Old Town is an open-air entertainment district in Kissimmee, Florida, at 5770 West Irlo Bronson Memorial Highway (Highway 192), built around vintage rides, sideshow-style attractions, and a strip of shops and restaurants that stays open into the evening. It trades theme-park scale for a slower, nostalgic pace — the kind of place suited to a stroll rather than a schedule.
Free admission and free parking mean there's no cost of entry to browse the shops or catch the weekly car cruises, only the rides and attractions you choose along the way. For a similar pay-as-you-go evening nearer International Drive, Fun Spot America's go-karts fill the same slot.
It sits on Highway 192 among the largest villa communities we manage, so ten bedroom villas in Kissimmee and twenty bedroom group homes are often only a few minutes away. See vacation homes in Kissimmee for every home along that corridor.
An Evening at Old Town, Stop by Stop
There's no fixed route, but a typical evening tends to look like this:
01Take a spin on the Ferris wheel — a 90-foot-tall ride that's lit up after dark and gives a clear view over the boardwalk.
02Duck into a show or a scare — The Great Magic Hall runs daily illusions, while Mortem Manor Haunted House stays open year-round for anyone after a jump scare.
03Test your aim or your nerve — the Xtreme Ninja Challenge and the shooting gallery both make for a competitive stop.
04Time it for a car cruise night — Friday brings a muscle car cruise, and Saturday's classic car show adds live DJs and street food to the mix.
Quick Facts
Address
5770 West Irlo Bronson Memorial Highway (Highway 192), Kissimmee, next to Fun Spot America Kissimmee
Car shows
Friday Night Muscle Car Show from 3pm and Saturday Night Classic Car Show from 1pm; both cruise at 8:30pm
Opening
Open daily from 11am, and later into the evening on Fridays and Saturdays
From villas
About 10–15 minutes from Reunion Resort, Windsor Hills, and Emerald Island
Admission
Free entry and free parking; rides and attractions are paid separately
Shops and a Bite to Eat
Over 60 shops and boutiques line the boardwalk, alongside a handful of places to eat.
Froggers Bar & Grill — A casual sit-down option with a full bar.
Flippers Pizzeria — Wood-fired pizza for a quick, easy dinner.
A&W Restaurant — Classic American fast food and root beer floats.
Sun on the Beach Nightclub — An adults-only spot for later in the evening.
Who It Suits
Multi-generational groups — the laid-back pace works for teens, parents, and grandparents alike.
A break from park pace — there's no line strategy needed — just walk, browse, and stop where something looks interesting.
Younger kids — will get the most out of the rides and the magic show; the haunted house and nightclub skew older.
Retro Rides Now, Quiet Comfort Later
Old Town's charm is in how unhurried it is compared to a full theme-park day, which makes it an easy add-on to an evening rather than the main event. Wander the boardwalk, catch a cruise if the timing lines up, and head back to a villa with room to unwind — kitchen, pool, and all — once the rides wind down for the night.
Frequently Asked Questions
Where is Old Town in Kissimmee, Florida?
Old Town is at 5770 West Irlo Bronson Memorial Highway in Kissimmee, on the stretch of Highway 192 that runs east from the Walt Disney World entrance, next door to Fun Spot America Kissimmee. It is an open-air entertainment district of rides, shops, restaurants and bars, not a historic town centre.
When are the car shows at Old Town Kissimmee?
Every Friday and Saturday. The Friday Night Muscle Car Show starts at 3pm and the Saturday Night Classic Car Show, for vehicles built before 1985, starts at 1pm. On both nights the cars parade through Old Town at 8:30pm. The shows are free to watch.
Is Old Town Kissimmee free to get into?
Yes. Old Town is an open-air walking district with no entrance gate, so browsing the shops and watching the car cruises costs nothing. Parking in the lots behind the buildings is free, while the large overflow lot next door is paid. Rides, attractions, food and drink are paid for individually.
