Obstacle Wonderland Hallo-Weird 4 "Relish the Challenge" Adult and Kids Obstacle Course Event

Halloweird 4: In a Pickle
A pickle-themed Halloween obstacle adventure at Obstacle Wonderland
Things are getting weird at Obstacle Wonderland… and this year, we’re in a pickle.
Join us for Halloweird 4, a one-of-a-kind Halloween obstacle event filled with mud, laughs, costumes, challenges, and just the right amount of pickle powered chaos. This is not your average race. This is Obstacle Wonderland where the obstacles are real, the medals are handmade, and the memories usually come with a little dirt on them.
Expect a fun, family friendly Halloween atmosphere with obstacle challenges, themed medals, costumes, and plenty of weird Wonderland energy. Whether you’re racing hard, walking with friends, bringing the kids, or just showing up for the fun, this event is built for all levels.
This year’s theme is all about escaping the brine, conquering the course, and proving you can relish the challenge.
Costumes are encouraged. Laughing is expected. Getting muddy is very possible.
All proceeds from Wonderland Maker Studio items and event extras help support Obstacle Wonderland programs, community projects, and our ongoing mission to keep OCR fun, creative, affordable, and accessible.
We’re also bringing back Donate a Dragon 2. As part of this event, we’ll be collecting and creating 3D printed dragons to donate to children who could use a little extra magic, courage, and joy. Your support helps us continue spreading that Wonderland energy beyond the course and into the community.
Halloweird 4: In a Pickle
Get Ready to Relish the Challenge

Custom Halloween finisher medal guaranteed for the first 100 signups. Shirts are also available for purchase.

Kids Obstacle Course Race for Kids Ages 4-12. Take on obstacles, includes free race photos and a unique finisher medal.

Halloweird 4: In a Pickle
A pickle-themed Halloween obstacle adventure at Obstacle Wonderland
Things are getting weird at Obstacle Wonderland… and this year, we’re in a pickle.
Join us for Halloweird 4, a one-of-a-kind Halloween obstacle event filled with mud, laughs, costumes, challenges, and just the right amount of pickle powered chaos. This is not your average race. This is Obstacle Wonderland where the obstacles are real, the medals are handmade, and the memories usually come with a little dirt on them.
Expect a fun, family friendly Halloween atmosphere with obstacle challenges, themed medals, costumes, and plenty of weird Wonderland energy. Whether you’re racing hard, walking with friends, bringing the kids, or just showing up for the fun, this event is built for all levels.
This year’s theme is all about escaping the brine, conquering the course, and proving you can relish the challenge.
Costumes are encouraged. Laughing is expected. Getting muddy is very possible.
All proceeds from Wonderland Maker Studio items and event extras help support Obstacle Wonderland programs, community projects, and our ongoing mission to keep OCR fun, creative, affordable, and accessible.
We’re also bringing back Donate a Dragon 2. As part of this event, we’ll be collecting and creating 3D printed dragons to donate to children who could use a little extra magic, courage, and joy. Your support helps us continue spreading that Wonderland energy beyond the course and into the community.
Halloweird 4: In a Pickle
Get Ready to Relish the Challenge

# Amy’s Ascent

### Carry a Pumpkin. Climb for Amy. Be Part of the Journey.

As part of **HalloWeird 4 at Obstacle Wonderland**, we’re doing something a little different this year.

We’re climbing for one of our own.

Amy Haskell is a para athlete who has been living with Multiple Sclerosis since being diagnosed in 2008. Her journey has taken her from DEKA events to Spartan racing, a first-place finish at the 2025 Spartan Para World Championship, and completing her first Spartan Ultra in 2026.

Now Amy is preparing for an even bigger challenge:

Climbing Mount Kilimanjaro in 2027 with Dealers of Hope.

Mount Kilimanjaro rises **19,341 feet above sea level**, but every big climb begins with a first step.

So at HalloWeird, we’re taking a few of those steps with Amy.

## 🎃 How Amy’s Ascent Works

For a **$5 donation**, grab a pumpkin and join us for a special ascent at Obstacle Wonderland.

Why pumpkins?

The Multiple Sclerosis awareness ribbon is orange—and since this is HalloWeird, carrying pumpkins seemed like the perfect Obstacle Wonderland way to show our support.

Participants will carry their pumpkin as we make the ascent together in honor of Amy and her journey toward Kilimanjaro.

This is not about racing.
It isn't about being the fastest.
It's about carrying something together for someone who is taking on something extraordinary.

## 🏅 Your Amy’s Ascent Medal

Everyone who registers for Amy’s Ascent will receive a special **Amy’s Ascent commemorative medal**, created by Wonderland Maker Studio specifically for this fundraiser.

Your **$5 registration/donation includes:**

* Participation in the Amy’s Ascent pumpkin carry
* Pumpkin for the ascent
* Special Amy’s Ascent commemorative medal
* The opportunity to directly help Amy on her journey toward Kilimanjaro

Most importantly, you'll know that your small contribution became part of something much bigger.

## 🧡 Why We're Doing This

Amy represents so much of what the obstacle-course community is supposed to be about: adapting, pushing forward, accepting help when necessary, helping others when possible, and refusing to let a challenge define what you are capable of doing.

Obstacle Wonderland has already donated **$500 toward Amy’s Kilimanjaro journey**, and Amy’s Ascent gives our entire HalloWeird community an opportunity to get behind her as well.

Five dollars may seem small.

One pumpkin may seem silly.

One climb around Obstacle Wonderland certainly isn't Kilimanjaro.

But put enough people together, carrying something for the same reason, and those small efforts add up.

### One pumpkin.

### One climb.

### One community behind Amy.

**Grab a pumpkin and climb with us.**

**Let’s help Amy reach the summit.**

🎃 **Amy’s Ascent**
📍 **Obstacle Wonderland — Wallkill, NY**
📅 **October 11, 2026 — during HalloWeird 4: Relish the Challenge**
💵 **$5 Donation/Registration**
DONATE HERE:https://www.gofundme.com/f/resilance-and-hope-climbing-kilimanjaro-with-ms?attribution_id=sl:389414e1-f4fc-443b-85b2-a5211a96d478&lang=en_US&ts=1786047900&utm_campaign=fp_sharesheet&utm_content=amp30-no-carousel&utm_medium=customer&utm_source=facebook