Fall Events, Halloween Fun & Things to Do in Kissimmee

Spooky & Spectacular Halloween Attractions Around Town

Kissimmee’s local attractions come alive in the fall with festive fun, spooky thrills, and one-of-a-kind seasonal celebrations. From haunted houses that deliver big scares to pumpkin-packed parties perfect for little ones, there’s no shortage of Halloween events in Kissimmee and fall festivals in Central Florida to fill your calendar. Whether you're planning a family outing or a fright night with friends, you'll find plenty of things to do in Kissimmee this fall that are as unforgettable as they are unexpected.

Dr. Phillips Performing Center for the Performing Arts

Add a touch of theatrical magic to your fall getaway with two can’t-miss performances at the Dr. Phillips Center for the Performing Arts in downtown Orlando — just a short drive from Kissimmee. Whether you're into cult-classic comedy or symphonic spells, there's something special taking the stage this Halloween season.

Little Shop of Horrors
Dates: Oct. 23 – Nov. 2, 2025
Times: 7:30 p.m. & 3:00 p.m.

Feed your love of musical theater with this delightfully dark tale of a singing plant with a taste for chaos. Packed with catchy tunes and twisted laughs, this offbeat Broadway favorite is blooming just in time for Halloween.

Disney’s Hocus Pocus in Concert – Live to Film
Date: Nov. 1, 2025
Time: 6:00 p.m.

The Sanderson Sisters are back — this time with a full orchestra! Watch the beloved Halloween classic Hocus Pocus on the big screen while the Orlando Philharmonic Orchestra brings the score to life in a spellbinding live-to-film experience.

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50th Anniversary Rocky Horror Picture Show
Date: Oct. 12
Time: 7:20 to 9:30 p.m.

Let’s do the time warp again! Celebrate five decades of cult classic fun with the original “Brad Majors” (Barry Bostwick), “Columbia” (Nell Campbell), and “Magenta” (Patricia Quinn). This special anniversary event features a screening of the unedited film with a live shadow cast, plus encouraged audience participation for the ultimate Rocky Horror experience. Explore memorabilia on display — including artifacts and an actual costume from the movie — and strut your stuff in the costume contest. Rated R; recommended for ages 18+. Minors must be accompanied by a parent or guardian.

Orlando Family Stage

• Event: Goosebumps the Musical: Phantom of the Auditorium
• Dates: Select weekends, Oct. 4 – Nov. 2, 2025
• Times: Multiple showtimes each day (see schedule below)

Step into a spooky-silly world of music, mystery, and laughs with Goosebumps The Musical: Phantom of the Auditorium, based on R.L. Stine’s beloved book series. When best friends Brooke and Zeke score the lead roles in a school play rumored to be cursed, strange things begin to unfold — from creepy messages and masked figures to unexpected twists that will keep you guessing until the curtain falls. Perfect for kids, tweens, and nostalgic grown-ups, this musical brings the chills of Goosebumps to life with just the right mix of humor, suspense, and catchy songs.

What’s New & What to Expect 2025

• Tickets start at $20.
• Performances take place every weekend, with two showtimes each day:
  • Saturdays: 2:00 – 3:30 p.m. & 5:30 – 7:00 p.m. (Oct. 4 – Nov. 1; 4:00 – 5:30 p.m. & 7:30 – 9:00 p.m. on Oct. 25)
  • Sundays: 1:00 – 2:30 p.m. & 4:30 – 6:00 p.m. (Oct. 5 – Nov. 2)
• A family-friendly musical with a playful ghost story that’s more fun than frightening.

Showcase of Citrus

• Event: Haunted Monster Truck Ride
• Dates: Thursdays, Fridays and Saturdays, Sept. 19 – Oct. 31, 2025
• Time: Rides start at 7:30 p.m.

Step into a spooky-silly world of music, mystery, and laughs with Goosebumps The Musical: Phantom of the Auditorium, based on R.L. Stine’s beloved book series. When best friends Brooke and Zeke score the lead roles in a school play rumored to be cursed, strange things begin to unfold — from creepy messages and masked figures to unexpected twists that will keep you guessing until the curtain falls. Perfect for kids, tweens, and nostalgic grown-ups, this musical brings the chills of Goosebumps to life with just the right mix of humor, suspense, and catchy songs.

