Theme Parks & Themed Entertainment
“Legend Weekend” brings “The Legend of Sleepy Hollow” to life
Looking for something interesting to do this coming weekend? Then why not head on down to Tarrytown, NY and relive some of the memorable moments from Washington Irving’s classic tale.
“Now gather ’round, while I elucidate About what happens outside when it gets late. Around about midnight, the ghosts and banshees Get together for their nightly jamboree.
There’s ghosts with horns and saucer eyes, And some with fangs about this size. Some short and fat, some tall and thin, And some don’t even bother to wear their skin. I’m telling ya, brother, it’s a frightful sight, To see what goes on in the night.
When the ghosts have a midnight jamboree, They break it up with fiendish glee. Ghosts are bad, but the one that’s cursed Is the Headless Horseman, he’s the worst.
When he goes a-jogging cross the land, Holdin’ his noggin in his hand, Demons take one look and groan, And hit the road for parts unknown.
For there’s no ghost like a spook who’s spurned, They don’t like him, and he’s really burned. He swears to the longest day he’s dead, He’ll show them that he can get a head …”
Now I’m sure that many of you animation fans will recognize that lyric as coming from a song that was prominently featured in Walt Disney Productions’ October 1949 release, “The Adventures of Ichabod and Mr. Toad.” But — for all us baby boomers out there — we remember that song as coming from an entirely different source. A Disneyland long playing album entitled “The Legend of Sleepy Hollow.”
Man, as a kid, I loved that LP. I think that I played that 33 1/3rd album so many times that I eventually wore the grooves right off the record. Not just because “The Legend of Sleepy Hollow” featured this kick-ass version of Don Raye and Gene De Paul’s “Headless Horseman” song. But because this Disneyland recording was a masterful retelling of Washington Irving’s classic tale, “The Legend of Sleepy Hollow.”
Even now, I can picture myself as a kid. Putting that LP on the turntable, dropping the stylus down on the record … and letting “The Legend of Sleep Hollow” just carry me away to Tarrytown.
So imagine my surprise when one day — as I was driving to New Jersey and was about to cross the Tappan Zee bridge — I spy a highway sign that read “Tarrytown.” What?! You mean that Tarrytown is a real place?
It surely is, my friends. And — this time of year — this usually quiet corner of the Hudson Valley comes alive with all sorts of seasonal festivities. As Sleepy Hollow Country (which is what New York’s tourism board likes to call this part of the state) celebrates “Legend Weekend.”
Now — being as big a fan of that Disneyland LP as I am — I just knew that I had to get down to Tarrytown last year and check out the area’s “Legend Weekend” festivities. Which is why — last October — I loaded Nancy and Jeff into the SUV and headed off for the Hudson Valley.
Now I won’t lie to you, folks. “Legend Weekend” is NOT a Halloween celebration on a par with Universal Studio’s Halloween Horror Nights or the Haunt at Knotts Scary Farm. But what it IS is a perfectly charming way to spend a weekend in a particularly scenic section of New York State.
What makes “Legend Weekend” special — particularly for us “Legend of Sleepy Hollow” fans — is that most of the activities take place in and around the area where Washington Irving actually lived and wrote back in the 1800s. For example — on October 24th, 25th, 26th and 31st — you can tour Philipsburg Manor. Which — just for these four days — will be transformed into this eerie landscape lit only by candle lanterns.
And — as your guide leads your group through the darkness — ghosts, ghouls and pirates straight out of Hudson Valley folklore will suddenly loom out of the gloom and tell their scary tales. And — of course — the tour climaxes with an appearance by the Headless Horseman himself. Who comes roaring up out of the darkness on the back of his black steed.
I know, I know. That sounds kind of scary. But — truth be told — “Legend Weekend” is a very family friendly event. Throughout the day, there are games and crafts for the kids to do. Puppet shows to see. Storytellers to listen to. In fact, Hudson River historian and noted storyteller Jonathan Kruk will be on hand this coming weekend to give a dramatic reading of “The Legend of Sleepy Hollow.”
Now please be aware that — over the past few years — “Legend Weekend” has become a very popular event with Hudson Valley visitors as well as area residents. So — if you’re looking to get in on the fun this coming weekend — it might be wise to call ahead at (914) 631-8200, EXT 618 to find out if there are tickets still available.
That said, ticket prices for the “Legend Weekend” events are (by Disneyland standards, anyway) quite reasonable. Adult admission for the daytime events is $9, $8 for seniors and $5 for children (5-17). Admission prices for the evening events are $10 for grown-ups, $5 for kids under 17.
