Save the date for an evening of festive fun including live music, mini golf, a holiday movie, and more! Join Give Kids The World Village in Kissimmee and help change lives by attending a festive and merry holiday fundraising event! On Saturday, December 20 and Sunday, December 21, 2025, enjoy the sights and sounds of the season at Holiday Nights at the Village! All proceeds will help fund weeklong, cost-free vacations to Central Florida for children with critical illnesses an

Join the City of Kissimmee for an unforgettable evening filled with holiday spirit, family fun, and community joy. Get ready for one of Kissimmee’s brightest traditions, the Festival of Lights Parade! T his magical event on Saturday, December 13, 2025, brings together residents, businesses, and groups from across Kissimmee to illuminate the streets with spectacular floats and festive displays. The celebration kicks off with a Holiday Festival from 4 - 7 pm at Kissimmee City

The Kissimmee Festival of Lights, happening now through January 6, features festive events, sparkling lights, and holiday fun for the whole family. Experience the magic of the season in Downtown Kissimmee, a nighttime holiday experience for all the family, happening now through January 6, 2026. Downtown Kissimmee comes alive during Festival of Lights, a holiday celebration that transforms our historic downtown into a glowing winter wonderland. This free, family-friendly exper

The City of Kissimmee's popular Movie in the Park returns this weekend with KUA once again presenting the popular community event at Kissimmee Lakefront Park. Kissimmee Utility Authority, in partnership with the City of Kissimmee, will once again host a free Movie in the Park event on Friday, December 5, 2025 , at the Veterans Lawn of Kissimmee Lakefront Park. Kick off the holiday season with a magical night at Movie in the Park, featuring a festive screening of Home Alone 2

The cruisers will dressed up to accept toy donation from the public and other cruisers, plus enjoy photos with Santa, and a holiday golf cart parade on the Saturday. Old Town, an iconic walking district of shops, food, entertainment and events for 40 years, will hold its 35th Annual Cruiser Toy Drive this year on Friday, Dec. 5 from 3 to 8 pm and Saturday, Dec. 6, from 1 to 8 pm for both cruisers and the public to donate unwrapped toys. All of the collected toys will be gi

Expect festive live music, cozy rides on the Pearl Express Train Tour, and magical appearances from Santa, his elves, and toy soldiers. Join the Promenade at Sunset Walk for their annual Holinights Celebration, featuring Santa Claus and his Mischievous Elves, towering toy soldiers, and the nightly lighting of the beautiful 40-foot animated Holinights Christmas tree at 6:30 pm. The Holinights Celebration takes place on select nights from November 20 – December 25, 2025, 6.30 p

Step into a world of wonder this holiday season with POMP, SNOW & CIRQUEumstance, an immersive new show for the entire family. A brand-new cirque spectacle comes to life this holidy season with the debut of POMP, SNOW & CIRQUEumstance at Gaylord Palms Resort in Kissimmee, This immersive, cirque holiday show and experience, created by Broadway director and “Cirque Dreams” founder Neil Goldberg, will be presented inside the Gaylord Palms atrium Nov. 14, 2025-Jan. 4, 2026. The s

Attention parents, guardians, and kids! Join Promenade at Sunset Walk and work together to create safer roads for everyone! Get ready for an exciting day as the Promenade at Sunset Walk and Osceola County Sheriff’s Office present “Touch A Truck & Safety Talks.” See and explore awesome trucks and learn important Safety Tips. Don’t miss out on this unique opportunity to interact with cool vehicles and learn about safety in a fun and engaging way! Explore exciting trucks includi

The annual Pioneer Day celebrates Osceola County’s first residents and the pioneering spirit of the late 19th century, hosted at the Pioneer Village at Shingle Creek in Kissimmee. The annual Pioneer Day celebrates Osceola County’s first residents and the pioneering spirit of the late 19th century. Step back in time at this annual festival hosted at the Pioneer Village at Shingle Creek in Kissimmee. Pioneer Day taking place on Saturday, November 8 from 10 am - 4 pm is a free,

Each year in November, the popular Orlando Japan Festival takes place in Kissimmee, where visitors to the festival can experience authentic Japanese music, dance and other entertainment. Experience the beauty, culture, and tradition of Japan right in Kissimmee, with the annual Orlando Japan Festival returning to Kissimmee's Lakefront Park for a day of performances, food, art, and family-friendly activities. This year’s Orlando Japan Festival takes place this weekend, on Sunda

The City of Kissimmee's popular Movie in the Park returns this weekend with KUA once again presenting the popular community event at Kissimmee Lakefront Park. Kissimmee Utility Authority, in partnership with the City of Kissimmee, will once again host a free Movie in the Park event on Friday, November 7, 2025 , at the Veterans Lawn of Kissimmee Lakefront Park. KUA’s Movie in the Park series is held on the first Friday of every month, October through March. Friday's event wi

Celebrate the spookiest of holidays at Old Town in Kissimmee with a night of good old fashioned family fun. Grab your little ghoul or goblin for a night of frightful fun at Old Town on Friday, October 31, 2025. Celebrate the spookiest of holidays with free Trunk or Treat, thrilling Halloween entertainment, and a fang-tastic Costume Contest. Collect sweet treats at candy stations throughout Old Town during free Trunk or Treat from 5 pm to 7 pm, while supplies last. Show off yo

Wood Fire Rotisserie Turkey makes holiday hosting easy with Heat-and-Serve Meals and Online Gift Card Offer. The busy holiday season is almost here, and Cowboy Chicken , known for its delicious wood fire rotisserie chicken, turns to turkeys for the ultimate menu inspiration. Cowboy Chicken’s holiday meal packages and catering options will turn any gathering into a flavor-packed party. And, for a limited time, the eatery is offering a “Spend $50, Get $10” promotion for e-gift

Bring the whole family for d ecorated cars, costumes, non-stop entertainment, and LOTS of candy for the kids. Embrace the Halloween spirit at the annual Promenade at Sunset Walk Trunk or Treat Car Show, a fun for all the family Trick-or-Treating Event & Car Show this weekend! On Saturday , October 25, drive on over with your spooky squad to the Promenade at Sunset Walk which is located just off the 192 in Kissimmee where you can enjoy dozens of candy locations, plus candy d

T ake SunRail to the Kissimmee Station and walk a few steps right into the fun. Enjoy trick-or-treating, games, live entertainment, and family-friendly Halloween excitement. Regular fares apply. SunRail is providing extra service to the exciting Boo! on Broadway event in Kissimmee on Friday, October 24, 2025, from 6 pm to 9 pm. Participants can enjoy spooky fun, trick-or-treating, live entertainment, food trucks, and family-friendly activities on Kissimmee’s Broadway Street.