What’s New & What to Expect 2025

• Recommended for ages 12 and older.
• After-dark, immersive haunted attraction, outdoor adventure
• Cost: $25 per person
• Expect camping-like conditions; you may get wet; stunt gun effects used.
• Reservations strongly encouraged.

Event: Pumpkin Ponderosa – 7th Annual Celebration
Dates: Daily, Sept. 19 – Nov. 1, 2025
Time: 9:00 a.m. – 7:00 p.m.

Celebrate the harvest season at Showcase of Citrus’ annual Pumpkin Ponderosa. From festive photo ops and fall-themed treats to pumpkin picking for every style — pie pumpkins, minis, gourds, carving pumpkins, and even jumbo varieties — you’ll find the perfect way to embrace autumn in Central Florida.

What’s New & What to Expect 2025

• Family-friendly, daytime event
• Festive activities, themed snacks & beverages, decorative photo spots
• Wide variety of pumpkins available for purchase
• Cost: Free parking & admission (pumpkins priced individually)

The Ice Factory

• Event: Boo Skate at the Ice Factory
• Dates: Friday, Oct. 24
• Time: 7 to 10 p.m.

Glide into the Halloween spirit with live music from a hauntingly good DJ, interactive spooky games, and trick-or-treat stations filled with sweet surprises.

Put on your most creative costume and enter the boo-tastic costume contest — the grand prize is two free public skating passes! End the evening by lacing up your skates and enjoying an ice rink experience that’s more treat than trick.

What’s New & What to Expect 2025

• Family-friendly for families, kids, and Halloween enthusiasts.
• Costume encouraged.
• Themed skating event.

Boggy Creek Airboat Adventures

• Event: The Terror of Boggy Creek
• Dates: Fridays and Saturdays, Oct. 3 - Nov. 1
• Time: 6:30 p.m. - 10:30 p.m.

Something has escaped, and it’s lurking in the swamp. This Halloween, Boggy Creek Airboat Adventures transforms into a scream-filled haunted park for The Terror of Boggy Creek. From haunted trails to chilling night rides, you’ll face creatures and chaos at every turn.

What’s New & What to Expect 2025

• Southport Zone 9: Haunted truck tour through a classified containment site gone wrong. This experience includes zombies, agents, and mayhem.
• Night Airboat Rides: Glide through Florida’s dark swamps, where glowing eyes may watch from the water.
• Twisted Laughter: Zone X: A haunted trail crawling with sinister clowns and carnival creeps.
• Food & Drinks: Halloween-themed tiki bar, festive treats, photo ops, gator feedings, and gem mining with spooky prizes.
• Cost: Combo ticket $55 per person (includes Night Airboat Ride, Haunted Truck Tour, Haunted Trail, and park admission).
• Type: After-dark, immersive haunted attraction, outdoor adventure.
• Who: Teens, adults, thrill seekers.

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Crayola Experience 

• Event: Screamin’ Green Hauntoween
• Dates: Daily, Sept. 20 – Oct. 31, 2025
• Time: 10:00 a.m. – 6:00 p.m.

Get ready for a colorfully creepy celebration! Screamin’ Green Hauntoween is back at Crayola Experience! From monster crafts to scavenger hunts, it’s a fang-tastic mix of creativity and Halloween fun for the whole family.

What’s New & What to Expect 2025

• Scavenger Hunt: Creep through MONSTERific attractions while solving clues.
• Paint Palette: Transform into a mummy or cat with themed mask-making.
• Activity Studio: Craft a Jack-O-Crayon-Tern to take home.
• Modeling Madness: Sculpt your very own friendly ghost.
• Boo Blvd.: Decorate a ghost or bat to haunt your house.
• Extras: Halloween photo ops, themed treats, and plenty of hands-on fun.
• Cost: Included with admission to Crayola Experience (buy tickets online in advance & save).
• Who: Families, kids, and young-at-heart artists.
• Type: Daytime, family-friendly, creative Halloween event.

