What's On in Maitland

Discover the best events and make the most of your time next 30-days in Maitland. From art to parenting and more, we have the biggest event range and best discovery experience, there's something for everyone.

Derby on Park | Kentucky Derby Party

Join Orlando’s Best Derby Party - Winter Park Style! Presented by: Mercedes-Benz of Orlando

Sat, May 2nd 05:00 pm EDTOrange

Spring Open House 2026

Join us for a cozy, FREE celebratory evening filled with local art, live music, and creative inspiration in our gardens.

Derby on Park | Kentucky Derby Party

Join Orlando’s Best Derby Party - Winter Park Style! Presented by: Mercedes-Benz of Orlando

Sat, May 2nd 05:00 pm EDTOrange

Spring Open House 2026

Join us for a cozy, FREE celebratory evening filled with local art, live music, and creative inspiration in our gardens.

Taste of Midwifery: A Birth and Baby Expo Volunteer

Support maternal health in Central Florida! We’re so excited to bring our Central Florida birth and wellness community together to celebrate the midwifery model of care. Community care runs on community hands. Full-day volunteers receive a complimentary meal and tshirt. Volunteers should live within driving distance of Maitland and be available for both virtual and in-person planning meetings. Every role helps our vision come to life, and your time and energy truly make a difference.

Sat, May 2nd 08:00 am EDTOrange

Fri, May 8th 06:30 pm EDTLake Sybelia Heights

What's On in Maitland

Derby on Park | Kentucky Derby Party

Spring Open House 2026

Other events near Maitland

Other events near Maitland

Derby on Park | Kentucky Derby Party

Spring Open House 2026

Taste of Midwifery: A Birth and Baby Expo Volunteer