Nestled in the northeastern suburbs of Orlando, Winter Park, Florida, is a quaint and charming city known for its historic downtown, upscale shops, and beautiful parks.
With a population of around 29,000, this small city offers a delightful escape from the hustle and bustle of larger urban areas. Incorporated in 1887, Winter Park has evolved from a resort community for northern snowbirds into a vibrant and culturally rich destination.
In this article, we’ll take you through the highlights of downtown Winter Park, exploring its history, attractions, and unique charm.
The Historic Downtown and Central Park
Winter Park’s historic downtown, centered around South Park Avenue, is a picturesque area that blends historical significance with modern attractions.
Central Park, the heart of downtown, is a lush green space that hosts numerous events and activities throughout the year, including a regular farmers market. This park is also home to the Winter Park train station, which serves as a hub for both SunRail and Amtrak services.
The train station, built in 2014, replaced the original 1882 structure, adding a touch of modernity to the historic district.
A Walk Down South Park Avenue
As you stroll down South Park Avenue, often referred to as Main Street, you’ll find an array of upscale shops, restaurants, and boutiques.
This area exudes a high-rent district vibe with its clean, well-maintained streets and an abundance of charming storefronts.
The Avenue is lined with a mix of dining options, from cozy cafes to fine dining establishments, making it a perfect spot for a leisurely meal or a quick coffee break.
The Morse Museum and Tiffany Glass
One of the standout attractions in Winter Park is the Charles Hosmer Morse Museum of American Art, which boasts the largest collection of Tiffany glass in the world.
The museum’s collection includes Tiffany’s Chapel interior from the 1893 World’s Columbian Exposition in Chicago.
The museum’s exquisite displays offer a glimpse into the artistry of Louis Comfort Tiffany and the opulence of the Gilded Age. Whether you’re an art enthusiast or simply curious, the Morse Museum is a must-visit.
Casa Feliz: A Historic Landmark
Another notable historic site in Winter Park is Casa Feliz, a beautiful example of Spanish farmhouse-style architecture from the 1930s.
Originally built during the Great Depression for $28,000, the house faced demolition in 2000 but was saved by the community, which raised $1.2 million for its restoration. Today, Casa Feliz stands as a testament to the community’s dedication to preserving its architectural heritage and serves as a venue for events and gatherings.
Rollins College: Florida’s Oldest College
Just a few blocks from downtown Winter Park is Rollins College, the oldest college in Florida.
Founded in 1885, this private four-year institution has a student population of around 3,100. The college’s picturesque campus, with its historic buildings and scenic views, adds to the charm of Winter Park.
Visitors can take a leisurely walk around the campus or attend one of the many cultural events hosted by the college.
The Langford Hotel: A Glimpse into the Past
Winter Park’s history as a resort destination is reflected in the story of the Langford Hotel, which opened in 1956 and quickly became a social hub.
The hotel welcomed numerous celebrities, including members of the Rat Pack, Ray Charles, John Denver, and Ronald Reagan.
Although the Langford Hotel was closed and demolished in 1999, a boutique hotel now occupies the site, continuing the legacy of hospitality and elegance.
The Park Plaza Hotel and the Colony Theater
Built in 1922, the Park Plaza Hotel is the only hotel located on Park Avenue. Its wrought iron balconies and historic charm evoke a sense of nostalgia, reminiscent of New Orleans.
Across the street, the former site of the Colony Theater, which operated from 1939 to 1975, is now home to a Pottery Barn. These landmarks provide a window into Winter Park’s rich history and its evolution over the decades.
Exploring Interlachen Avenue
For those looking to venture off the main drag, Interlachen Avenue offers a mix of residential and commercial buildings, providing a different perspective on Winter Park.
This parallel street runs alongside South Park Avenue and is home to additional shops, restaurants, and historic sites, making it worth a visit.
Conclusion: A Quaint and Walkable Destination
Winter Park, Florida, with its charming downtown, historic landmarks, and cultural attractions, is a delightful destination for visitors of all ages.
Its walkable streets, beautiful parks, and vibrant community events make it an ideal spot for a day trip or a leisurely weekend getaway.
Whether you’re exploring the historic South Park Avenue, visiting the Morse Museum, or simply enjoying a cup of coffee in Central Park, Winter Park offers a unique and enriching experience that captures the essence of old Florida charm.