Best Historic Stays in Orlando, FL

Eo Inn is a charming boutique hotel nestled along the edge of Lake Eola in Orlando's Thornton Park neighborhood, offering an intimate and design-forward alternative to the city's larger convention hotels. The property blends modern interiors with a relaxed, residential atmosphere, placing guests within easy walking distance of downtown Orlando's dining, nightlife, and cultural attractions. Its lakeside setting, curated aesthetic, and personalized service make it a standout choice for couples, solo travelers, and those seeking a more distinctive Orlando experience.

Rosen Shingle Creek is a landmark full-service luxury hotel and golf resort situated on Universal Boulevard in Orlando, minutes from the Orange County Convention Center and Orlando International Airport. The property features award-winning customer service, Spanish revival architecture, four seasonally heated pools, a world-class spa, and multiple fine-dining restaurants including A Land Remembered and Cala Bella. Ideally positioned adjacent to Universal Epic Universe, the resort excels as a premier destination for conventions, weddings, golf getaways, and leisure travel.

The Park Plaza Hotel is a beloved historic boutique property in the heart of Winter Park's charming Park Avenue district, offering guests a refined European-influenced experience in one of Central Florida's most walkable and upscale neighborhoods. Built in 1922, this landmark hotel features vine-draped balconies, elegant period details, and a celebrated garden dining room that draws both locals and visitors. Its prime location steps from world-class shopping, dining, and the scenic Central Park makes it a distinctive alternative to the larger resort properties of the broader Orlando area.