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...

Kick off the celebration with scrumptious eats and zesty drinks that'll have you and your crew toasting to freedom. Groove into the night...

Old Town is hosting a day of fun for dogs and their owners! Calling all dog lovers to Old Town in Kissimmee on Sunday, June 15 from 4 pm...

The first annual free event is doggone perfect for a Father's Day filled with pawsitively family fun! Old Town in Kissimmee, the iconic...

The ultimate pickup truck meetup returns to Old Town with a stunning display of custom-built, expertly restored, and cutting-edge pickup...

Old Town Entertainment District in Kissimmee is celebrating Easter, hop on over and join the fun! Old Town, the iconic walking district...

The ultimate pickup truck meetup returns to Old Town this weekend. Get ready for the most remarkable pickup truck show in the region-...

Locals and visitors alike come from all over the world to enjoy the weekly dose of nostalgia and excitement of the Classic Car Show and...

Old Town Entertainment District in Kissimmee is celebrating 35 years of it's world famous, Saturday Night Classic Car Show and Cruise....

Experience Maw’s Mountain Moonshine at Old Town, the only craft distillery in Osceola County. Maw's Mountain Moonshine is now open at...

Chrome and Country is coming in 2025 for the ULTIMATE pickup truck meetup on the brick streets of Old Town. Get ready for the most...

You gotta visit the Friday Night Muscle Car Show & Cruise, and the Saturday Night Classic Car Show & Cruise this weekend! A visit to Old...