Kick Off Summer: Your Memorial Day Weekend Guide to Orlando & Kissimmee

The long weekend is finally here! Memorial Day weekend marks the unofficial start of summer, and if you are staying with us at MyDisneyCondo, you are perfectly positioned to experience the very best of Central Florida. Beyond the world-famous theme parks, the Orlando and Kissimmee areas are buzzing with local celebrations, live music, and family-friendly events.

Here is what you shouldn’t miss around town this weekend:

The Memorial 4-Day Weekend at Sunset Walk

Located just minutes away in Kissimmee, the Promenade at Sunset Walk is hosting a massive, four-day holiday celebration. Running from Friday through Monday, this completely free event features nonstop live music, a vibrant artisan market, street performers, and a massive car and truck show. With over 30 restaurants and shops right on-site, it’s the perfect spot to grab dinner, unwind, and enjoy the beautiful Florida evenings.

Old Town’s ALL-IN Car Show

If you love classic rides, head over to Old Town Kissimmee on Saturday. Their special “ALL-IN” Car Show and Cruise brings together stunning classic cars, muscle cars, and trucks, accompanied by live music from Smooth Play. It’s a wonderful dose of vintage Americana that the whole family will love.

Orlando Fringe Festival & Local Eats

For a taste of Orlando’s incredible arts scene, the 14-day Orlando International Fringe Theatre Festival wraps up this Monday at Loch Haven Park. If you want a more laid-back holiday vibe, consider picking fresh blueberries at Southern Hill Farms or grabbing an outdoor bite at Boxi Park in Lake Nona.

No matter how you choose to spend the holiday, remember to take a moment to honor the brave men and women who made the ultimate sacrifice for our country. Have a safe, fun, and memorable weekend!