • Wednesday: 10:00 am - 7:00 pm

    • Thursday: 10:00 am - 7:00 pm

    • Friday: 10:00 am - 7:00 pm

    • Saturday 10:00 am - 2:00 pm ** NEW***

    Race Day Packet Pick-Up – Starting at 5:30 pm at Seacoast Bank (race site)

    Day of Event Schedule

    • 5:30 pm – Registration & Packet Pick-up Opens

    • 6:55 pm – 'Zombie Shuffle' Kids Race (100 Yard Dash)

    • 7:10 pm – Race Start (Both 1.55-Mile & 3.1-Mile)

    • 8:15 pm – Awards Ceremony & Costume Contest Winners

    Rain or Moon Shine!

    This race happens rain or moon shine—a little weather only adds to the spooky atmosphere! However, safety is our top priority.

    Unforeseen Cancellation Policy

    If for any reason the Beyond The Grave 5K is unable to take place as scheduled, all participants will be switched to the Beyond The Grave 5K Virtual Race. Finisher medals and shirts will still be available for pickup at Front Running Sports. Details will be communicated via email and posted on our Facebook page.

    Run with Purpose

    Every registration directly supports the Rotary Club of Seminole County Sunset Scholarship Fund. For over a decade, we've empowered exceptional local high school students to pursue their dreams through higher education. These aren't just scholarships—they're investments in students who demonstrate academic excellence, dedication to service, and the resilience to overcome life's challenges.

    When you race Beyond The Grave, you're not just conquering a cemetery course—you're opening doors for deserving students and building a brighter future for our entire community. Take a look at some of our exceptional scholarship recipients Rotary Club of Seminole County Sunset Scholarship Yearbook

    Your run. Their future. Our community's legacy.

    Ready to take on the challenge? Register now and prepare for a race experience unlike any other. Whether you're a seasoned runner or a Halloween enthusiast looking for a unique adventure, Beyond The Grave 5K promises thrills, chills, and the satisfaction of supporting an incredible cause.

    See you at the starting line... if you dare! 💀🏃‍♀️🏃‍♂️

    6.4 km from Longwood
    Lake Mary, Florida, 32746, United States
    OpenStreetMap Google Maps

    1 Miles 5k Run Trail Virtual

More races nearby →

Local running shop

See all organizations →
Like Wikipedia, anyone can contribute. Sign up to add your local events.