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Revving Up: Car Shows at Old Town Entertainment District

Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.

Red Mustang on display during a car show at Old Town Kissimmee — Catch a car show at Old Town Kissimmee

Every week, the Old Town Entertainment District in Kissimmee draws car enthusiasts with iconic classic car shows featuring hot rods, muscle cars, and vintage rides. Built in 1986 to capture the charm of a classic Florida town, this retro-inspired entertainment district pairs its popular car shows with live music, family-friendly fun, and a nostalgic atmosphere.

Engines are a go! Let’s get into the cars you’ll see at Old Town Entertainment District car shows.

Friday Night Muscle Car Show & Cruise

Every Friday starting at 3 p.m., Old Town Entertainment District turns the streets into a parade of high-performance horsepower engines. You’ll see show-quality muscle and factory-performance vehicles from 1964 and newer, as well as classics from 1985 and older. The car cruise loops around beginning at 8:30 p.m. If you’re there to watch the cars go by, grab front-row space on the sidewalk for the best view. If you want to participate in this historic event, it’s free for car owners — just be sure to register before the event.

For participating cars, enter Old Town Entertainment District from Highway 192 under the east (left) side of the jukebox signs, where you’ll be greeted by event staff and meet with a security escort for further instructions. Please do not drive on the bricks without permission (that’s a special treat!).

Every month, Old Town Cruisers can win $1,000.

Classic cars with open hoods line a bustling street at a car show in Kissimmee, as visitors walk between the rows and admire the vehicles under evening light. — Chrome gleam, engine dreams, and a crowd that knows a good ride when they see one. Muscle car magic in Kissimmee.

Saturday Night Classic Car Show & Cruise

America’s longest-running car cruise, this Old Town event has been a weekend tradition for more than 33 years.

Drive down memory lane with show-quality 1985 and older hot rods, street rods, and antiques. Come by during the day, starting at 1 p.m., to see the cars up close, then watch them cruise Old Town’s brick Main Street starting at 8:30 p.m. The fun continues until 11 p.m. with live entertainment and late-night bites.

Night photo of classic cars driving down brick road at Old Town Kissimmee. — Old Town Entertainment District Saturday Night Classic Car Cruise

Sunday Night Import Car Show

Trophy Row gets hopping with the Import Car Show on the last Sunday of every month, 4-9 p.m. Not only is it free to participate in, but it’s also free to attend!

If you’re looking to enter your car, it must be show-quality. JDM (Japanese Domestic Market), KDM (Korean Domestic Market), and Domestic Turner models are all welcome.

Red import car at Old Town Kissimmee. — Old Town Entertainment District Sunday Night Import Car Show

Exotic Cars & Coffee on Sunday

The word “exotic” usually refers to unusual or expensive cars — but at Old Town Entertainment District, it means “the type of vehicle that dreams are made of.” On select Sundays each month from 10 a.m. to noon, Trophy Row is display central for these unique cars. Imagine the finest Ferrari, Lamborghini, Aston Martin, Lotus, and McLaren, just to name a few.

White, blue, lime green, yellow, and orange cars parked in front of a white building at Old Town Kissimmee. — Old Town Entertainment District Exotic Cars & Coffee

Wednesday Themed Car Show

Every Wednesday, Old Town Entertainment District hosts specific types, models, or makes of show-quality cars and trucks. This event is free to the public and participants. Park in any open spot at Old Town, watch the cars go by at 5 p.m., and end the night with live music on the main stage.

Each Wednesday is a different theme, so you’ll see themes like Jeep Night, Camaros and Corvettes, MOPAR Night, VW and Mini Cooper Night, Mustangs and classic Fords.

Red Mustang car parked at Old Town Kissimmee. — Old Town Entertainment District Wednesday Themed Car Show

Know Before You Go

Parking: There’s ample parking at Old Town, on the right behind the buildings when you enter through the jukebox signs. If those lots are full, parking attendants will direct vehicles to additional parking near the carousel.

Food: With more than 60 spots to eat and shop, Old Town has plenty of spots to grab and go or sit down to a nice meal. Check out the bars for your favorite alcoholic drinks and more! Explore restaurants at Old Town Entertainment District.

After the car show: If you stick around after the car cruises, you’ll find an array of entertainment until 11 p.m. From live music and amusement rides to haunted houses and outdoor performances, there’s plenty to do once the car-show crowds clear.

Restrooms: There are plenty of restrooms throughout the walkable entertainment district.

Six adults singing at Old Town Kissimmee. — Old Town Entertainment District nightly entertainment

Check out more things to do at Old Town Entertainment District and start planning your next vacation.