© Disney
Your Ultimate Guide to September in Orlando & Kissimmee
As summer gives way to fall, Orlando transforms into one of the best destinations for an unforgettable vacation. September brings warm Florida sunshine, smaller crowds, exciting seasonal festivals, and the return of some of the year’s most anticipated events. It’s the perfect time to enjoy shorter wait times at the parks, indulge in incredible food festivals, and experience Halloween fun that’s suitable for every age. Whether you’re planning an action-packed family getaway or a relaxing escape filled with sunshine and resort amenities, September offers the perfect blend of excitement and relaxation.
Theme Park Highlights
Walt Disney World Resort: Food, Fun & Fall Magic
September is one of the most exciting months to visit Walt Disney World as EPCOT’s most popular festival returns while Halloween festivities continue at Magic Kingdom.
EPCOT International Food & Wine Festival
Food lovers won’t want to miss one of Disney’s signature annual events. Stroll around World Showcase while sampling delicious dishes and beverages inspired by countries from around the globe. Festival marketplaces offer everything from savory specialties to decadent desserts, while live entertainment and family-friendly activities make this a must-visit experience for guests of all ages.
Mickey’s Not-So-Scary Halloween Party
On select evenings throughout September, Magic Kingdom comes alive with festive Halloween decorations, exclusive entertainment, trick-or-treat stations, character meet-and-greets, the Boo-to-You Halloween Parade, and Disney’s spellbinding nighttime spectacular. Guests of all ages are invited to dress in costume for this separately ticketed event.
Late Summer Savings
September is traditionally one of the best months to visit Disney thanks to lighter crowds and pleasant evenings, giving families more opportunities to enjoy their favorite attractions.
© Disney

Universal Orlando Resort: Halloween Horror Nights Returns
September marks the beginning of one of Orlando’s biggest annual events.
Halloween Horror Nights
As darkness falls, Universal Studios Florida transforms into an immersive world of haunted houses, terrifying scare zones, live entertainment, and pulse-pounding attractions. Recognized as one of the world’s premier Halloween events, Halloween Horror Nights delivers unforgettable thrills for guests looking for a spine-tingling adventure.
Family Fun During the Day
Daytime guests can continue enjoying Universal’s blockbuster attractions, The Wizarding World of Harry Potter, spectacular entertainment, thrilling roller coasters, and exciting dining throughout Universal CityWalk.
© Universal Studios

SeaWorld Orlando: Halloween Spooktacular
SeaWorld welcomes families with one of Orlando’s most kid-friendly Halloween celebrations.
Halloween Spooktacular
Held on select weekends throughout September, families can enjoy trick-or-treating, festive character encounters, themed entertainment, colorful decorations, and interactive activities designed especially for younger guests. It’s the perfect combination of Halloween fun and SeaWorld’s incredible marine life experiences.
© SeaWorld

Local Favorites Around Kissimmee
Explore Historic Downtown Kissimmee
Take a leisurely stroll through Historic Downtown Kissimmee, where you’ll discover unique boutiques, charming restaurants, lakeside walking paths, and beautiful views of Lake Tohopekaliga. September’s slightly cooler evenings make it an excellent time to explore this local favorite.
Boggy Creek Airboat Adventures
Experience Florida’s natural beauty aboard an exhilarating airboat ride through the headwaters of the Everglades. Spot alligators, turtles, exotic birds, and native wildlife while learning about one of Florida’s most unique ecosystems.
Don’t forget to stop by Mini Moo Land to meet the adorable Highland cows that have become a favorite family photo opportunity.

Discover Orlando Beyond the Parks
Looking for a slower-paced day?
Spend time exploring:
• Disney Springs
• ICON Park
• Old Town Kissimmee
• Celebration
• Local farmers markets
• Boutique shopping
• Championship golf courses
September’s lighter crowds make it easier than ever to enjoy Orlando’s many hidden gems.

Nightly Resort Relaxation: The Regal Oaks Advantage
After an exciting day exploring Central Florida, retreat to the comfort of your spacious Regal Oaks vacation townhome. Enjoy a peaceful evening on your private patio, take a refreshing swim in the resort pool, or gather the family for dinner prepared in your fully equipped kitchen. It’s the perfect way to recharge before another unforgettable day.

The Perk Alert: Book Direct Benefits
Booking directly with Regal Oaks means you’ll receive exclusive benefits designed to make your vacation even more rewarding.
• $25 Daily Food & Beverage Credit
• $50 Disney Ticket Purchase Credit
• Kids Eat Free

Why September is One of Orlando’s Best Kept Secrets
Many seasoned travelers consider September one of the best times to visit Orlando. With schools back in session, you’ll often find:
• Shorter attraction wait times
• Better availability at restaurants
• More relaxing pool days
• Excellent seasonal events
• Comfortable evenings for exploring
It’s the perfect balance of excitement and relaxation.
Why a Townhome Beats a Hotel Room
Your vacation should feel like home.
Instead of squeezing into a standard hotel room, enjoy spacious accommodations featuring multiple bedrooms, a full kitchen, comfortable living areas, a private patio, washer and dryer, and resort-style amenities. Whether you’re traveling with family or friends, everyone has room to relax after a busy day.
Fall Starts Here
September is when Orlando truly shines. From EPCOT’s world-famous Food & Wine Festival and Mickey’s Not-So-Scary Halloween Party to the thrills of Halloween Horror Nights and family-friendly Halloween Spooktacular, there’s something for every traveler to enjoy. Pair these unforgettable experiences with Regal Oaks’ spacious vacation townhomes, exclusive direct booking perks, and unbeatable location just minutes from Walt Disney World® Resort, Universal Orlando Resort, and Central Florida’s top attractions, and you’ve got everything you need for the perfect fall getaway.
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