Home Disney World Meet the Headless Horseman with the Return to Sleepy Hollow Event

Meet the Headless Horseman with the Return to Sleepy Hollow Event

Photo: Disney Parks

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

  2. 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.

  3. 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.

  4. To get a photo with the Headless Horsemen character do you have to purchase one of the packages? Does it come will all the packages? Not interested in the pin or movie.

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