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SEA LIFE Orlando Aquarium

Event: Pirates of the Haunted Seas
Dates: Select Fridays, Saturdays & Sundays, Sept. 19 – Nov. 2, 2025
Time: 10:30 a.m. – 5:00 p.m.

Ahoy, mateys! This fall, set sail on a haunted underwater voyage at SEA LIFE Orlando Aquarium. During Pirates of the Haunted Seas, families can join Captain Sebastian and his crew for a SPOOKtacular adventure full of pirate legends, hidden secrets, and deep-sea surprises.

What’s New & What to Expect 2025

• Meet Captain Sebastian: A legendary pirate with secrets of the sea.
• Scavenger Hunt: Uncover clues and mysteries lurking in the depths.
• Interactive Activities: Halloween crafts and themed fun throughout the aquarium.
• Cost: Included with admission to SEA LIFE Orlando Aquarium.
• Who: Families, kids, and little pirates at heart.
• Type: Daytime, family-friendly, interactive Halloween adventure.

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Kissimmee Civic Center

Event: Once Upon a Magic Market – Market from the Upside Down
Date: Sunday, Oct. 19, 2025
Time: 12:00 p.m. – 5:00 p.m.

Step into the Upside Down this fall at Once Upon a Magic Market’s largest Halloween market of the year. With spooky 80s vibes, Stranger Things flair, and nostalgic fall festival fun, this event promises thrills, treats, and a touch of retro adventure at the Kissimmee Civic Center.

What’s New & What to Expect 2025

• 60+ Vendors: Shop local makers and spooky-season favorites.
• Food Trucks: Delicious bites to fuel your Halloween haul.
• Trick-or-Treating: Collect sweets as you stroll the market aisles (bring your own bag).
• DJ Entertainment: Spin back to the 80s with the best throwback hits.
• Pumpkin Painting: Creative fun for kids and families.
• Costume Contests: Prizes for the best-dressed (bonus points for Stranger Things or 80s looks).
• Spooky Surprises: Expect the unexpected around every corner.
• Cost: Free admission & plenty of free parking.
• Who: Families, kids, fans of Stranger Things & the 80s.
• Type: Daytime, family-friendly, themed vendor market & fall festival.

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Central Florida Zoo & Botanical Gardens

Event: Zoo Boo Bash
Dates: Oct. 11–12, 18–19, & 22–26, 2025
Time: 9:00 a.m. – 4:00 p.m.

The wildest Halloween party in Central Florida is back! The Zoo Boo Bash, presented by Orlando Health, turns the Central Florida Zoo into a family-friendly Halloween wonderland. With treat stations, fun activities, festive food and drinks, and plenty of chances to show off your costume, it’s the perfect blend of zoo day and spooky celebration.

What’s New & What to Expect 2025

• Trick-or-Treat Stations: Collect candy while exploring the zoo.
• Costume Encouraged: Kids (and grown-ups) are welcome to dress up.
• Activities & Entertainment: Seasonal games and hands-on fun for families.
• Specialty Food & Drinks: Exclusive treats available only during the event.
• Cost: $5–$25.95; $5 for annual passholders.
• Who: Families, kids, animal lovers.
• Type: Daytime, family-friendly, zoo-themed Halloween event.

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Event: Kids Night Out! – Going Batty!
Date: Saturday, October 11, 2025
Time: 6:30 p.m. – 10:00 p.m.

Looking for a Halloween-themed night out just for the kids? Go batty at Kids Night Out! at the Central Florida Zoo. This special evening lets kids ages 5 to 12 explore the Discovery Center, meet cool animals up close, and bust myths about one of nature’s most misunderstood creatures: bats! The fun continues with games, crafts, snacks, and even a flashlight tour of the zoo, all before parents return to pick up their little explorers.

What’s New & What to Expect 2025

• Animal encounters and bat myth-busting fun.
• Games, crafts, snacks, and themed activities.
• Flashlight tour of the zoo at night.
• Cost: $32–$37 per child.
• Who: Kids ages 5–12.
• Type: Evening, drop-off, educational Halloween event.

