The Ultimate Luxury Guide to Fall in Orlando: Resorts, Events, and Experiences by Katie Bean Travels

Discover the best of Orlando this fall with Katie Bean Travels’ luxury insider guide. Explore five-star resorts, seasonal events, and exclusive Virtuoso benefits at Central Florida’s most exclusive retreats.
A picture of Ireland's Ballyfin Demesne property.

Autumn in Central Florida brings cooler evenings, festive traditions, and five-star resort experiences just minutes from world-class attractions. From Halloween celebrations to culinary festivals and seasonal spa rituals, use this as your guide to Orlando’s best this fall.

At Katie Bean Travels, a luxury Virtuoso agency based in Winter Park, we curate the region’s most exclusive experiences for discerning travelers. Our team spends every season exploring new resort experiences, attending local events, and cultivating relationships with Orlando’s top hospitality partners.

This insider guide highlights the best resorts, events, and moments to make your fall getaway or staycation in Orlando truly unforgettable.

Best Luxury Resorts in Orlando for Fall 2025

Four Seasons Resort Orlando

What Makes Four Seasons Resort Orlando So Special for Fall?

What Makes Four Seasons Resort Orlando So Special for Fall?

Four Seasons isn’t just one of Central Florida’s premier resorts, it’s also a fall favorite for families seeking both adventure and relaxation. With a five-acre water park and the engaging “Kids For All Seasons” program, little ones stay happily entertained, giving adults the freedom to unwind at the spa, play a round of golf, or enjoy dinner at one of the resort’s acclaimed restaurants.

Through our Four Seasons Preferred Partner Program, Katie Bean Travels guests enjoy daily breakfast for two, a $100 resort credit, and priority upgrades on arrival when available, plus the warm hospitality that comes from years of friendship and partnership with our team.

Top Experiences for Adults at Four Seasons Orlando
Family Experiences at Four Seasons Resort Orlando
  • Kids For All Seasons program for ages 4 to 12
  • S’mores by the Cove Pool Tuesday and Friday evenings
  • Trick or treating around the resort in October
Luxury Accommodations at Four Seasons Resort Orlando

Rooms and suites are both spacious and elegant,  with many featuring private terraces overlooking nightly Disney fireworks. Multi bedroom suites provide the perfect setup for families, while the Royal Suite creates a residential style retreat ideal for entertaining.

Culinary Experiences at Four Seasons Resort Orlando
  • Ravello for Italian classics and family buffets
  • Capa for elevated Spanish fare
  • Epilogue for evening cocktails
  • Lickety Split for quick bites and gelato
Insider Tip from Katie Bean Travels

One of Four Seasons’ best-kept secrets is the dive-in movie series at the Explorer Pool. Families can float under the stars while enjoying a film on the big screen with popcorn and seasonal treats close at hand. Offered midweek throughout the fall, it’s a magical way to end the evening, and one many guests are delighted to discover.

Ritz Carlton Orlando, Grande Lakes

What makes the Ritz Carlton Orlando, Grande Lakes a great fall escape?

Spanning 500 acres, Grande Lakes feels worlds away from the theme parks yet remains only 15 minutes from Disney. This fall, The Ritz-Carlton Orlando, Grande Lakes comes alive with seasonal experiences that make the most of Florida’s cooler days, from the annual Fall Festival to relaxing Spa After Dark evenings.

Through our exclusive Virtuoso partnership, Katie Bean Travels guests receive daily breakfast for two, a $100 resort credit, priority upgrades upon arrival when available, and personalized attention that reflects our long-standing relationship with the resort’s incredible team. It’s the kind of connection that makes every stay feel extra special.

Top Experiences for Adults at The Ritz-Carlton Orlando, Grande Lakes
  • Spa After Dark - book an evening of bespoke treatments, champagne, and live music on November 1, with exclusive access to the Ritz Spa
  • Knife and Spoon, the resort’s Michelin starred steakhouse
  • Seasonal Spa Treatments - Indulge in autumn-inspired rituals, featuring pumpkin, cinnamon, and clove
Top Experiences for Families at The Ritz-Carlton Orlando, Grande Lakes
  • Fall Festival October 11 and 12 from 10 am to 2 pm - With hayrides, pumpkin carving, live music, and crafts. Complimentary for overnight guests (RSVP here) or $135 per person for day visitors (tickets here)
  • Thanksgiving 5K on November 27 - Registration is $75 to run the grounds with your crew, then enjoy seasonal treats. Sign up here
Luxury Accommodations at The Ritz-Carlton Orlando, Grande Lakes

Rooms and suites feature views of  lush grounds or water features, while Club Level rooms include private lounge access and daily culinary presentations.

