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Plan Your Stay

Old Town Kissimmee

Take a stroll down the brick-lined streets of Old Town and peruse the specialty shops or stop by one of the weekly car cruise that features car shows from many different decades. Old Town is an outdoor shopping mall with restaurants and Cars Shows located in Kissimmee, Osceola County, Florida. Old Town Kissimmee has been delighting visitors since 1986 as an entertainment complex to provide a unique shopping, eating and entertainment experience. Right on US192 Old Town is an integral part of Central Florida's famous attractions.

Car Shows in Old Town Kissimmee

Old Town is also very popular with motor vehicle enthusiasts hosting Weekly Car Shows where visitors and locals can share their interests and marvel at the amazing spectacle that is the Car Cruise.

Car Shows and Car Cruise

  • Friday All-American Muscle Car Cruise

    Join the excitement every Friday from 4PM for the All American Muscle Car Cruise featuring show-quality American-Made Muscle Cars from 1964 and newer and American Classics 1988 and older.

  • Saturday Classic Car Cruise

    From 1PM Old Town, is the home of the most well known classic car cruise in the world, the Saturday Night Cruise. Bringing car enthusiasts together to celebrate a time when the automobile was more than just an appliance, a time when the automobile was the blend of the all-American ideals of individualism and freedom. Old Town captures this feeling every Saturday night where 1979 and older hot rods, street rods, and antiques join in for a cruise down memory lane.

  • Sunday Show N' Shine

    This cruise-in features show quality Trucks, Jeeps, or SUV's for our Friday All American and Saturday Nite Classic Car Cruise. Cruise-In begins at 4:00pm with live music for all to enjoy from 5pm-9pm!

Entertainment in Kissimmee

little darlin'sAs well as Car Shows, every Wednesday night there is the Little Darlin's Street Party and Cruise-In so put on your dancing shoes and join in at the Old Town Main Stage for classic Doo-Wop and classic cars. Old Town's favorite duo "The Dukes" take the stage at 6:00 pm and everyone is invited to take part in this Wednesday Night tradition know locally as "The Stroll." Don't know the steps? Don't worry, at 7:30 pm we teach the crowd this popular line dance made famous on American Bandstand.

Old Town Kissimmee is also right next door to Fun Spot where you can also enjoy all the fun of the fair at this amazing Attraction.

Restaurants in Kissimmee

Old Town RestaurantsEating and drinking is catered for bay a plethora of Bars and Restaurants hungry visitors can make Old Town Kissimmee a on stop place for the whole family to enjoy a day out at incredible value. Make a night of it and plan your eating out to coincide with our car shows.

Shopping in Kissimmee

Old Town RestaurantsThe main street in Old Town Kissimmee also has an array of shops dispersed amongst the Bars and Restaurants so there really is something for the whole family to enjoy regardless of age. The Car Shows pass right by the shops so there is something going on for the entire family.