Event Description
Obstacle Wonderland is pleased to bring you the region's best perement Obstacle Course
Welcome all Wonderlanders! Thank you for supporting our super fun super competitive "Rise of the Obstacles" event for adults and kids! Always a family fun time for every fitness level!
We appreciate and admire everyone who will be out there enjoying our "grassroots" style obstacle course! We’ve grown into what we are today by word of mouth, so if you have a great time, please tell a friend. Post about us online! We appreciate the support and are proud to give athletes a space of their own in the Hudson Valley.
RISE OF THE OBSTACLES
A New Chapter at Obstacle Wonderland – MAY 31 2026
Welcome to Rise of the Obstacle, the evolution of Obstacle Wonderland’s signature experience.
This is not a trail run. This is not about miles.
This event is all about you versus the obstacles skill, grit, confidence, and heart.
Designed for athletes, beginners, families, and anyone ready to test themselves, Rise of the Obstacle pushes you through 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 is no penalty for failure only the determination to try again.
There is no racing the clock only the personal challenge to conquer what stands in front of you
This is a race where the strongest athletes push their limits, and first-timers discover what they’re capable of.
**Endless attempts. Pure accomplishment.
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.
Rise of the Obstacle marks a new chapter for Obstacle Wonderland.
A chapter where every athlete big, small, young, old can step onto the course, face real obstacles, and rise.
Are you ready?
100-Meter Obstacle Heat
Welcome to the 100-Meter Competitive Obstacle Heat—the fastest, most intense test at Obstacle Wonderland.
This is not about endurance.
This is not about mileage.
This is pure power, precision, and execution.
Athletes will face a straight-line, obstacle-packed 100-meter course designed to push speed, strength, grip, and technical skill to the absolute limit. Every movement matters. Every mistake costs time. There is nowhere to hide.
What to Expect:
✔ A short, explosive 100-meter course
✔ Dense obstacle placement—no wasted steps
✔ Grip, strength, balance, and coordination under pressure
✔ Head-to-head competitive format ( for elites )
✔ Fastest times advance
This heat is built for athletes who thrive under pressure, recover instantly from failure, and can move aggressively while staying composed. Strategy matters—but execution wins.
One course. One shot. One champion.
If you want a true test of obstacle skill where speed meets mastery, this is where you prove it.
Endurance Heat
Rise of the Obstacle
This heat is where engine meets grit.
The Endurance Heat 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, back onto the field, and straight into technical challenges that demand strength, grip, and mental toughness over and over again.
This isn’t a straight run.
It’s a rhythm you have to survive.
✔ 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
Go out too hot and the rigs will humble you.
Hold back too much and the clock will catch you.
The Endurance Heat is for athletes who can run when tired, grip when smoked, and think under pressure. It’s not about one big move—it’s about holding it together when everything starts to fall apart.
Awesome finisher medals different for each heat and tons of swag !
Kids OPEN " Dragon Cubs " Heat
🐉 Kids First Roar
Rise of the Obstacle
Every dragon has a first roar and this is it.
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.”
✔ Kid-friendly obstacles
✔ Supportive staff and volunteers on course
✔ Encouragement every step of the way
✔ Finisher reward for every athlete
Whether it’s their very first obstacle race or the next step in their journey, Kids First Roar is about discovering strength, having fun, and leaving the course a little braver than when they started.
Small roar today.
Big confidence tomorrow. 🔥🐲
Start Time:9:00am EDT
End Time:2:00pm EDT
10% discount when registering for multiple events !
TEDDY BEAR CRAWL
We’re thrilled to have the Teddy Bear Crawl Foundation joining us at this years 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. Every muddy mile helps make a difference!
**** CUSTOM MEDALS FOR DONATIONS $5 OR MORE PLEASE
The official course address is:
Obstacle Wonderland 314 New Unionville Road Wallkill NY 12589
Phone number: 845-629-7922
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 Guide:
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.
Day of Event Schedule:
Registration opens: 8:00am
Kids 1k Race - between 8:30 am
Conquer more than 30 obstacles at your own pace while others on the course and our certified Spartan coaches support and cheer you on!
Course obstacles include: well.....youll have to show up to see :)
your gracious host at Obstacle Wonderland
Gabe Capobianchi
