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Meet the Headless Horseman with the Return to Sleepy Hollow Event

Meet the Headless Horseman with the Return to Sleepy Hollow Event

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The “Return to Sleepy Hollow” begins on September 28 at Disney’s Fort Wilderness Resort & Campground.  This year will offer another level of service with a dessert party option.  Here’s the details:

The “Return to Sleepy Hollow” event is considered a dining option, so you can only book 180 days in advance!  You’ll be given the opportunity to have a Photopass photo with the Headless Horseman and his horse.  It is not a backdrop, but a real character and real horse.

You’ll also receive a collector’s pin and a viewing of the original 1949 Disney animated classic film “The Legend of Sleepy Hollow.”  Each package offers additional options as explained below.

September 28-30

October 3-7

October 10-14

October 17-21

October 24-31


Tri-Circle D Ranch at Fort Wilderness Resort (location check-in for movie & meet and greet) Blacksmith Shop (location of dessert party).  You will be allowed to park at Fort Wilderness with this reservation!

Seating times:<
8:00 PM and 10:00 PM

Also, new this year, they are offering a dessert party at 9:00 PM

8 p.m. show or prior to the movie if you’re viewing the later show.

8:00 PM seating dessert party arrival after the viewing 9:00 PM dessert party.

The “Return to Sleepy Hollow” offering at the Walt Disney World Resort can be booked 180 days in advance for non-resort guests and 180+10 days in advance for resort guests by calling 407-WDW-TOUR

Package Tiers:
Ultimate $60 

  • Access to the Van Tassel dessert party.
  • Reserved seating first five rows for the movie.
  • Limited edition pin.
  • Sleepy Halloween treats bag and logo cup.

Premium $38 (excludes dessert party)

  • Reserved seating 6-10 rows.
  • Limited edition pin.
  • Sleepy Halloween treats bag and logo cup.

General $22

  • Access to watch 37 min movie.
  • 3 years or older will receive the limited edition pin.

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Mollie Lawson

Tuesday 1st of May 2018

Our photo pass person took several different shots and even used our own camera! Have rebooked this!! Was a very magical time!!

Star Michael

Sunday 15th of April 2018

Do they take just the one picture or are you allowed more than one?


Thursday 12th of April 2018

What is the minimum age you recommend this event for?


Friday 13th of April 2018

If they can watch the sleepy hollow Disney movie, they would be okay

Cornelia L Brown

Thursday 29th of March 2018

Nevermind, I called the number above!! FYI, there are only 20 - yes, that is 20 - seats each movie showing, so 40 spots a night. The 8pm on 9/28 is already sold out.

Cornelia L Brown

Thursday 29th of March 2018

I am 180 days out today (3/29) for ADR's during my trip which includes 9/28 but cannot find a way to make the reservation or any mention of the event on my Disney Experience app.


Friday 30th of March 2018

You have to call

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