Fenner Ride Presented by Flora McConnell Hammond & Carolyn McConnell Reeder
About this race
Saturday, October 24, 2026
Clyde L. Gracey Community Center
7:30 A.M.
October is a great time to get outside, enjoy the cooler temperatures, reconnect with nature, and enjoy all that life has to offer. Big Brothers Big Sisters of Northwest Florida and the West Florida Wheelmen present the annual Fenner Ride on Saturday, October 24, 2026. All proceeds benefit Big Brothers Big Sisters of Northwest Florida.
Fenner Ride 2026 Information:
Registration will be open until October 24th!
Make sure when registering to select the correct mileage you want to participate in 18-mile family fun, 44.6, 64.5, or 100.3 -mile century ride!
Registration includes: event giveaways, fully supported rest stops, limited sag support, a post-ride meal, great prize opportunities, and a t-shirt for all participants.
Day-of-ride registration begins at 6:30 A.M. Day of registration does not guarantee a t-shirt.* This year there will be a staggered start. 100.3 mi riders begin at 7:30 A.M., 64.5 mi riders begin at 7:40 A.M., 44.6 mi riders begin at 7:50 A.M., and all other riders at 8 A.M.
Packet Pick-Up Information:
Packet pick-up will be at the home of Big Brothers Big Sisters of Northwest Florida located at 1320 Creighton, Pensacola, FL 32504. Packet pick-up is on Friday, October 23rd from 10 AM- 6:30 PM.
This will be a drive-thru pick-up. Please do not exit your vehicle. As you enter our parking lot, you will veer to the left and circle the building. Stop at the open garage doors to get your items. As you exit, please be cautious as it is a tight turn to not hit the building. You may also register and pick up your packet on the morning of the ride starting at 6:30 am.
What is Fenner Ride?
A bike ride takes cyclists from the historic city of Milton, all the way to the woodlands of the Blackwater Forest, and back again. Along the way, the winding course gives a unique chance to experience Northwest Florida’s native wildlife, natural environments, and beautiful scenery.
This cycling event is dedicated to the memory of Fenner McConnell and Matt Wantz. Both men were avid cyclists and former members of the West Florida Wheelmen. Dr. Fenner McConnell, a medical examiner for a four-county district in the Panhandle, was killed in 1998 by a hit-and-run driver as he rode his bicycle across the Bob Sikes Bridge, which connects Pensacola to Santa Rosa Island. Matt was tragically killed while working in a local bike shop.
Questions?
Please contact bbbs@bbbsnwfl.org or call 850-433-5437.
Pick your distance
Cycling
Fenner Ride: 18 Mile Family Fun Ride
This ride is perfect for novice cyclists or the whole family! Register your team and get creative, best costumes will win a prize! Two participants minimum are required to get the group rating. Map Link: https://ridewithgps.com/routes/40676558
Fenner Ride: 44.6 Mile Ride
At 44.6 miles, this mileage is more of a challenge but perfect for moderate cyclists who want to enjoy the great October weather. Map link: https://ridewithgps.com/routes/44931448
Fenner Ride: 64.5 Mile Ride
For the cyclist who wants to break a sweat and push themselves to the limit, 64.5miles is a great option for more advanced riders. Map link: https://ridewithgps.com/routes/44523458
Fenner Ride: 100.3 Mile Century Ride
For the expert and dedicated cyclist, this 100.3 mile ride, packed with scenery and varied terrain, will offer challenge and excitement! Map Link: https://ridewithgps.com/routes/40678279
Typical race-day weather
Based on 6 years of Open-Meteo archive data for this event's race dates in Milton, plus the 3 days either side.
The sun rises at 6:57 AM and sets at 6:07 PM local time (CDT) in Milton on October 24, 2026 — 11h 10m of daylight.
Course
No course map published yet.
The organizer hasn't released a route for this event, and we don't publish guesses. If you're the organizer, send us a GPX file and we'll draw the profile.
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Other races near Milton
Different organizers, within 40 miles, in the next three months
Krul Lake Half Marathon
Uso Runway 5K
Ho Ho Hustle 5k
Great Pumpkin Race 5K
Where this page comes from. Race details were last updated on . We re-check listings regularly and again in the week before race day.
- Entries, prices, waves and inclusions — the event's official registration page
- Temperature and humidity — Copernicus ERA5 reanalysis via Open-Meteo (CC BY 4.0)
- Elevation and terrain relief — Copernicus DEM GLO-90, ESA (CC BY 4.0)
- Comparisons and counts — Race Discovery calendar, 6 Milton events
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