Situated just north of Orlando, Winter Park is an affluent city known for upscale shopping districts, elegant restaurants, art museums, and abundant outdoor recreation opportunities in its many parks and lakes.
Winter Park’s shopping districts have much to offer visitors looking for retail therapy. High-end retailers, gourmet foods, world-class cuisine, movies and entertainment, salons, and more can all be found within Winter Park Village, located between Fairbanks Avenue and Lee Road. In downtown Winter Park, picturesque Park Avenue is a shopper’s dream, with more than 140 places to shop, dine, and explore. One-of-a-kind boutiques, sidewalk cafes, elegant restaurants, museums, and entertainment venues make this tree-lined cobblestone street a worthwhile destination all on its own. Central Park, also on Park Avenue in the heart of the downtown shopping district, is considered a crown jewel among the city’s wealth of green spaces. Central Park features an expansive rose garden and hosts popular events throughout the year, including the Winter Park Sidewalk Art Festival.
Art aficionados, history buffs, and families won’t want to miss Winter Park’s galleries and museums, such as Albin Polasek Museum & Sculpture Gardens, Rollins Museum of Art at Rollins College, and Charles Hosmer Morse Museum of American Art, home to the world’s most comprehensive collection of works by Louis Comfort Tiffany. Hannibal Square Heritage Center, which pays tribute to Winter Park’s historic African-American community, is also a must-see.
Outdoor enthusiasts won’t be disappointed in Winter Park’s green spaces and waterways. Cycling, walking, paddling, and boating are popular activities in the area’s parks and Winter Park Chain of Lakes. For families with young children, the city’s seven playgrounds provide plenty of outdoor fun, and family-friendly boat tours give visitors a close-up look at Winter Park’s scenic waterways.
Plan your trip at Visit Orlando.
FAMILY FUN
Go for a scenic boat tour, visit the playgrounds, and stroll the botanical gardens.
MUSEUMS, ARTS & ENTERTAINMENT
Visit the museums, see the opera, or catch a theater performance.
OUTDOOR ADVENTURES
Explore the chain of lakes by boat, cast a line, spot birds, and visit the parks.
BEACHES
Some of Florida’s most popular beaches are within an hour’s drive of Winter Park.
WATERWAYS
Kayak, boat, and fish on the Winter Park Chain of Lakes.
ACCESSIBILITY
Visit Winter Park’s accessible attractions and restaurants.
DINING
Winter Park’s culinary scene features elegant dining, high-end restaurants, and plenty of places to wind down with live entertainment.
SHOPPING
Explore the upscale shops of tree-lined Park Avenue or Winter Park Village.
PET-FRIENDLY ADVENTURES
Visit the pet-friendly park for off-leash fun.
SPORTS
Hit the links at the city’s 18-hole course.
PLACES TO STAY
Stay in Winter Park or choose from the many types of accommodations in Orlando and the surrounding areas.
