Winter Park, FL
Find the best weekend events in Winter Park, FL. This page is updated every week with live music, festivals, community gatherings, outdoor activities, and more. Whether you are planning ahead or looking for something last minute, we have all the weekend fun in one spot.
Orlando Museum of Art· Orlando
May 2, 2026
Free
Bank of America cardholders can enjoy FREE admission to the Orlando Museum of Art during the 'Museums on Us' weekend, running from May 2nd to May 3rd. This initiative provides an excellent opportunity for the Orlando community to explore the museum's diverse collections and exhibitions without charge, making art accessible to more visitors.
Orlando Museum of Art· Orlando
May 2, 202610:30:00
Free
The Orlando Museum of Art presents 'Art’s The Spark,' a program designed for individuals living with memory impairment and their caregivers. Through interactive tours and discussions, this event offers a fun, expressive outlet and an opportunity for adult engagement, fostering connection and creativity in a supportive environment in Orlando. This program is generously sponsored by Jane Shang and the Shangri-La Foundation.
Orlando Museum of Art· Orlando
May 2, 202612:00:00
Unleash your artistic side at 'Sketching in the Galleries' at the Orlando Museum of Art. On the first Saturday of each month, drawing and sketching supplies are provided for artists of all ages to find inspiration amidst the museum's artwork. This free, drop-in program offers a wonderful opportunity for creative expression in the heart of Orlando.