Of course — if you’d prefer to get your frights for free — you can always tour the creepy old cemetery that’s next to the old Dutch Church. Where — it’s said — that the Headless Horseman begins his infamous ride on Halloween night right at the stroke of midnight.
Sounds pretty cool, eh? Well, if you East Coast JHM readers would like to get in on the fun, then I suggest that you visit the Historic Hudson Valley web page. Where you’ll find lots of info on file about this year’s “Legend Weekend” activities.
“…Now he likes them little, he likes them big, Part in the middle, or a wig. Black or white or even red, The Headless Horseman needs a head,
With a hip-hip and a clippity-clop, He’s out lookin’ for a head to chop. So don’t stop to figure out a plan, You can’t reason with a headless man.”
You know what kills me? My own copy of that “Legend of Sleepy Hollow” Disneyland LP vanished into the mists ages ago. Which is why — for years now — I’ve been poking around used record stores, looking for another copy of that record to pop up. I also keep hoping that the Mouse will eventually start selling a CD version of this wonderful 1963 recording. But — to date — that hasn’t happened.
Which is why I’m now turning to my faithful JHM readers. Because I just know that at least one of you hardcore collectors has a copy of this particular recording squirreled away in your Disneyana collection.
So I’m hoping — if I ask nice — that I can get one of you kind souls to dub a copy of your “The Legend of Sleep Hollow” recording for me. So that I can — once more — be transported back to Tarrytown. And get that little piece of my childhood back.
So if you guys could just see your way clear to helping me out here … Man, what a Halloween treat that would be.
Let me know, okay?
Theme Parks & Themed Entertainment
Disney’s Forgotten Halloween Event: The Original Little Monsters on Main Street
When most Disney fans think of Halloween in the parks, they immediately picture Mickey’s Not-So-Scary Halloween Party at Walt Disney World or the Oogie Boogie Bash at Disneyland Resort. But before those events took over as the must-attend spooky celebrations, there was a little-known event at Disneyland called Little Monsters on Main Street. And its origins? Well, they go all the way back to the 1980s, during a time when America was gripped by fear—the Satanic Panic.
You see, back in the mid-1980s, parents were terrified that Halloween had become dangerous. Urban legends about drug-laced candy or razor blades hidden in apples were widespread, and many parents felt they couldn’t let their kids out of sight for even a moment. Halloween, which was once a carefree evening of trick-or-treating in the neighborhood, had suddenly become a night filled with anxiety.
This is where Disneyland’s Little Monsters on Main Street came in.
The Origins of Little Monsters on Main Street
Back in 1989, the Disneyland Community Action Team—later known as the VoluntEARS—decided to create a safe, nostalgic Halloween experience for Cast Members and their families. Many schools in the Anaheim area were struggling to provide basic school supplies to students, and the VoluntEARS saw an opportunity to combine a safe Halloween with a charitable cause. Thus, Little Monsters on Main Street was born.
This event was not open to the general public. Only Disneyland Cast Members could purchase tickets, which were initially priced at just $5 each. Cast Members could bring their kids—but only as many as were listed as dependents with HR. And even then, the park put a cap on attendance: the first event was limited to just 1,000 children.
A Unique Halloween Experience
Little Monsters on Main Street wasn’t just another Halloween party. It was designed to give kids a safe, fun environment to enjoy trick-or-treating, much like the good old days. On Halloween night in 1989, kids in costume wandered through Disneyland with their pillowcases, visiting 20 different trick-or-treat stations. They also had the chance to ride a few of their favorite Fantasyland attractions, all after the park had closed to the general public.
The event was run entirely by the VoluntEARS—about 200 of them—who built and set up all the trick-or-treat stations themselves. They arrived at Disneyland before the park closed and, as soon as the last guest exited, they began setting up stations across Main Street, Adventureland, Frontierland, Fantasyland, and Tomorrowland. The event ran from 7:30 to 9:30 p.m., and by the time the last pillowcase-wielding kid left, the VoluntEARS cleaned everything up, making sure the park was ready for the next day’s operations.
It wasn’t just candy and rides, though. The event featured unique entertainment, like a Masquerade Parade down Main Street, U.S.A., where kids could show off their costumes. And get this—Disneyland even rigged up a Cast Member dressed as a witch to fly from the top of the Matterhorn to Frontierland on the same wire that Tinker Bell uses during the fireworks. Talk about a magical Halloween experience!
