Weekend Schedule & Info

Friday, July 30th

Rider Check In / Bib pick up available the day before the Ride

5:00 PM to 8:00 PM

At the Greenfield Hill Church Green, 1045 Old Academy Rd, Fairfield, CT

Saturday, July 31st

The Ride / Post-Ride Celebration

6:00 AM to 5:00 PM
At the Greenfield Hill Church Green, 1045 Old Academy Rd, Fairfield, CT

Schedule of Events

5:30 AM to 7:30 AM
– Rider check in opens / Breakfast available
– Meet your teammates and organize your group for a team photo in front of the clubhouse (Photos taken 6:30 AM to 7:20 AM)
– Create an Honor Flag
– Get your CT Challenge stickers

6:15 AM
100 & 75 mile riders assemble in starting area

6:30 AM
100 & 75 mile rides start

7:30 AM
50, 25 & 10 mile riders assemble in the starting area by distance

7:35 to 7:45 AM
Bike safety remarks, a Salute to Survivors, the National Anthem and Butterfly Release

7:45 AM …and you’re off!
The Ride begins.. Safety is our number one priority. . If you need more time, feel free to stay in back and start at the end. The order of riders departing is as follows:  (1) 100 mile (2) 75 mile (3) 50 mile (4) 25 mile (5) 10 mile. All routes will be released in waves to ensure riders do not bunch up in packs and are evenly spread out on the narrow roads of Fairfield County.

10:00 AM
Post-ride festivities begin

4:00 PM
All riders returned to Greenfield Hill Chrurch & Festivities End

Post-Ride Festivities Details

  • A delicious lunch provided by Cinch, 10:00 AM to 4:00 PM

  – Food wristbands required – non riders, pick up at wristband table 
– Riders are FREE – you will receive wristband at post-ride check in (Includes BBQ)
– Adults (14 yrs old and up): $20 (Includes BBQ)
– Children (13 yrs old & under): $8
– Alcohol provided by Two Roads Brewery (ID Required)


  • Live music 10:00 AM to 4:00 PM (Lineup TBD)
  • Other Activities
    – Yard games and kids activities
    – Program/Center showcase
    – Gift bags …and more!

– Food catered by Cinch
– Beer provided by Two Roads

  • 2021 Rider Handbook (coming soon)
  • 2021 Venue Map (coming soon)
  • 2021 Team Photos will be taken in the designated “Team Photo Area” between 6:30-7:20am. Please refer to the 2021 Venue Map. Coordinate with your team on what time you would like to meet in order to take your team photo.
  • Directions
  • Lodging
  • Bike Safety
  • Bike Rental Information