New Reasons to Experience Kissimmee This Fall

Stay in the know with what’s happening in Kissimmee this Fall. From milestone celebrations and immersive attractions to limited-time festivals, culinary experiences and family-friendly events, here’s the latest from across Kissimmee and Central Florida.

This Fall, Walt Disney World Resort’s Mickey’s Not-So-Scary Halloween Party returns now through until 31st October. Guests can experience Space Mountain in pitch-black darkness while listening to spooky tunes, go for a spin at Mad Tea Party as special lighting effects provide a unique ambience, collect candies at Monster Inc. Laugh Floor—a trick-or-treat location that’s sure to scare up some smiles, and more. Guests can also experience enchanting entertainment such as Mickey’s Boo-To-You Halloween Parade, Disney’s Not-So-Spooky Spectacular and the Hocus Pocus Villain Spelltacular.

SeaWorld Orlando is once again transforming into the ultimate Halloween destination for families as Halloween Spooktacular returns on select dates until 1 November 2026. Included with park admission, the daytime event invites children and families to dress up, explore an immersive trick-or-treat trail and enjoy Halloween fun designed for all ages. Spooktacular is also welcoming a licensed entertainment franchise as beloved characters from Sony Pictures Animation’s “Hotel Transylvania” make their debut at SeaWorld Orlando’s signature family Halloween celebration.

On select dates until 31 October 2026 LEGOLAND Florida Resort Brick or Treat Street invites families to explore life-sized LEGO Monster homes inspired by fan-favorite Minifigures. Behind every door, guests will discover candy, interactive special effects, hands-on challenges, and unexpected moments of mischief. The Halloween fun continues throughout Mischief Town with LEGO Monster meet-and-greets, live entertainment, seasonal LEGO building activities, the Potion Mischief Light Trail, The Great Monster Chase 4D Movie and the fan-favorite Monster Skytacular drone show on select Saturday evenings.

Boggy Creek Airboat Adventures is bringing back a spooky favorite and is unveiling a frightening new experience until 31 October 2026. The Terror is returning to Boggy Creek, and this time the swamp is fighting back. The Terror of Boggy Creek: The Terror 2 – The Swamp Awakens will take over the park for seven Saturday nights, creating a Halloween experience built around the darkness, wildlife and untamed atmosphere of the Real Florida. Boggy Creek Airboat Adventures is preparing to unleash a new interactive nighttime experience this fall: Survive the Swamp, a live-action gel blaster arena set inside a dark, lightly lit wooded section of the park. Part outdoor battle, part survival challenge and part haunted encounter, Survive the Swamp will place guests inside the action instead of keeping them safely on the sidelines.

Every weekend from 10 October to 25 October, Gatorland is bringing back its popular Gators, Ghosts and Goblins Halloween event for the eighth year in a row of family fun and fright done right. Swamps Ghost’s Museum returns to teach guests macabre facts about vampires and mummies, related to the literary works of Bram Stoker. Meet Gatorland’s own Florida Bigfoot, Skunk Ape, and his cousing, Eddie the Yeti. Hop aboard the Cryptid Express where you can seek out hidden beasties like Moth Man, Chupacabra, Jersey Devil and more.

Celebrate the Halloween season with the return of The Outta Control Spooktacular Magic Dinner Show, bringing festive family fun to Wonderworks at International Drive until 31 October 2026. This seasonal favorite combines award-winning magic, jaw-dropping illusions, and a delicious family-style dinner into one unforgettable experience.

This fall, guests can enjoy unforgettable themed experiences at The Old Florida Riverboat Company, including a Pirate Party on Oct. 30, and a Halloween Cruise on Oct. 31.

On 22nd October Osceola Heritage Park will premiere Fear Circus Unleashed, the immersive horror spectacular from Taconhy Entertainment. Fear Circus Unleashed is a 90-minute live horror experience blending immersive theater, aerial acrobatics and twisted circus arts. Audiences can expect sinister clowns, contortionists, fearless aerialists and the unmistakable roar of chainsaws in the dark, all brought to life in an unforgettable theatrical spectacle.

The Orlando Philharmonic Orchestra has some exciting announcements and concerts for Fall and Winter 2026! ·      Resonate Festival, celebrating the works of Beethoven 200 years later! This three-day festival takes place at Dr. Phillips Center's Steinmetz Hall on  5, 7 and 8 November and is curated by Music Director Eric Jacobsen. 28 November, Home for the Holidays: Michael James Scotts' A Fierce Holiday - Join the Orlando Philharmonic Orchestra and Michael James Scott as he returns to the stage fresh off his decade on Broadway and TV run to celebrate the holiday season.

Guests can enjoy delicious food and beverages this fall at Disney springs until 30 November. At House of Blues, Nightmare on Blues Street Cocktails and Souvenir Cups return this fall. Cups are available for purchase without the cocktails. Voodoo Punch, Witch Doctor Elixer and Black Widow Tini are back along with the Florida Fright mocktail. Chef Art Smith’s Homecomin’ is bringing some delicious items to their menu this fall, including Brunswick Stew, Orange Maple Glazed Porkchops, Pumpkin Bread Pudding, Pumpkin Cream Coffee Cocktail, and more. Splitsville is adding some fun fall food and beverages to their menu. Guests can enjoy their new drinks such as the Mad Scientist Mocktail, a Witches Brew, a Vampire’s Kiss, and more. They also have delicious bites such as the All Hallow’s Eve Sushi Roll, Fall Apple Flat Bread and Thanksgiving Leftovers Egg Roll.

This fall and holiday season, Sajoma Latin Fusion invites locals and visitors to discover the warmth of Caribbean hospitality through seasonal dining, live performances, and unforgettable cultural celebrations in the heart of Kissimmee. Halloween at Sajoma – 31 October 2026 - Halloween begins with family-friendly activities, including face painting, trick-or-treat goodie bags, and festive fun, before transforming into an evening of live music, dancing, a costume contest, seasonal cocktails, including Sajoma's signature Pumpkin Spice Espresso Martini, and late-night entertainment. 

For Fall 2026, Magical Vacation Homes is expanding their portfolio of professionally managed vacation homes across Reunion Resort, ChampionsGate, Windsor Island, and other premier resort communities. One of the newest additions to their luxury portfolio is the M Mansion at Reunion. This extraordinary 14,000-square-foot, 12-bedroom estate overlooks the Jack Nicklaus Signature Golf Course in Reunion Resort and accommodates up to 30 guests. The home features a private movie theater, multiple game rooms, a fully equipped fitness center, a resort-style pool with a waterfall and spa, themed bedrooms and more.