The Oregon Trail Gravel Grinder is a multi-day gravel cycling excursion scheduled for July 2026 in the scenic Cascade Mountains. Organized by Breakaway Promotions, this five-day event offers a variety of participation levels, ranging from the highly competitive Pioneer race to the more relaxed Settler and E-bike categories. Participants enjoy a comprehensive experience that includes catered meals, campsite entertainment, and mechanical support while navigating historic pioneer day-wagon trails. The organizers also offer a Buddy Package for duos and a Tag Team option for those wishing to alternate riding days with a partner. This adventure emphasizes both physical endurance and a high-end outdoor community atmosphere through amenities like gear transportation and professional massages.

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