Obstacle Wonderland's "Rise of the Obstacles" 100m Sprint, 5k OCR, and Kids events

  • Date Sat 30th May 2026 - Sun 31st May 2026
  • Time 9:00AM EDT
  • Location Wallkill, New York
  • Price Free - $38.10
  • Races 5 races
  • Distances 5km, Sprint

Event summary

Get ready for an unforgettable weekend of fun and fitness at Obstacle Wonderland's "Rise of the Obstacles" event, taking place from Saturday, May 30 to Sunday, May 31, 2026, in Wallkill, Ulster County, NY! This exhilarating two-day event is perfect for everyone in the family, featuring a thrilling lineup of races that cater to all ages and fitness levels. Participants can choose from a 100m Sprint, a challenging 5K Obstacle Course Race (OCR), and exciting kids' events designed to inspire the next generation of athletes.

The "Crown of Fire" 100m Sprint will push competitors to their limits with a fast-paced, obstacle-packed course, while the "Dragons March" 5K OCR offers an endurance test with varied obstacles and technical trails. Kids can join in on the action with the "Fire Breather" 50m Sprint and the "First Roar" 1K OCR, encouraging them to build confidence and have fun in a supportive environment. With unique course features, epic medals, and a chance to support the Teddy Bear Crawl Foundation, this weekend promises to be a heart-pounding adventure for all. Don’t miss outβ€”mark your calendars and prepare

Organiser's Description

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 Wonderlands 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 OWs most iconic and challenging builds. Every step brings you closer to mastering walls, rigs, crawls, carries, balance challenges, and Wonderland-exclusive creations you wont 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 theyre 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:
check mark A short, explosive competitive course
check mark Dense obstacle placement no wasted steps
check mark Grip, strength, balance, and coordination under pressure
check mark Two attempts at running the course
check mark 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 Wonderlands 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:

check mark Fun, non competitive course
check mark Trail sections to test pacing and recovery
check mark Multiple passes through rigs and obstacles
check mark Strength and grip fatigue build with every lap
check mark 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:

check mark A short, explosive competitive course
check mark Dense obstacle placement no wasted steps
check mark Grip, strength, balance, and coordination under pressure
check mark Two attempts at running the course
check mark 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 isnt about winning- its about trying, smiling, and realizing I can do this.

What to expect:

check mark Fun, non competitive endurance course
check mark Kid-friendly obstacles
check mark Supportive staff and volunteers on course
check mark Trail sections to test pacing and recovery
check mark 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!

Were 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, youll 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 its rainin were trainin and if its snowin were goin! We dont mind a little weather but well 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! Weve 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

Races

  • Adults "Crown of Fire" 100 Meter Sprint OCR

    Incl. $3.10 Fee

    Sun 31st May 2026 (8:00AM EDT)

    $38.10

    check mark A short, explosive competitive course check mark Dense obstacle placementno wasted steps check mark Grip, strength, balance, and coordination under pressure check mark Two attempts at running the course check mark 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: Age 14-19. 20-29, 30-39, 40-49, 50-59, 60+
  • Adults "Dragon Slayer" 5k OCR

    Incl. $3.10 Fee

    Sun 31st May 2026 (8:00AM EDT)

    $38.10

    check mark Fun, non competitive endurance course check mark Trail sections to test pacing and recovery check mark Multiple passes through rigs and obstacles check mark Strength and grip fatigue build with every lap 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

    Incl. $1.42 Fee

    Sat 30th May 2026 (9:00AM EDT)

    $8.42

    check mark A short, explosive competitive course check mark Dense obstacle placementno wasted steps check mark Grip, strength, balance, and coordination under pressure check mark Two attempts at running the course check mark 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: Age 6-9 and 10-13 Note- kids under 6 will be permitted to run with parent assistance and will not be timed
  • Kids "First Roar" 1k OCR

    Incl. $1.42 Fee

    Sat 30th May 2026 (9:00AM EDT)

    $8.42

    check mark Fun, non competitive endurance course check mark Kid-friendly obstacles check mark Supportive staff and volunteers on course check mark Trail sections to test pacing and recovery check mark Strength and grip fatigue build with every lap All racers will receive a finisher medal after completing their race, in addition to a ton of swag goodies!
  • Teddy Bear Crawl

    Sun 31st May 2026 (10:00AM EDT)

    Free

    Were 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, youll 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 MINIMUM $5 OR MORE** https://buy.stripe.com/00waEXasgfQUbwUg3M8AE0K

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Location

314 New Unionville Rd, Wallkill, 12589, NY, United States

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May 30, 2026

Free - $38.10