The Corvette only car cruise is a popular annual event at Old Town Entertainment District. Rev those engines and shine up that chrome. VetteFest is back at Old Town in Kissimmee! Old Town Entertainment District, an iconic walking district of shops, food, entertainment and events is revving its engines for the 21st Annual Vette Fest on Saturday, Oct. 3 from 10 am to 3 pm, featuring America’s favorite muscle machines. The vintage beauty and cutting-edge Corvettes start rollin

Bring Your Best Friend for an Afternoon of Live Music, Street Performers, and Plenty of Fall Fun throughout the Promenade at Sunset Walk. Join the Promenade at Sunset Walk for a “paw-some” day out at Pets on the Promenade - Fall Edition, where furry friends and their humans gather for a tail-wagging good time! Back by “paw-pular” demand, the Promenade at Sunset Walk hosts its first ever Fall Edition of Pets on the Promenade on Sunday, September 20, 2026. Join the fun for an a

At Krush Brau Park you can indulge in all the beer, food, music, and fun that make Oktoberfest a beloved global celebration. Get ready for an authentic Oktoberfest experience in Kissimmee. Join Krush Brau Park and indulge in all the beer, food, music, and fun that make Oktoberfest a beloved global celebration at their 5th Annual Oktoberfest, kicking off on September 19, and runs various dates through until November 1. Krush Brau Park has recreated the spirit of Munich's Oktob

Whether you're a tattoo aficionado or just looking for some inspiration, the 5th edition of the popular event is the perfect place to explore various styles, trends, and techniques. Experience Central Florida's premier tattoo event featuring artists, vendors, competitions, entertainment, and more. The Orlando Tattoo Show returns for its 5th edition from September 11 - 13, 2026, at Osceola Heritage Park in Kissimmee. Over three days of tattoo artists, vendors, and brands from

Customers will find a one-of-a-kind design featuring local memorabilia, photos and theme park-inspired touches that celebrate Kissimmee’s role as the gateway to Central Florida’s iconic attractions. Raising Cane’s opens the doors to its newest Orlando area Restaurant today, Monday, June 29 at 1200 W. Osceola Pkwy., featuring a festive grand opening packed with excitement and Community spirit. Raising Cane’s ONE LOVE – Craveable Chicken Finger Meals – begin with premium chi

Old Town Entertainment District in Kissimmee is hosting the 7th Annual Fourth of July Celebration with free fun and fireworks for the whole family. Celebrating the Fourth of July is an all-day affair at the Old Town Entertainment District. Old Town’s 7th Annual All-American Fourth of July Celebration ignites with a high-energy showcase of American horsepower, live entertainment and a patriotic fireworks spectacular presented by Old Town and Fun Spot America. The All-America

This summer, Promenade at Sunset Walk is your home for match-day excitement with watch parties, giveaways, food and drink specials, fan experiences, and nonstop tournament energy. The Promenade at Sunset Walk in Kissimmee is getting ready to kick-off a summer of soccer, with"The World Soccer Tournament Experience." This summer, the 2026 World Cup, which is being hosted in the U.S., Mexico, and Canada, takes over the shopping, dining, and entertainment district with live watch

Once a month, Old Town turns the entertainment district into a full import takeover. This weekend, Old Town Kissimmee transforms into the heartbeat of the import world for one electrifying night! Old Town Import Nights takes place on the first Sunday of each month, returning on Sunday, June 7, 2026, from 4 - 9 pm, bringing together the most jaw-dropping builds, die-hard enthusiasts, and an atmosphere unlike anything else in the area. This is the night the import community has

Hamburger Mary's has rolled into Old Town on the 192, and all your favorite shows are back, and more. American bar and grill chain Hamburger Mary's know for its diner classics and cocktails, served with a side of quirky entertainment, announced in May 2024 that it was to close its downtown Orlando location in the historic Bumby Building after 16 years. The much loved location at 110 W. Church St. closed its doors for the last time on Sunday June 2, 2024, with regular live ent

Join Sunset Walk this Saturday for a full day of fitness, wellness, live DJ sets, vendors, and nonstop good vibes! Sunset Walk presents the Thrive & Vibe Fitness Flight & Wellness Fest this weekend, on Saturday, May 16, 2026 from 9 am to 3 pm. Get ready for a full day of fitness, health, wellness, live music, markets, and fun. Participate in a variety of fitness classes, browse vendor displays, connect with class instructors, and get moving! Each class is 20 minutes in length

Keep your kids active, safe from the heat, and having fun all summer long with pickleball, arcade games, cornhole, and so much more! It’s time to start planning those summer activities to avoid the "I'm bored" complaints from the kids! Summer is the perfect season to stay active and explore new interests, and Crush Yard’s indoor pickleball located at 7840 W Irlo Bronson Memorial Hwy, Kissimmee, offers something for everyone! Running every weekday from June 1 through August

Everyone is invited to the City of Kissimmee's big birthday bash at the 2026 Kowtown Festival. There will be live music fr om Thompson Square , a kids zon e, food & drink, plus games, craft vendors, and more. The City of Kissimmee is turning 143 years old this year and the city is celebrating the special occassion with the local community at it's annual big birthday bash! This years free party takes place on Saturday, March 21, 2026 , from 12 - 4 pm at Kissimmee Lakefront Par

Hamburger Mary's search for a new home is over, rolling into Old Town on the 192. American bar and grill chain Hamburger Mary's know for its diner classics and cocktails, served with a side of quirky entertainment, announced in May 2024 that it was to close its downtown Orlando location in the historic Bumby Building after 16 years. The much loved location at 110 W. Church St. closed its doors for the last time on Sunday June 2, 2024with regular live entertainment includin

Enjoy an inside and outside car show, burnouts, 2-step, exhaust competition, low car limbo, vendors, food trucks, and more. The biggest car event in Orlando returns! The Clean Culture Orlando Car Show is back at Osceola Heritage Park in Kissimmee on March 14 with burnouts, 2-step, exhaust competition, low car limbo, vendors, food trucks, raffles, giveaways, ash prizes, and more. Looking for more fun events and things to do in Central Florida? Check out our Events Guide . We

Join the celebrations as Old Town, the home to the longest running car show and car cruise in America celebrates its 40th Anniversary. Old Town in Kissimmee is celebrating 40 incredible years of its Quirky Cool brand of fun and entertainment and invites you along for the ride. With 47 shops, 23 restaurants and bars, seven rides and attractions, there’s no mistake that Old Town has something for everyone. Add to that, free weekly events, including Wednesday’s Bike Night, Th