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The Ultimate Guide to Old Town Entertainment District

Orange classic car in front of "OLD TOWN" jukebox sign.

Car shows at Old Town Kissimmee.

Everything You Need to Know About Old Town Entertainment District

Nestled in the heart of Kissimmee, Old Town Entertainment District is a popular outdoor entertainment district that brings a nostalgic charm to the area. With its vintage Americana atmosphere and wide array of attractions, it offers you and your family a unique blend of shopping, dining, and entertainment experiences.

Old Town Entertainment District is an open-air complex offering a mix of more than 70 retro-themed attractions, classic car shows, unique shops, diverse dining options, and weekly live entertainment. It recreates a classic Florida experience with its nostalgic architecture and family-friendly environment. It’s also free to roam around and explore! 

Old Town is located in Kissimmee, Florida, along Highway 192 (also known as West Irlo Bronson Memorial Highway) just minutes from the world-famous theme park – Walt Disney World Resort. From Interstate 4 (I-4), you can hop right off and be minutes down the street from the fun.

Old Town provides various services to everyone visiting, including a lost and found service, accessibility options for all, and renting a car with Budget Car Rental.

Car 

Old Town Entertainment District is located right off Interstate 4 (I-4) at Exit 64. From U.S. 27, head east on Highway 192. There are multiple parking lots, and there’s always free parking. 

Old Town offers diverse shopping options with unique stores and boutiques. From vintage clothing and themed merchandise to souvenirs and arts and crafts, find all your specialty items here.

Clothing & Accessories 

Ailana 

Annie’s Gifts 

British Isle Connection 

ComfortWiz Footwear 

Full Dollar 

Groovy Store 

Lucky Mouse Chinese Gifts 

Ocean Wave Surf Shop 

Old Town General Store 

Old Town Leather 

Out of This World Embroidery 

Salty’s  

Shades at Old Town 

Skully’s Rock ‘N’ Roll Experience 

Southern Charmed 

Teams 

Tiki Jim’s  

Wound ‘N Around 

Unique Boutiques 

As Seen On TV 

Beef Jerky Experience 

Black Market Minerals 

Caricatures by Characters 

CSTM TGS 

Electronic Town 

Extreme Woodcrafts Gift Shop 

Fuego by Sosa Cigar Lounge 

LED It Glow 

Love My Phone Repair 

Magnets 

Mini Queen 

Old Town Portrait Gallery 

OT Vapor 

Sparkle Solution 

Sun Catchers USA 

The Blingionaire 

The Soap Company 

 

Beyond the shopping and dining, Old Town has amusement rides, relaxing spots to take a breather, and seasonal themed events. Right next door is Fun Spot America – Kissimmee for even more amusement park rides and fare. 

Carousel 

Enjoy a nostalgic amusement park ride with your loved ones as you go around and around the carousel. It’s fun for all ages! 

Ferris Wheel 

Get amazing views of the area on this classic Ferris wheel that rotates more than 85 feet in the air. If you visit at sundown, you’ll get a special treat as the wheel lights up and illuminates the sky.  

Happy Days Family Fun Center 

Enjoy some family-friendly competition at this arcade, ideal for all ages.  

Hurricane 

Hold on tight as you soar over five stories tall on this fun roller coaster.  

Mortem Manor 

Do you love spooky things? Well Mortem Manor is a year-round haunted attraction that welcomes you to test your fears. It’s a must-see when visiting Kissimmee. 

Paratrooper 

Full speed ahead! Get ready to ride on these suspended cars attached to a spinning wheel and experience going full speed forward and backward. 

Rootin & Tootin’s Shootin’ Alley 

Grab a gun and have some fun with this classic point and shoot target arcade. Choose either 18 shots at your own pace or unlimited shots for one minute. 

Whether you’re looking for a classic American meal or an international favorite, Old Town Entertainment District has classic diners, casual eateries, bars, and more.  

Restaurants 

A&W 

El Borrego 

El Cilantrillo 

Flippers Pizzeria 

Kinfolks Chicken & More 

Latin Bistro Express 

Mr. Sushi Express 

Nathan’s Famous 

Olde Town Tavern 

Shoney’s Kitchen and Bar 

Southern Breeze 

Grab & Go 

Auntie Anne’s 

Beef Jerky Experience 

Downtown Deli 

Go Nuts! 

Kissimmee Popcorn 

Tiki Station 

Sweet Treats 

Sugars Gallery  

Sweet Dreams Ice Cream Café 

Bars 

Bobby’s Garage Bar 

Fat Tuesday 

Maw’s Mountain Moonshine 

Sakeba Asian Pub & Grill 

Sun on the Beach

With weekly entertainment, Old Town is a classic spot for families any day of the week. From the famous car shows to live music performances, there’s always something to see here at Old Town.  

Car Shows  

For years, Old Town Entertainment District has brought generations of families together for the famous car shows. Most days of the week, you can visit in the late afternoon for some incredible car cruises and chances to meet the owners and hear some great stories about their beloved cars.  

  • Wednesday 5 p.m.: Themed Car Show  
  • Friday: Muscle Car Show & Cruise  
    • You’ll see show-quality 1964 and newer muscle cars, plus 1985 and older hot rods and classics during this cruise. 
    • 3 p.m.: Car Show 
    • 8:30 p.m.: Car Cruise 
  • Saturday: Classic Car Show & Cruise 
    • Florida’s longest-running car show is right here at Old Town, and you’ll find show-quality 1985 and older hot rods, street rods, and antiques.  
    • 1 p.m.: Car Show 
    • 8:30 p.m. Car Cruise 

Live Music  

Each week, Old Town welcomes different singers and musicians to play their tunes on the stage in the center of the entertainment district. You’ll hear everything from classic rock and oldies tribute bands to country favorites and more.  

Seasonal Celebrations  

Old Town is the perfect spot to celebrate the holidays – and they really go all out! Since these are all free events, you can’t beat the 4th of July fireworks, Santa Claus Christmas parade, and more family favorites throughout the year.

Old Town Entertainment District is the ideal spot to experience classic food, fun, and entertainment. If you’re looking for a place to stay within walking distance, check out some great options in the area.  

Search for deals and discounts – you never know when you’ll find dining or attraction savings on your next trip!