One Epic Challenge - Three Legendary Rides

The CalPass Challenge is back and bigger than ever. For 2026 we’ve added Phil’s Cookie Fondo — turning this into the ultimate California cycling trifecta: high-mountain passes, alpine scenery, and a fun coastal ride with gourmet aid stations. Complete all three iconic rides and earn exclusive awards, custom race plates, event perks, and - of course- bragging rights as a 2026 CalPass rider.

All 3 Events for $399

Event 1 - Tour De Big Bear - Aug 1, 2026

Event 2 - Mammoth Gran Fondo - Sept 12, 2026

Event 3 - Phil’s Cookie Fondo - Oct 24 &25, 2026

Online Registration

Where You’ll Ride

TOUR DE BIG BEAR

Big Bear Lake: 25-100 mi

Road, Gravel, XC MTB

Cycling Expo + Family Events

Event Details

AUGUST 1, 2026

MAMMOTH GRAN FONDO

Mammoth Lakes: 42-102 mi

Road - High Sierra Climbs

Epic descents and alpine views

Event Details

SEPTEMBER 12, 2026

OCTOBER 24-25, 2026

PHIL’S COOKIE FONDO

Malibu: 20-100 mi

10,000+ gourmet cookies on course

The sweetest ride in California

Event Details

WHY RIDERS ARE SIGNING UP

  • An interlocking medal—complete all three events to complete the whole pie, and each event comes with its custom lanyard. MEDAL REVEAL COMING SOON!

  • Unique Number Plate at each event showcasing your elite status as a member of this incredible cycling season.

  • Chip-timed & Event Awards

  • Three Participant T-shirts—one for each challenge!

  • Invitation to purchase the limited-edition CalPass Event Jersey—a high-quality item available only to CalPass riders (jersey reveal coming soon).

  • Post-ride meals to refuel after your accomplishment.

  • Legendary aid stations to keep you energized and hydrated.

  • Access to festivals and live music at each event.

  • VIP perks and other surprise benefits! 

3 EVENT PACKAGE

Entry to all three events + exclusive CalPass Perks for $399

Registration closes July 27th, 2026 - Limited packages available