Obstacle Wonderland’s “Rise of the Obstacles” 100m Sprint, 5k OCR, and Kids events – Wallkill, NY 2026

Obstacle Wonderland is pleased to bring you the region's best permanent outdoor obstacle course! Welcome all Wonderlanders to our newest event, the "Rise of the Obstacles" for adults and kids! A family fun time, for every fitness level! RISE OF THE OBSTACLES! A New Chapter at Obstacle Wonderland – May 30-31, 2026 Welcome to Rise of the Obstacles, the evolution of Obstacle Wonderland’s signature experience, marking a new chapter where every athlete big, small, young, and old can step onto the course, face real obstacles, and RISE. This is not just a trail run. This is not about miles. This event is all about you versus the obstacles... skill, grit, confidence, and heart. Rise of the Obstacles offers TWO drastically different racing distances to test you on a curated lineup of OW’s most iconic and challenging builds. Every step brings you closer to mastering walls, rigs, crawls, carries, balance challenges, and Wonderland-exclusive creations you won’t find anywhere else. There are no pen