Find hotels in Winter Park, FL from ₩112,528

Park Avenue District in Winter Park blends luxury shopping with historic charm. Mediterranean Revival buildings house upscale boutiques, art galleries, and sidewalk cafés along tree-lined streets. The Charles Hosmer Morse Museum showcases stunning Tiffany glass collections that art lovers shouldn't miss. Central Park offers elegant green spaces perfect for relaxation between shopping excursions. Sophisticated wine bars and fine dining establishments create a refined evening atmosphere. The walkable district maintains its European-inspired character with wrought-iron details and warm earth tones throughout.

Baldwin Park offers a peaceful retreat from Orlando's tourist buzz with tree-lined streets and homes encircling Lake Baldwin. This master-planned community features scenic walking trails, wooden boardwalks, and fishing piers that invite visitors to unwind by the water. The Village Center anchors the neighborhood with boutique shops and cafes. Nature lovers will appreciate the extensive park system and preserved wetlands throughout the area. Kayaking, paddleboarding, and fishing are popular activities on Lake Baldwin. The neighborhood maintains a genuine suburban feel with limited nightlife, creating a tranquil escape for travelers seeking quiet evenings.

Goldenrod offers a peaceful suburban escape just outside Orlando with easy access to major attractions. This budget-friendly neighborhood blends college energy from nearby UCF with family-oriented residential charm. Enjoy casual bowling at Aloma Bowl or play a round at Winter Pines Golf Club. The area features diverse dining options along Semoran Boulevard where ethnic eateries showcase international flavors. While Goldenrod itself is quiet, you're just minutes from Winter Park Village's upscale shops and Red Bug Lake Park's natural beauty. A car is recommended for exploring Orlando's famous attractions.

College Quarter blends academic energy with residential charm around Rollins College's Mediterranean Revival campus. Red-tiled roofs and stucco buildings frame tree-lined walkways where students gather at outdoor cafes. Small galleries showcase emerging artists while independent bookstores invite browsing throughout this scholarly atmosphere. The neighborhood offers pleasant exploration along palm-dotted streets with historic architecture. Student-friendly eateries serve coffee, pizza, and international cuisine at budget-friendly prices. Brick pathways wind under mature oak canopies, creating a peaceful retreat just steps from campus activities.