Fenner Ride 2026 logo
Cycling

Fenner Ride 2026

Date
October 24, 2026
Distance
Under 25 mi · 25–50 mi · 50–100 mi · 100+ mi
Price
$45–$50
Register →

From the Organizer

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!

All participants who register by October 1 will receive a t-shirt. Sizes are subject to availability at packet pickup, and changes cannot be made onsite.
Registration includes: event giveaways, fully supported rest stops, limited sag support, a post-ride meal provided by Sonny's BBQ, 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.

Online registration will close on Friday, October 23 at 3:00 PM. In-person registration will be available at the Big Brothers Big Sisters office from 3:00–6:00 PM, with day-of registration beginning at 6:30 AM at the Clyde L. Gracey Community Center.

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 or visit us at 1320 Creighton Road Pensacola Florida. 

Events

Fenner Ride: 18 Mile Family Fun Ride$45
Fenner Ride: 44.6 Mile Ride$45
Fenner Ride: 64.5 Mile Ride$50
Fenner Ride: 100.3 Mile Century Ride$50

Weather

Typical Conditions

It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.

Typical High

80°

Typical Low

55°

Based on US Climate Normals data from Whiting Field Nas South, 3 mi from the venue.

Sunrise 6:57 AMSunset 6:09 PMDaylight 11h 11m

Host City

About Milton, FL

City Elevation

149 ft

Nearest Airport

PNS

Pensacola International Airport · 13 mi

Time Zone

Central Time

From Endurance Grid

Line up lodging and travel early to lock in your race weekend.

Race Location

Your Next Start Line

What Are You
Waiting For?

Every finish line starts with a single decision. Claim your spot at Fenner Ride 2026, put it on the calendar, and turn “someday” into a start date.

129

Days to train

Race
Fenner Ride 2026
Date
October 24, 2026

From Endurance Grid

About This Sport

Endurance Grid is here to help you understand the sport, decide if it’s the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.

Cycling events range from casual gran fondos to competitive road races. What they share is the sustained effort of putting miles behind you under your own power.

It's a sport that rewards pacing judgment as much as raw fitness. If you're new to cycling events, a local bike shop fitting is worth the investment.

Cycling

Gran fondo, century rides, and road races. Built around sustained effort and pacing judgment.

Frequently Asked Questions (FAQs)

What is the Fenner Ride 2026?
Fenner Ride 2026 is a cycling race held in Milton, Florida on October 24, 2026. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more cycling races near you or explore our sports guides to learn what race day actually feels like.
When and where is the Fenner Ride 2026?
Saturday, October 24, 2026 in Milton, Florida at Clyde L. Gracey Community Center. Check the event page for exact start times and wave schedules.
How do I register for the Fenner Ride 2026?
Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.

Fenner Ride 2026

Oct 24, 2026

Register →