Park Avenue in downtown Winter Park is definitely a shopper's heaven. This inviting brick street has chic boutiques, sidewalk cafés, and hidden alleyways that lead to peaceful nooks and crannies with even more restaurants and shops. The last several years have seen a mass exodus of the chain stores that came to dominate shopping on Park Avenue, leaving the street open to the return of boutiques. Most of these stores are privately owned and offer merchandise that cannot be easily found elsewhere.
A stroll across the railroad tracks that run through Winter Park brings you to the gentrified Hannibal Square. Centered on the intersection of New England and Pennsylvania avenues, the upscale dining and shopping found here has revitalized the area.