N Park Ave & S Park Ave at Park Ave

Spanning North and South Park Avenue in Winter Park, this scenic thoroughfare serves as the heart of the area's premier shopping and dining district. Lined with lush oak trees, historic brick side streets, and open-air cafes, it features an array of independent boutiques, art galleries, and restaurants. Visitors can stroll along adjacent Central Park or enjoy al fresco dining in a charming, walkable setting.

History

The avenue and surrounding area have a storied past, dating back to the late 19th century. Park Avenue in Winter Park became the city's main street, growing alongside the development of the railroad and the prestigious Rollins College. It has since evolved into a cultural hub, maintaining its historic elegance while adapting to the needs of a modern community.

Expert notes

• Check the schedule for local events and festivals for an enhanced visit.
• Parking can be limited, so consider arriving early or using public transportation.
• Don't miss visiting the hidden gardens and courtyards off the main avenue for a quiet retreat.

Features

• Art Festival
• Boutiques
• Galleries
• Historic Landmarks
• Landscaped Gardens
• Restaurants
• Sidewalk Cafes