
Ghosts of Winter Park - A Chilling Walking Tour!
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 5 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Ghosts of Winter Park - A Chilling Walking Tour! worth booking?
Ghosts of Winter Park - A Chilling Walking Tour! is a 1.5-hour experience in Orlando, United States, from $42 per person. It scores 62 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 5 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 62 / 100
- Rating
- 5/5 (5)
- Duration
- 1.5 hours
- From
- $42 per person
Winter Park has seen many famous business leaders, US President and celebrities pass along its cobble stone streets along and near famous Park Avenue. We'll tell you a little but about their time in this village, mostly
What you get
About this experience
Winter Park has seen many famous business leaders, US President and celebrities pass along its cobble stone streets along and near famous Park Avenue. We'll tell you a little but about their time in this village, mostly about the ones who apparently never left!
What's included
Included
- 10% discount for your next Original Orlando Tours adventure (valid for 30 days).
- 90 minute – 2 hour Guided Ghost Walking Tour through Winter Park.
- Earn SUNNY PERKS REWARDS.
- Interesting facts about the buildings and pioneers who founded and grew the town.
- Haunting tales from the fascinating history of Winter Park.
Not included
- Gratuities
Where it starts and ends
Meeting point
Orlando
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.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
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.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Thu
- Group size
- Up to 15 travelers per booking
- Operated by
- Original Orlando Tours
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for pregnant travelers
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Photos






What travelers are saying
Outty’s summary of the themes that recur across 5 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
4 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
2 mentionsTravelers single out the guide as the reason the experience works.
Pace and timing
1 mentionSeveral reviewers comment on how the schedule is paced.
Small groups
1 mentionThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
5 verified traveler reviews for Ghosts of Winter Park - A Chilling Walking Tour!. Ratings and reviews provided by Viator and Tripadvisor.
Ghost tour
Great tour of stories through Winter Park. We’re long term residents but learned so much h. Who knew there were ghosts on Park Ave. we really enjoyed ourselves. Nice way to spend a couple hours of your evening.
via Tripadvisor
Winter Park Ghost Tour
We went on the Ghosts of Winter Park tour on Thursday March 27th 2025. Rich was our tour guide and he was well versed in the history of Winter Park while making it a fun and personalized experience for us. We toured Rollins College for some good ghostly fun then over to central park and on to the Park Plaza hotel. He took his time answered our questions while strolling at a comfortable pace or allowing us to sit if we felt like. I highly recommend the tour and be sure to ask for Rich!
Response from the operator: Thank you so much for that kind review, and I'm so glad that you enjoyed your evening with us...please come see us again!
via Tripadvisor
Great story-telling
Sarah was enthusiastic and knowledgeable about her subject, and had a great sense of humor, too. Very entertaining!
Response from the operator: Thank you so much for this very kind review! We are thrilled that you had a good time, and hope to see you again sometime in the future!
via Tripadvisor
We visited a couple weeks...
We visited a couple weeks ago and had a great time. Luckily for us it was only me and my boyfriend on the tour so it was so private which I liked. The two tour guides were very knowledgeable and nice. We had a fun and spooky time
Response from the operator: Hi Trenise, it was so much fun having you guys out that night! Thanks for making us a part of your trip and I hope you had a great rest of your week and are staying warm! Please come visit us again when you are in the Orlando area, and thanks again for your kind words!
via Viator
Great experience
All great, nice place and expert tour people to show us around the city in the North Covid restrictions didn't help but it was as good as it could be
Response from the operator: Thanks so much for coming and your review! We're glad you had a great time ...remember the 4 lessons, especially the suitcase one while you are traveling ! :)
via Tripadvisor
Good to know
- Duration
- 1.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Thu
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 2
- Verdict
- Solid Choice
Why this scores 62
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Ghosts of Winter Park - A Chilling Walking Tour!: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Orlando.
How much does Ghosts of Winter Park - A Chilling Walking Tour! cost?
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Prices start at $42 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Orlando usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Ghosts of Winter Park - A Chilling Walking Tour! take?
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Plan for about 1.5 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Orlando is not rushed.
Is Ghosts of Winter Park - A Chilling Walking Tour! worth it?
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It holds an Outty Ranking of 62 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 5 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Orlando, and how flexible the cancellation terms are.
Can I cancel or reschedule Ghosts of Winter Park - A Chilling Walking Tour!?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Ghosts of Winter Park - A Chilling Walking Tour! suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 1.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Ghosts of Winter Park - A Chilling Walking Tour!?
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Around 2 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Orlando can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Orlando and add a light layer if any part of the 1.5-hour experience runs outdoors or after sunset.
Where does Ghosts of Winter Park - A Chilling Walking Tour! start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Orlando within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Orlando?
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Orlando is a park town with a wetland wrapped around it. Multi-day theme park tickets and skip-ahead passes dominate, but the highest-satisfaction days are often the ones nobody plans: airboat runs on the St. Johns, manatee swims at Crystal River, and Kennedy Space Center on a launch day. We rank on wait-time value and how honestly an operator describes what is included. On Outty we rank every Orlando experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Escape Game Orlando: Epic 60-Minute Adventures on I-Drive, Kennedy Space Center with Transport from Orlando and Kissimmee, Orlando Tree Trek Adventure Park. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Orlando?
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January to April, before the humidity and the afternoon thunderstorms settle in. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Orlando?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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