Winter Park, Florida - Things To Do & Attractions In Winter Park FL

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.

• Family-friendly activities
• Playgrounds

MUSEUMS, ARTS & ENTERTAINMENT

Visit the museums, see the opera, or catch a theater performance.

• Arts and entertainment
• Events
• History

OUTDOOR ADVENTURES

Explore the chain of lakes by boat, cast a line, spot birds, and visit the parks.

• Boat tours
• Boating
• Ecotourism
• Fishing and birding
• Cycling and walking
• Parks

BEACHES

Some of Florida’s most popular beaches are within an hour’s drive of Winter Park.

• New Smyrna Beach
• Cocoa Beach

WATERWAYS

Kayak, boat, and fish on the Winter Park Chain of Lakes.

• Winter Park Chain of Lakes

ACCESSIBILITY

Visit Winter Park’s accessible attractions and restaurants.

• Accessible travel resources

DINING

Winter Park’s culinary scene features elegant dining, high-end restaurants, and plenty of places to wind down with live entertainment.

• Places to eat and drink
• Wineries and wine bars
• Nightlife and entertainment

SHOPPING

Explore the upscale shops of tree-lined Park Avenue or Winter Park Village.

• Saturday Farmers’ Market
• Winter Park Village
• More places to shop

PET-FRIENDLY ADVENTURES

Visit the pet-friendly park for off-leash fun.

• Lake Baldwin Park
• Pet-friendly things to do

SPORTS

Hit the links at the city’s 18-hole course.

• Winter Park Pines Golf Club
• Winter Park Tennis Center

PLACES TO STAY

Stay in Winter Park or choose from the many types of accommodations in Orlando and the surrounding areas.

• Places to stay