Downtown Winter Park is the best, coziest, and happiest place to stroll, sit by the fountains, enjoy a cup of tea/coffee/drink, browse the internet, study, or chat. The area boasts great local stores, fun places to explore, and free parking lots. Visitors can enjoy the dining scene, browse the multitude of stores, and take in the wonderful atmosphere. The downtown is dog-friendly, and even more fun to explore by taking the Sunrail. With a lovely park for picnicking and a great overall ambiance, Downtown Winter Park is a delightful destination.
A nice walkable town of shops and restaurants. The park located across the street as well as two other main parks within a reasonable car driving distance. Train station also located within walking distance. Can't believe I didn't take pictures. It was in and out after a meal. Next time.
March 2026
Quality shops, from clothing to jewellery souvenir to eating to wine drinking. Set in comfortable well to do surroundings of a old small town atmosphere!
February 2026
I truly love how pedestrian friendly Downtown Winter Park is. Everything is always well kept and the stores do not disappoint.
Recommended as Best Shopping Because: Familiar brands and unique shops meld with colorful flowers and cobbled lanes. Park Avenue isn't just great shopping, it's great sightseeing, too. Best for Christmas Shopping Because: Shopping doesn't get more pleasant than when you're perusing the picturesque purveyors of Park Ave.
