Article

Classic Fun at Old Town Entertainment District

Catch a car show, take a spin on the Ferris wheel, or listen to live music in Kissimmee's Old Town Entertainment District, where classic fun rules day and night.

A woman and her two kids walk outside the iconic Old Town sign.

Explore unique shops, delicious dining and more at Old Town Kissimmee

Since opening in 1986, Old Town Entertainment District has been the hot spot for Old Florida fun in Kissimmee. From classic cars to arcade games to international dining, Old Town serves up family-friendly fun with a side of nostalgia.

Captivating Car Shows

Calling all car lovers! Old Town Entertainment District's car shows are the talk of the town and a must-see for automobile enthusiasts. There are multiple shows every week, including the themed Wednesday-night show (one Wednesday you might see Corvettes, the next Jeeps); the Friday-night muscle car show; and the Saturday-night classic car show. In other words, there’s a good chance you’ll get to admire eye-catching vehicles no matter when you visit.

Live Music & Events

Entertainment-wise, there’s almost always something happening in Old Town Entertainment District. Enjoy live music from Central Florida artists several times each week. Listen to country to rock to pop, depending on the performer, as you eat, drink, and explore the area.

In addition to live music, Old Town Entertainment District hosts a full lineup of fun events. On the first Sunday of every month, there's Latin Fest, a lively (and delicious) celebration of Latin American music, food, and culture. And on the Fourth of July and New Year’s Eve, Old Town is one of the best places in Orlando to celebrate thanks to its iconic firework show.

 

Kid-Friendly Rides & Entertainment

The old-school carnival rides are a classic feature of Old Town Entertainment District. Go for a spin on the 86-foot Ferris wheel and soak in views of Kissimmee and Orlando. Experience adrenaline-pumping thrills on the five-story Hurricane rollercoaster. Or take a turn on the picture-perfect carousel.

But the family-friendly fun doesn’t stop there. In The Great Magic Hall, find daily magic shows that delight all ages. With incredible tricks and optical illusions galore, the magician will captivate everyone in your crew.

Interactive Adventures

Old Town Entertainment District is also home to hands-on fun, like Happy Days Family Fun Center, an arcade with more than 50 exciting games. Test your racing skills, play a few rounds of Skee-Ball, and cash in your tickets for fun prizes!

For fans of the popular show American Ninja Warrior, the Xtreme Ninja Challenge is a must-do. These next-level obstacle courses will have you navigating up net structures, racing up vertical walls, and literally climbing through hoops. Are you ready for the challenge?

Shopping for Souvenirs & Gifts

Souvenirs are a vacation must, and the more memorable, the better. Stop into Wound ‘N Around for movie and TV memorabilia from the 1940s, '50s, and '60s. Hit up Old Town Leather for high-quality leather goods. Pose for a faux-vintage photo at the Old Town Portrait Gallery or purchase hand-carved wood wares at Extreme Woodcrafts Gift Shop. And then there’s the Old Town General Store, with just about every time-honored souvenir you can think of.

In search of something with more modern vibes? Shops like Ocean Wave Surf Shop, Shades in the Sun, and Tiki Jim’s are filled with beach-themed goodies like comfy tees and trendy sunglasses.

Classic Fare

No trip to Old Town Entertainment District would be complete without all-American food favorites. Get a quick bite at Nathan’s Famous Old Town. This legendary brand got its start as a nickel hot dog stand in Coney Island in 1916. Today, locations across the U.S. serve up the same hot dogs and fries that have been delighting people for decades.

Head to Flippers Pizzeria for brick-oven pizza with all the classic topping combinations, plus a few outside-the-box recipes. Try the Pig & Pesto, the Hog & Honey, or the veggie pie.

For sweet treats, visit Sweet Dreams Ice Cream Cafe. This charming ice cream shop lets you take your favorite flavor and transform it into an entirely new ice cream creation. Milkshakes, malts, sundaes, and banana splits are just the beginning!

Explore more dining in Old Town Entertainment District