Tour Overview
An actress who never left the stage after her final curtain call? German prisoners of war still toiling in the orange groves years after the war is over? The spirit of an artist who couldn’t leave his work unfinished? What is the huge connection that Alfred Hitchcock’s “Psycho” has to Winter Park? Solve all these mysteries on your Winter Park ghost tour!
Come along for a spooky tour through the old bricked streets of Winter Park. For years people would migrate from the north to Winter Park to escape the cold, but some never left as the weather warmed up. This city, with over 100 years of history, has plenty of unusual tales that will make your skin crawl.
While visiting decrepit haunts and grisly sites, you’ll learn the unspoken history of this unsuspecting town, guaranteed to leave your spine-tingling.
Join us for a night of informative, yet entertaining, storytelling filled with creepy tales on this Winter Park ghost tour. We promise to ward off the spirits during your visit, but you’ll leave the night wondering if there’s something paranormal hiding in the dark.
Tour Includes:
- 90 minute Guided Ghost Walking Tour through Winter Park.
- Haunting tales from the fascinating history of Winter Park.
- Interesting facts about the buildings and pioneers who founded and grew the town.
- Every person age 4 and up on the tour must have a ticket.
- Adult Admission: Ages 13+
- Child Admission: Ages 4-12
- Please reserve in advance.
- Confirmations will be sent within 48 hours of booking, subject to availability.
- Not recommended for children under 4.
Exclusions and Extras:
- Tour guide gratuity is not included in the booking price.
- Tour must have at least two guests booked to operate.
Season/Time:
The tour lasts approximately 90 minutes.
Tours originate from the benches in front of the City of Winter Park Administrative Building, located at 401 South Park Avenue (southwest corner of South Park Avenue and West Lyman Avenue), Winter Park 32789. There is free parking behind the building and along the local streets in the area. If coming from the I-Drive or Orlando tourist zones, you may want to allow at least 45 minutes travel time depending on your departure location; check your GPS, Waze, Google Maps or other apps so you can be sure to join our tour in plenty of time.
This tour typically operates on select Thursday evenings during most months of the year. Check the schedule on this page for exact dates.
Please arrive between 7:15pm and 7:20pm; tours depart promptly at 7:30pm. There are no refunds or partial credits for guests who are late to the tour or no-shows. Tours depart rain or shine!
Private and Large Groups
A private tour (ten or more) can be designed for your group to deliver a customized, extraordinary day! For groups of ten or more, please contact experiences@originalorlando.com or (407) 986-8687 to create your unforgettable visit!
Cancellation Policy
You may receive a full or partial refund by notifying us via email at experiences@originalorlando.com of the cancellation. No refunds shall be issued for cancellations not received at least 24 hours in advance of the starting time and date of your tour. Please review your Terms and Conditions document for other cancellation provisions.
Other:
This historical ghost walking tour is only offered in English. Florida weather varies throughout the year, so you may want to check the forecast and plan to dress accordingly. Tours operate rain or shine! We suggest wearing comfortable shoes and bringing an umbrella if there is a chance of rain. If using a tour voucher, reservation must be validated within 48 hours of tour departure time, or the reservation may be forfeited.
Sunny’s Local Tips and Bits:
The Annie Russell Theatre on the campus of Winter Park’s Rollins College was built in the 1930s and named after the actress, Annie Russell, who taught at the school. She came out of retirement to perform again on-stage opening night in 1932, and them passed away just four years later.
Students and maintenance staff have often reported seeing a female ghost in the second-story changing room…and other parts of the campus!