The Haunted Mansion “Tip-Toe” Tour
Perhaps one of the most memorable parts of Little Monsters on Main Street was the special “tip-toe tour” of the Haunted Mansion. Now, Disneyland’s Haunted Mansion can be a pretty scary attraction for younger kids, so during this event, Disney left the doors to the Stretching Room and Portrait Gallery wide open. This allowed kids to walk through and peek at the Haunted Mansion’s spooky interiors without actually having to board the Doom Buggies. For those brave enough to ride, they could, of course, take the full trip through the Haunted Mansion—or they could take the “chicken exit” and leave, no harm done.
Growing Success and a Bigger Event
Thanks to the event’s early success, Little Monsters on Main Street grew in size. By 1991, the attendance cap had been raised to 2,000 kids, and Disneyland added more activities like magic shows and hayrides. They also extended the event’s hours, allowing kids to enjoy the festivities until 10:30 p.m.
In 2002, the event moved over to Disney California Adventure, where it could accommodate even more kids—up to 5,000 in its later years. The name was also shortened to just Little Monsters, since it was no longer held on Main Street. This safe, family-friendly Halloween event continued for several more years, with the last mention of Little Monsters appearing in the Disneyland employee newsletter in 2008. Though some Cast Members recall the event continuing until 2012, it eventually made way for Disney’s more public-facing Halloween events.
From Little Monsters to Mickey’s Not-So-Scary and Oogie Boogie Bash
Starting in the early 2000s, Disney began realizing the potential of Halloween-themed after-hours events for the general public. These early versions of Mickey’s Halloween Party and Mickey’s Halloween Treat eventually evolved into today’s Mickey’s Not-So-Scary Halloween Party and Oogie Boogie Bash. Unfortunately, this also marked the end of the intimate, Cast Member-exclusive Little Monsters event, but it paved the way for the large-scale Halloween celebrations we know and love today.
While it’s bittersweet to see Little Monsters on Main Street fade into Disney history, its legacy lives on through these modern Halloween parties. And even though Cast Members now receive discounted tickets to Mickey’s Not-So-Scary and Oogie Boogie Bash, the special charm of an event created specifically for Disney’s employees and their families remains something worth remembering.
The Merch: A Piece of Little Monsters History
For Disney collectors, the exclusive merchandise created for Little Monsters on Main Street is still out there. You can find pins, name tags, and themed pillowcases on sites like eBay. One of the coolest collectibles is a 1997 cloisonné pin set featuring Huey, Dewey, and Louie dressed as characters from Hercules. Other sets paid tribute to the Main Street Electrical Parade and Pocahontas, while the pillowcases were uniquely designed for each year of the event.
While Little Monsters on Main Street may be gone, it’s a fascinating piece of Disneyland history that played a huge role in shaping the Halloween celebrations we enjoy at Disney parks today.
Want to hear more behind-the-scenes stories like this? Be sure to check out I Want That Too, where Lauren and I dive deep into the history behind Disney’s most beloved attractions, events, and of course, merchandise!
Theme Parks & Themed Entertainment
The Story of Mickey’s Not-So-Scary Halloween Party: From One Night to a Halloween Family Tradition
The spooky season is already in full swing at Disney parks on both coasts. On August 9th, the first of 38 Mickey’s Not-So-Scary Halloween Party (MNSSHP) nights for 2024 kicked off at Florida’s Magic Kingdom. Meanwhile, over at Disney California Adventure, the Oogie Boogie Bash began on August 23rd and is completely sold out across its 27 dates this year.
Looking back, it’s incredible to think about how these Halloween-themed events have grown. But for Disney, the idea of charging guests for Halloween fun wasn’t always a given. In fact, when the very first Mickey’s Not-So-Scary Halloween Party debuted on October 31, 1995, it was a modest one-night-only affair. Compare that to the near month-long festivities we see today, and it’s clear that Disney’s approach to Halloween has evolved considerably.
A Not-So-Scary Beginning
I was fortunate enough to attend that very first MNSSHP back in 1995, along with my then 18-month-old daughter Alice and her mom, Michelle. Tickets were a mere $16.95 (I know, can you imagine?), and we pushed Alice around in her sturdy Emmaljunga stroller—Swedish-built and about the size of a small car. Cast Members, charmed by her cuteness, absolutely loaded us up with candy. By the end of the night, we had about 30 pounds of fun-sized candy bars, making that push up to the monorail a bit more challenging.
