See the prize(s)
One winner will take it all.
One ride. One seriously BIG prize.
A single ride could score you a new bike AND dream trip!
The Ride Anywhere Challenge is about as easy as it gets — just join the challenge, log one ride of at least one mile between September 15 and November 15, and you’re entered for a chance to win a dream prize package worth nearly $15,000.
One mile. That’s it. Ride around the block. Ride to coffee. Ride wherever. Just Ride Anywhere and you could end up going somewhere incredible.
Download the app. Join the Ride Anywhere Challenge. Ride 1 mile. You're in!
Trek Madone SL 6 Gen 8
A carbon aero road bike with OCLV 500 Carbon and Shimano 105 Di2. One of the best road bikes we build. MSRP ~$5,299.
A fully planned Trek Travel trip for two, anywhere in the U.S.
The winner picks the destination, and Trek Travel handles the rest. Up to $4,500 per person for a 2027 booking — PLUS a $1,000 flight credit.
That's over $15,000 in total prize value!
Frequently Asked Questions
What do I have to do to enter?
Download Ride Club → Join the Ride Anywhere Challenge → Log 1 ride (min 1 mile). That's it.
Is this only for road cyclists?
No! Any rider can enter.
What if I don't want the Madone / want a different bike?
Absolutely! The winner may select another bike of an equal or lesser MSRP from Trekbikes.com. In-stock items only, excluding Project One. See the challenge details for full terms and conditions.
When will the winner be announced?
The sweepstakes closes November 15. Winner will be selected the week of December 15.
Does the trip include flights?
The total prize includes airfare credit in the amount of $1,000. The winner is required to book their own flights. This will not be handled by Trek or Trek Travel.
See full challenge terms and conditions here.