Obstacle Wonderland's "Rise of the Obstacles" OCR Sprint and Endurance 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 Sprint
Event summary
Get ready for an exhilarating weekend at Obstacle Wonderland's "Rise of the Obstacles" event, taking place on May 30-31, 2026, in beautiful Wallkill, Ulster County, New York! This action-packed weekend is designed for everyone, from seasoned athletes to first-time adventurers, with thrilling races for both kids and adults. Participants can choose from two exciting race distances: a heart-pounding 100-meter Sprint OCR, which tests pure speed and technical skill, and a challenging 5K Endurance OCR, combining trail running with a variety of obstacle tasks that will push your limits.
Families can also enjoy the Kids "First Roar" Open Heat, empowering young racers with a fun and supportive introduction to obstacle racing. With no penalties for failure, every participant is encouraged to tackle the course with heart and determination. Plus, all racers will earn unique, themed medals to commemorate their achievements! Join us for a weekend of fitness, fun, and community spirit, where every step on the course is a chance to rise above challenges. Don't miss out on this unforgettable experience at Obstacle Wonderland!
Families can also enjoy the Kids "First Roar" Open Heat, empowering young racers with a fun and supportive introduction to obstacle racing. With no penalties for failure, every participant is encouraged to tackle the course with heart and determination. Plus, all racers will earn unique, themed medals to commemorate their achievements! Join us for a weekend of fitness, fun, and community spirit, where every step on the course is a chance to rise above challenges. Don't miss out on this unforgettable experience at Obstacle Wonderland!
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
KIDS EVENTS SATURDAY 5/30
ADULTS EVENTS SUNDAY 5/31
100 METER SPRINT OCR
OUR 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 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 course
check mark Dense obstacle placementno wasted steps
check mark Grip, strength, balance, and coordination under pressure
check mark Head-to-head competitive format
check mark Fastest times advance
All racers will receive a Sprint finisher medal, and top 3 fastest male and female racers will receive additional podium awards
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 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 an Endurance finisher medal after completing their second race lap, in addition to a ton of swag goodies!
KIDS "FIRST ROAR" OPEN HEAT
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 Kid-friendly obstacles
check mark Supportive staff and volunteers on course
check mark Encouragement every step of the way
check mark Finisher reward for every athlete
All racers will receive a medal at the finish line
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 $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
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
KIDS EVENTS SATURDAY 5/30
ADULTS EVENTS SUNDAY 5/31
100 METER SPRINT OCR
OUR 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 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 course
check mark Dense obstacle placementno wasted steps
check mark Grip, strength, balance, and coordination under pressure
check mark Head-to-head competitive format
check mark Fastest times advance
All racers will receive a Sprint finisher medal, and top 3 fastest male and female racers will receive additional podium awards
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 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 an Endurance finisher medal after completing their second race lap, in addition to a ton of swag goodies!
KIDS "FIRST ROAR" OPEN HEAT
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 Kid-friendly obstacles
check mark Supportive staff and volunteers on course
check mark Encouragement every step of the way
check mark Finisher reward for every athlete
All racers will receive a medal at the finish line
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 $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
-
Kids 50 Meter Sprint OCR "First Roar"
Incl. $1.42 Fee
Sat 30th May 2026 (9:00AM EDT)
$8.42
This is where young athletes step up. The Kids 50 Meter Challenge is a fast, technical obstacle course designed for kids who want a higher level of difficulty and competition. Short in distance but big on challenge, this heat rewards focus, coordination, strength, and smart movement. Every obstacle must be completed as designed. Speed matters but clean execution matters more. check mark 50 meters of non-stop action check mark Advanced, age-appropriate obstacles check mark Emphasis on technique, control, and confidence check mark Timed runs with competitive placement This heat is for kids who love to push themselves, rise to a challenge, and race with purpose. Its not about perfectionits about effort, courage, and learning how to perform under pressure. Theyve found their roar. Now its time to use it dragonfire -
Kids 1k OCR "Dragon Cubs"
Incl. $1.42 Fee
Sat 30th May 2026 (9:00AM EDT)
$8.42
dragon 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 isnt about winning. Its about trying, smiling, and realizing I can do this. check mark Kid-friendly obstacles check mark Supportive staff and volunteers on course check mark Encouragement every step of the way check mark Finisher reward for every athlete Whether its 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. firedragon face -
Adult 100 Meter Sprint OCR "The Crown of Fire"
Incl. $3.10 Fee
Sun 31st May 2026 (8:00AM EDT)
$38.10
This division is for athletes competing to be crowned King and Queen of the Obstacles. The Elite Competitive Division is a head-to-head obstacle challenge designed to identify the most complete athlete. This is not a trail race and not a mileage-based event. Success is determined by obstacle execution, strength, strategy, and resilience. Athletes will face Obstacle Wonderlands most demanding rigs, walls, carries, balance challenges, and exclusive obstacle builds in a continuous competitive format. Elite Rules & Format Mandatory obstacle completion Multiple attempts allowed unless otherwise specified Competitive rules enforced Performance determined by placement and/or final time Failure to complete obstacles may affect advancement or ranking This division rewards athletes who can perform under pressure, manage fatigue, and maintain composure through repeated obstacle engagement. -
Adult 5k OCR "Dragons March"
Incl. $3.10 Fee
Sun 31st May 2026 (8:00AM EDT)
$38.10
The Endurance Heat (Open) is designed for first-timers, weekend warriors, and athletes who want to experience endurance-style racing without elite-level pressure. Youll mix manageable trail running with multiple trips through Obstacle Wonderlands signature rigs and field obstaclesat a pace that lets you learn, adapt, and have fun. This isnt about perfection. Its about finding your rhythm and finishing strong. What to expect check mark Trail sections that allow you to settle in and recover check mark Repeated obstacle and rig exposure without overwhelming volume check mark A supportive, open formathelp, retries, and learning encouraged check mark A focus on completion, confidence, and progress Go out steady and youll find your flow. Take your time on the rigs and youll surprise yourself. The Endurance Heat (Open) is perfect if youre new to obstacle racing, stepping up from shorter formats, or simply looking to challenge yourself in a welcoming environment. Its about moving forward, building confidence, and crossing the finish line proud. -
Teddy Bear Crawl
Sun 31st May 2026 (10:00PM EDT)
Free
Were thrilled to host the Teddy Bear Crawl Foundation event! teddy bearflexed biceps This heartfelt nonprofit delivers joy and comfort to kids battling tough medical journeys. When you register, youll also have the chance to support their mission-because getting muddy 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 https://buy.stripe.com/00waEXasgfQUbwUg3M8AE0K
Reviews
Doing this event?
First-hand event reviews from people who have been there, done that and got the breathable T-shirt, really help everyone choose their next event. You'll be able to review this event once it's taken place.
Location
314 New Unionville Rd, Wallkill, 12589, NY, United States
Who's In
See who else is doing this event
Be the first
No-one has marked this event as 'Doing' or 'Maybe' yet. Will you be the first?
Obstacle Wonderland's "Rise of the Obstacles" OCR Sprint and Endurance events
