Festivals & Annual Events
Stay aligned with the latest Orlando real estate news and insights.
Tiffany Pantozzi shares weekly tips and trends for buyers, sellers, and investors. From staging your home to understanding market shifts, this blog is your go-to resource for making smart moves in Orlando’s real estate market.
Winter Garden Music Festival is a vibrant, free annual outdoor music celebration in historic Downtown Winter Garden that brings together live performances, local dining, and community energy for an unforgettable day of entertainment. Featuring 30+ music acts performing across multiple stages throughout downtown, this festival offers a mix of genres — from rock and pop to blues, folk, jazz and Latin rhythms — so there’s something for every music lover. Expect food and drink vendors, artisan boutiques, and streets closed to cars so pedestrians can enjoy the lively festival atmosphere. Whether you’re planning a family outing, date day, or group adventure, Winter Garden Music Festival delivers a memorable cultural experience right in the heart of the city. Add the Winter Garden Music Festival to your events calendar and plan your visit for great music, food, and downtown fun!
Read more
A beloved annual tradition, the Winter Park Sidewalk Art Festival brings Central Park and Park Avenue to life with fine art from top juried artists, live music, and a lively outdoor atmosphere. Family-friendly and walkable, the festival also features interactive art activities for kids, making it a standout entertainment experience for art lovers of all ages in the heart of Winter Park. Discover featured artists, events, and festival details here.
Read more