Fall 2025 Things to Do in Orlando, Davenport, and Kissimmee, FL

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1. Orlando 2025 Romantasy BookCon and Midnight Masquerade

If you’re a fan of books, this 3-day immersive convention is for you! With favorite authors, bookish vendors, a masquerade ball, and themed activities, it’s an event you won't want to miss.
When: October 23–25, 2025
Where: Hilton Orlando Lake Buena Vista

2. Taste of Kissimmee

Celebrate the culinary culture of Kissimmee with a variety of food vendors, live music, and cultural performances. This event is perfect for foodies looking to try something new and enjoy the local atmosphere.
When: Date to be announced (check the website for updates)
Where: Downtown Kissimmee

3. Boots, Bulls, and Barrels Rodeo

Get ready for an adrenaline-packed rodeo event featuring bull riding, barrel racing, and more. This is a perfect family-friendly event that combines the excitement of rodeo with local culture.
When: October 4, 2025
Where: Silver Spurs Arena, Kissimmee
Get tickets and more information

4. Performances at Dr. Phillips Center for the Performing Arts

For theater and music lovers, the fall season at Dr. Phillips Center offers performances like the 'Rocky Horror Picture Show' and 'Stranger Sings!'
When: Dates to be announced
Where: Dr. Phillips Center for the Performing Arts, Orlando

5. Fun Spot America Events

Fun Spot America is always a great place for family fun, and they have special events and extended hours planned for October 2025. On October 13, enjoy the park from 2:00 PM to midnight!
When: October 13, 2025
Where: Fun Spot America, Kissimmee

Year-Round Attractions

If you’re looking for things to do year-round, Orlando, Davenport, and Kissimmee also offer plenty of fun attractions:

  • Gatorland: Meet some of Florida’s famous alligators and enjoy thrilling shows. 

  • Toho Riverboat Adventures: Take a scenic boat tour on the beautiful Lake Tohopekaliga.

  • Crayola Experience: A family-friendly, interactive attraction perfect for kids and adults alike.

For more information about ongoing events and activities, be sure to visit the official websites of Visit Orlando and Experience Kissimmee.