Culinary Experiences at The Ritz-Carlton Orlando, Grande Lakes
Insider Tip from Katie Bean Travels

Many families overlook the resort’s eco-tours led by Ritz naturalists. These guided walks and kayak excursions through the expansive grounds bring kids face to face with local wildlife, while offering adults a deeper connection to the natural surroundings. It’s an unexpected way to balance the indulgence of spa and dining with fresh air and discovery. For us, this is where family connection comes alive.

Why Ritz Carlton Belongs on Your Fall Bucket List

Between festive gatherings, elevated dining, and wellness moments, the Ritz becomes a fall anchor for guests seeking both celebration and tranquility.

Waldorf Astoria Orlando

What Makes Waldorf Astoria Orlando Special for Fall

Waldorf Astoria Orlando brings together tradition and seasonal energy in a way that feels both polished and playful. Families enjoy proximity to Disney autumn events while adults savor wine tastings, cabanas, and seasonal spa rituals.

Through our Virtuoso partnership, Katie Bean Travels guests receive daily breakfast for two, a $100 resort credit, and priority upgrades when available, all with the thoughtful service that makes Waldorf Astoria a local favorite for our team and clients alike.

Top Experiences for Adults at Waldorf Astoria Orlando
  • Bull and Bear, one of Orlando’s top steakhouses
  • The Waldorf Astoria Spa, known for its world-class treatments
  • Complimentary weekly wine tastings at Park Avenue Café
Top Experiences for Families at Waldorf Astoria Orlando
  • Spacious suites built for multigenerational stays
  • Halloween trick or treating on resort grounds in October
  • Easy access to EPCOT Food and Wine and Disney fall events
Luxury Accommodations at Waldorf Astoria Orlando

Rooms and suites feature plush bedding, soaking tubs, and views of the golf course or nightly fireworks. Larger suites offer families spacious comfort without compromising elegance.

Culinary Experiences at Waldorf Astoria Orlando
Insider Tip from Katie Bean Travels

Reserve a Veuve Clicquot Cabana for the afternoon and enjoy champagne service, playful keepsakes, seasonal bites and attentive service, the ultimate way to relax poolside. It’s a festive touch that most guests overlook, but one that makes the day worth savoring.

Seasonal Magic Beyond the Resorts

Even locals look forward to fall’s marquee events. From EPCOT’s indulgent bites to the artistry of Universal’s haunted houses, Orlando shines with creativity this time of year.

  • Mickey’s Not So Scary Halloween Party runs select nights August 15 through October 31, 2025, from 7 pm to midnight (details here)
  • EPCOT International Food and Wine Festival takes place August 28 through November 22, 2025, with global marketplaces, live music, and immersive food experiences (details here)
  • Universal’s Halloween Horror Nights runs select nights August 29 through November 2, 2025, featuring haunted houses, scare zones, and immersive entertainment (details here)

Closer to home, locals love the Winter Park Autumn Art Festival and the fall performance series at Dr. Phillips Center for the Performing Arts, two experiences that showcase the creative heart of our city.

Plan Your Fall Getaway with Katie Bean Travels

At Katie Bean Travels, we design personalized itineraries that blend connection, comfort, and exceptional experiences. From securing suites at Orlando’s finest resorts to arranging spa appointments, dining reservations, and seasonal events, every detail is handled with care.

Whether you’re a Central Florida local planning a weekend retreat or traveling from afar for a sun-drenched fall escape, our Winter Park-based team will ensure your stay, from resort suites to spa appointments and dining reservations, feels effortless from start to finish.

📩 Inquire today to begin planning your fall getaway to Orlando with Katie Bean Travels, your trusted Virtuoso luxury travel concierge in Central Florida.