Rosen Shingle Creek

Beyond the Parks: Old Florida Charm & The Sophistication of Winter Park

Escape the frenetic energy of the theme parks and retreat to the cobbled streets of Winter Park and the serene, moss-draped landscapes of Orlando’s most sophisticated enclaves. This curated collection highlights properties that embody 'Old Florida' charm—a blend of Southern hospitality, historic elegance, and modern luxury. From the boutique art-filled halls of The Alfond Inn near Rollins College to the grand, Spanish-revival inspired architecture of The Ritz-Carlton Orlando, Grande Lakes and the urban chic of Grand Bohemian Hotel in Downtown, these hotels offer a refined gateway to Central Florida. Whether you are strolling Park Avenue or relaxing by the lakes of Waldorf Astoria Orlando, discover a side of the city defined by culture, nature, and relaxation.