Gatorland

Event: Gators, Ghost, and Goblins
Dates: Weekends, Oct. 11 - 26, 2025
Time: 10:00 a.m. – 5:00 p.m.

Back for its 7th year, Gators, Ghosts, and Goblins brings a frightfully fun twist to the “Alligator Capital of the World®.” This daytime, family-friendly event is packed with spooky shows, silly scares, and plenty of gator-sized Halloween fun, which are all included with your regular park admission.

What’s New & What to Expect 2025

• Swamp Ghost’s Monster Movie Museum: Join Cyrus the Gravedigger for a tour through movie monsters of the past.
• Cryptids vs. Aliens Hauntzone: Team up with Skunk Ape to help save the world from extraterrestrial invaders.
• Cryptid Express: Hunt for legendary creatures like Moth Man, Chupacabra, and Jersey Devil.
• Bubba’s Bug-B-Gone: Cheer on Betty as she fends off Florida’s (ridiculously) giant bugs.
• Capy Creepybaras: Meet the cutest half-human, half-creature werebeasts ever.
• Gator Grotto: Pirate captains haunt the swampy waters.
• Children’s Costume Parade: Treat bags for all kids who participate!
• Extras: Interactive characters, animal meet-and-greets, photo ops, live DJ, specialty vendors, games, and candy giveaways.
• Cost: Included with general park admission.
• Who: Families, kids, and gator fans of all ages.
• Type: Daytime, family-friendly, Halloween festival inside Gatorland.

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Fall Fun at Kissimmee’s Resorts & Vacation Homes

With more than 55,000 places to stay, including more than 30,000 vacation homes, Kissimmee is the perfect home base for Halloween adventures and fall fun in Central Florida. Whether you prefer full-service resorts or spacious homes away from home, you’ll find accommodations that bring the seasonal spirit to life.

Resorts go all out with fall-themed activities, trick-or-treat trails, live entertainment, and immersive experiences for all ages. Meanwhile, in the Vacation Home Capital of the World^®, you can choose from thousands of uniquely designed vacation rentals with options that capture the colors, coziness, and creativity of the season. From wizard-themed homes to poolside retreats to live your best Summerween dreams, there’s a perfect match for every Halloween-loving guest.

Reunion Resort & Golf Club

Date: Oct. 31

This fall, Reunion Resort & Golf Club invites guests to dress up and join the fun at their annual Halloween Party, a spellbinding evening filled with costume contests, festive treats, and family-friendly thrills. Set against the backdrop of this luxurious resort, the celebration promises a hauntingly good time for ghosts and goblins of all ages.

Ghoulish Grub and Spooky Sips

From ghoulishly delightful dishes and creative cocktails to special treats and festive menus, there’s no shortage of ways to celebrate the season with your taste buds. Discover the best places to enjoy fall flavors and Halloween-inspired bites and drinks that will add a deliciously eerie twist to your festivities.

Pirates Dinner Adventure

• Event dates: Select nights from Sept. 25 to Oct. 31, 2025

• Show times: Tuesdays, Thursdays, and Saturdays at 7:00 p.m., plus a special Halloween-night performance

Prepare to set sail on a high seas Halloween adventure at Pirates Dinner Adventure in Orlando, just minutes from Kissimmee. This fall, the legendary crew returns with Vampirates, a special seasonal show filled with sword fights, stunts, and supernatural twists that the whole family will enjoy.

As the blood moon rises, guests are plunged into a thrilling tale of cursed treasure, mysterious creatures, and swashbuckling action — all while enjoying a delicious three-course meal. With live performances, spooky surprises, and a pirate ship stage at the center of it all, Pirates Dinner Adventure’s Halloween show is one of the most unique fall events in Central Florida.

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Well, goblins, there you have it for some of the scariest and most exciting places to be on Halloween. Subscribe to our newsletter for more deals and discounts, and be sure to tag us on Instagram and Facebook when attending these awesome events. #MyKissimmee