Something big is brewing at Old Town for 2026, with Waggin' Weekend Festival bringing championship-level fun, and touchdown-worthy memories with your four-legged quarterback. Calling all dog lovers! Get ready for the ultimate Super Bowl celebration at Waggin' Weekend Festival, Super Bowl Edition on February 1, 2026 from 10 am - 2 pm at Old Town Entertainment District! This fun event promises to be an epic event featuring live entertainment that'll have you on your feet, plus

Discover 70+ amazing vendors, Live DJ bringing the vibes, food trucks & food vendors serving savory bites & sweet treats, urprise entertainment, hourly raffles & prizes, and more! Get ready, anime fan, Darkness & Harmony: An Anime Market is making its debut at Lakeside Park in Celebration this weekend, featuring 70+ vendors celebrating all things anime & fandom. Taking place on Sunday, January 11 from 12 - 5 pm, this exciting new event from Once Upon A Time Market offers uniq

The popular chicken chain, Pollo Campero has opened the doors to its third Kissimmee location. Pollo Campero , the Guatemalan-born restaurant internationally beloved for its famous chicken, continues its Florida expansion with the opening of its latest Kissimmee location.    Known for its uniquely flavorful chicken that is considered “a national treasure of Guatemala,” Pollo Campero has opened its third Kissimmee location at 3251 W. Vine Street in Kissimmee. The restaura

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.

The fast-growing cheeseburger slider brand, known for serving fresh, cooked-to-order cheeseburger sliders, seasoned waffle fries, and...

Spotlighting authentic Latin flavors and the Hispanic-owned businesses that bring them to life. When you want to experience true Hispanic...

If you're into comics, sci-fi, horror, anime, gaming, or cosplay, come share your passion in Kissimmee! Enter a universe of epic battles...

Enjoy delicious eats from 50+ food trucks, indoor and outdoor seating, live music, and more. Kick off Labor Day weekend with flavor and...

Watch Kelsey Kiel, Rebecca Rouse, Dan Tai, Vida Vetterkind, Jess Krezmien and all of the incredible athletes on the Grid in one epic...

Enjoy delicious eats from 50+ food trucks, indoor and outdoor seating, live music, bubbles, chalk drawing and more. Celebrate the start...

Enjoy delicious eats from 50+ food trucks, live music, bubbles, chalk drawing fun and more. Make memories with the whole crew at Food...

Gather your crew and celebrate freedom at Old Town. Groove into the night with live tunes, then gaze up as the sky lights up with...

Join the City of Kissimmee for a night full of live music, beautiful food, and a spectacular fireworks finale. Celebrate Independence Day...

Go Skate Day is the largest and most authentic communal gathering. It’s the perfect time to check out your local skatepark to get a...

Take the kids to meet the animals at the petting farm, enjoy a scenic hayride through “Old Florida,” and enjoy a day outdoors with...