This Halloween event was Disney’s response to the growing popularity of Universal Studios Florida’s own Halloween hard ticket event, which started in 1991 as “Fright Nights” before being rebranded as “Halloween Horror Nights” the following year. Universal’s gamble on a horror-themed experience helped salvage what had been a shaky opening for their park, and by 1993, Halloween Horror Nights was a seven-night event, with ticket prices climbing as high as $35. Universal had stumbled upon a goldmine, and Disney took notice.
A Different Approach
Now, here’s where Disney’s unique strategy comes into play. While Universal embraced the gory, scare-filled world of horror, Disney knew that wasn’t their brand. Instead of competing directly with blood and jump-scares, Disney leaned into what they did best: creating magical, family-friendly experiences.
Thus, Mickey’s Not-So-Scary Halloween Party was born. The focus was on fun and whimsy, not fear. Families could bring their small children without worrying about them being terrified by a chainsaw-wielding maniac around the next corner. This event wasn’t just a Halloween party—it was an extension of the Disney magic that guests had come to expect from the parks.
Disney had some experience with seasonal after-hours events, most notably Mickey’s Very Merry Christmas Party, which had started in 1983. But the Halloween party was different, as the Magic Kingdom wasn’t yet decked out in Halloween decor the way it is today. Disney had to create a spooky (but not too spooky) atmosphere using temporary props, fog machines, and, of course, lots of candy.
A key addition to that first event? The debut of the Headless Horseman, who made his eerie appearance in Liberty Square, riding a massive black Percheron. It wasn’t as elaborate as the Boo-to-You Parade we see today, but it marked the beginning of a beloved Disney Halloween tradition.
A Modest Start but a Big Future
That first MNSSHP in 1995 was seen as a trial run. As Disney World spokesman Greg Albrecht told the Orlando Sentinel, “If it’s successful, we’ll do it again.” And while attendance was sparse that night, there was clearly potential. By 1997, the event expanded to two nights, and by 1999, Mickey’s Not-So-Scary Halloween Party had grown into a multi-night celebration with a full-fledged parade. Today, in 2024, it’s a staple of the fall season at Walt Disney World, offering 38 nights of trick-or-treating, character meet-and-greets, and special entertainment.
Universal’s Influence
It’s interesting to reflect on how Disney’s Halloween event might never have existed without the competition from Universal. Just as “The Wizarding World of Harry Potter” forced Disney to step up their game with “Star Wars: Galaxy’s Edge,” Universal’s success with Halloween Horror Nights likely spurred Disney into action with MNSSHP. The friendly rivalry between the two parks has continually pushed both to offer more to their guests, and we’re all better off because of it.
So the next time you find yourself trick-or-treating through the Magic Kingdom, watching the Headless Horseman gallop by, or marveling at the seasonal fireworks, take a moment to appreciate how this delightful tradition came to be—all thanks to a little competition and Disney’s commitment to creating not-so-scary magic.
For more Disney history and behind-the-scenes stories, check out the latest episodes of the I Want That Too podcast on the Jim Hill Media network.
History
The Evolution and History of Mickey’s ToonTown
Disneyland in Anaheim, California, holds a special place in the hearts of Disney fans worldwide, I mean heck, it’s where the magic began after all. Over the years it’s become a place that people visit in search of memorable experiences. One fan favorite area of the park is Mickey’s Toontown, a unique land that lets guests step right into the colorful, “Toony” world of Disney animation. With the recent reimagining of the land and the introduction of Micky and Minnies Runaway Railway, have you ever wondered how this land came to be?
There is a fascinating backstory of how Mickey’s Toontown came into existence. It’s a tale of strategic vision, the influence of Disney executives, and a commitment to meeting the needs of Disney’s valued guests.
The Beginning: Mickey’s Birthdayland
The story of Mickey’s Toontown starts with Mickey’s Birthdayland at Walt Disney World’s Magic Kingdom. Opened in 1988 to celebrate Mickey Mouse’s 60th birthday, this temporary attraction was met with such overwhelming popularity that it inspired Disney executives to think bigger. The idea was to create a permanent, immersive land where guests could step into the animated world of Mickey Mouse and his friends.
In the early ’90s, Disneyland was in need of a refresh. Michael Eisner, the visionary leader of The Walt Disney Company at the time, had an audacious idea: create a brand-new land in Disneyland that would celebrate Disney characters in a whole new way. This was the birth of Mickey’s Toontown.
Initially, Disney’s creative minds toyed with various concepts, including the idea of crafting a 100-Acre Woods or a land inspired by the Muppets. However, the turning point came when they considered the success of “Who Framed Roger Rabbit.” This film’s popularity and the desire to capitalize on contemporary trends set the stage for Toontown’s creation.
