Obstacle Wonderland's "Rise of the Obstacles" 100m Sprint, 5k OCR, and Kids events
- Date:
- Sat, May 30, 2026 at 9:00 AM – 2:00 PM
- Location:
-
314 New Unionville Rd
Ulster County, New York
12589
United States
OpenStreetMap Google Maps - Links:
- runsignup.com
- Tags:
- 2k 5k Kids Run Sprint Trail
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 penalties for failure only the determination to try again! This is a race where the strongest athletes push their limits, and first-timers discover what they’re capable of.
Earn your way to the most epic medal Wonderland has ever forged- a 3D hybrid design with glow accents, obstacle-themed elements, and a backside tribute to the warriors who rise above every challenge. Are you ready?
YES, YOU MAY ENTER MORE THAN ONE RACE DISTANCE
10% DISCOUNT WHEN REGISTERING FOR MULTIPLE EVENTS
AGE GROUP BREAKDOWN
KIDS events Saturday 5/30
ADULTS events Sunday 5/31
ADULTS "CROWN OF FIRE' 100 METER SPRINT OCR
Our fastest, most intense test at Obstacle Wonderland.
This is pure power, precision, and execution. Athletes will face a straight-line, obstacle-packed course designed to push speed, strength, grip, and technical skill to the absolute limit. Every move matters. Any mistake costs time. This heat is built for athletes who thrive under pressure and can move aggressively while staying composed. Strategy matters but execution wins. If you want a true test of obstacle skill where speed meets mastery, this is where you prove it. One course. One shot. One champion.
What to expect:
✔ A short, explosive competitive course
✔ Dense obstacle placement no wasted steps
✔ Grip, strength, balance, and coordination under pressure
✔ Two attempts at running the course
✔ Fastest time counts
All racers will receive a finisher medal, and additional podium awards will be given to top overall male and female, plus 1st in each age group.
ADULTS "DRAGONS MARCH" 5K ENDURANCE OCR
Combines a wide variety of obstacle tasks with technical trails and terrain
Our classic race event with a twist run two laps of our newly designed course but with obstacle changes each round. The Endurance race blends a measured stretch of trail running with repeated assaults on Obstacle Wonderland’s signature rigs and field obstacles. Athletes will move in and out of the woods and straight into technical challenges that demand strength, grip, and mental toughness.
What to expect:
✔ Fun, non competitive course
✔ Trail sections to test pacing and recovery
✔ Multiple passes through rigs and obstacles
✔ Strength and grip fatigue build with every lap
✔ Designed to punish poor strategy and reward smart racing
All racers will receive a finisher medal after completing their second race lap, in addition to a ton of swag goodies!
KIDS "FIRE BREATHER" 50 METER SPRINT OCR
Just like the adult version, kids will race side by side for the fastest course clear to see where they stack up against the field of speedsters, to determine the best when it comes to combining strategy and quickness under pressure.
What to expect:
✔ A short, explosive competitive course
✔ Dense obstacle placement no wasted steps
✔ Grip, strength, balance, and coordination under pressure
✔ Two attempts at running the course
✔ Fastest time counts
All racers will receive a finisher medal, and additional podium awards will be given to top overall male and female, plus 1st in each age group.
KIDS "FIRST ROAR" 1k OCR
Small roar today, big confidence tomorrow. 🔥🐲
Kids First Roar is a fun, empowering introduction to obstacle racing designed to help kids build confidence, courage, and a love for movement. Young athletes will run, climb, crawl, and conquer age-appropriate obstacles in a safe, encouraging environment where effort matters more than speed. This heat isn’t about winning- it’s about trying, smiling, and realizing “I can do this.”
What to expect:
✔ Fun, non competitive endurance course
✔ Kid-friendly obstacles
✔ Supportive staff and volunteers on course
✔ Trail sections to test pacing and recovery
✔ Strength and grip fatigue build with every lap
All racers will receive a medal at the finish line, in addition to a ton of swag goodies!
TEDDY BEAR CRAWL
Every muddy mile helps make a difference!
We’re thrilled to have the Teddy Bear Crawl Foundation joining us at this year's Rise of the Obstacles! This heartfelt nonprofit delivers joy and comfort to kids battling tough medical journeys. A mission is to provide comfort in the form of a teddy bear to children who are admitted into hospitals around the nation.
When you register, you’ll also have the chance to support their mission because getting down for a cause makes every obstacle worth it.. Sign up, get moving, and consider donating to this incredible cause.
CUSTOM MEDALS FOR DONATIONS of $5 OR MORE PLEASE
WEATHER POLICY:
We are a fully outdoor obstacle course. Please dress accordingly and for the weather. Should we experience weather conditions that make our event unsafe, we will make necessary announcements. THAT SAID, our sport is all terrain and all weather! If it’s rainin’ we’re trainin’ and if it’s snowin’ we’re goin’! We don’t mind a little weather but we’ll always make the call with your safety in mind.
VOLUNTEERS
Arrival time- 7:30am - 8:00 am
Your Team leader will be coordinating all volunteers, please see her for your assignment! A GIANT thank you to all our volunteers! We couldn't make our events so great without the helping hands we have on deck. That said, there is always a need for volunteer help so if you're coming to watch and would like to help a bit, please let us know!
PARKING:
Please follow the signs for "EVENT PARKING" and parking attendants will guide you to your parking space. Due to the weather, parking will be as follows !!! 1) 4 wheel - AWD - High clearance vehicles will park on the upper field- All others please park below. 2) PLEASE BACK INTO PARKING SPOTS TO ENSURE SAFE DEPARTURES! 3) Please do not block driveways.
RESTROOMS:
Portable restrooms are accessible at the back of the field near tier-one parking.
As always, we thank you for your support! We’ve grown into what we are today by word of mouth, so if you have a great time, please tell a friend, and post about us online!
Your gracious host at Obstacle Wonderland,
Gabe Capobianchi
The official course address is:
Obstacle Wonderland
314 New Unionville Road
Wallkill NY 12589
Phone number: 845-629-7922