From Concept to Reality: The Birth of Toontown
In 1993, Mickey’s Toontown opened its gates at Disneyland, marking the first time in Disney Park history where guests could experience a fully realized, three-dimensional world of animation. This new land was not just a collection of attractions but a living, breathing community where Disney characters “lived,” worked, and played.
Building Challenges: Innovative Solutions
The design of Mickey’s Toontown broke new ground in theme park aesthetics. Imagineers were tasked with bringing the two-dimensional world of cartoons into a three-dimensional space. This led to the creation of over 2000 custom-built props and structures that embodied the ‘squash and stretch’ principle of animation, giving Toontown its distinctiveness.
And then there was also the challenge of hiding the Team Disney Anaheim building, which bore a striking resemblance to a giant hotdog. The Imagineers had to think creatively, using balloon tests and imaginative landscaping to seamlessly integrate Toontown into the larger park.
Key Attractions: Bringing Animation to Life
Mickey’s Toontown featured several groundbreaking attractions. “Roger Rabbit’s Car Toon Spin,” inspired by the movie “Who Framed Roger Rabbit,” became a staple of Toontown, offering an innovative ride experience. Gadget’s Go-Coaster, though initially conceived as a Rescue Rangers-themed ride, became a hit with younger visitors, proving that innovative design could create memorable experiences for all ages.
Another crown jewel of Toontown is Mickey’s House, a walkthrough attraction that allowed guests to explore the home of Mickey Mouse himself. This attraction was more than just a house; it was a carefully crafted piece of Disney lore. The house was designed in the American Craftsman style, reflecting the era when Mickey would have theoretically purchased his first home in Hollywood. The attention to detail was meticulous, with over 2000 hand-crafted, custom-built props, ensuring that every corner of the house was brimming with character and charm. Interestingly, the design of Mickey’s House was inspired by a real home in Wichita Falls, making it a unique blend of real-world inspiration and Disney magic.
Mickey’s House also showcased Disney’s commitment to creating interactive and engaging experiences. Guests could make themselves at home, sitting in Mickey’s chair, listening to the radio, and exploring the many mementos and references to Mickey’s animated adventures throughout the years. This approach to attraction design – where storytelling and interactivity merged seamlessly – was a defining characteristic of ToonTown’s success.
Executive Decisions: Shaping ToonTown’s Unique Attractions
The development of Mickey’s Toontown wasn’t just about creative imagination; it was significantly influenced by strategic decisions from Disney executives. One notable input came from Jeffrey Katzenberg, who suggested incorporating a Rescue Rangers-themed ride. This idea was a reflection of the broader Disney strategy to integrate popular contemporary characters and themes into the park, ensuring that the attractions remained relevant and engaging for visitors.
In addition to Katzenberg’s influence, Frank Wells, the then-President of The Walt Disney Company, played a key role in the strategic launch of Toontown’s attractions. His decision to delay the opening of “Roger Rabbit’s Car Toon Spin” until a year after Toontown’s debut was a calculated move. It was designed to maintain public interest in the park by offering new experiences over time, thereby giving guests more reasons to return to Disneyland.
These executive decisions highlight the careful planning and foresight that went into making Toontown a dynamic and continuously appealing part of Disneyland. By integrating current trends and strategically planning the rollout of attractions, Disney executives ensured that Toontown would not only capture the hearts of visitors upon its opening but would continue to draw them back for new experiences in the years to follow.
Global Influence: Toontown’s Worldwide Appeal
The concept of Mickey’s Toontown resonated so strongly that it was replicated at Tokyo Disneyland and influenced elements in Disneyland Paris and Hong Kong Disneyland. Each park’s version of Toontown maintained the core essence of the original while adapting to its cultural and logistical environment.
Evolution and Reimagining: Toontown Today
As we approach the present day, Mickey’s Toontown has recently undergone a significant reimagining to welcome “Mickey & Minnie’s Runaway Railway” in 2023. This refurbishment aimed to enhance the land’s interactivity and appeal to a new generation of Disney fans, all while retaining the charm that has made ToonTown a beloved destination for nearly three decades.
Dive Deeper into ToonTown’s Story
Want to know more about Mickey’s Toontown and hear some fascinating behind-the-scenes stories, then check out the latest episode of Disney Unpacked on Patreon @JimHillMedia. In this episode, the main Imagineer who worked on the Toontown project shares lots of interesting stories and details that you can’t find anywhere else. It’s full of great information and fun facts, so be sure to give it a listen!
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