Events in May in Maitland

• Sat, 02 May, 2026 - 06:00 PM

  12th Annual Kentucky Derby Soirée

  Venue on Lake Lily - Maitland Civic Center

  69+ Interested
• Sat, 02 May, 2026 - 04:30 PM

  Derby on Park (Kentucky Derby Party)

  Mercedes-Benz of Orlando

  407+ Interested
• Fri, 08 May, 2026 - 06:30 PM

  Spring Open House 2026

  Art & History Museums of Maitland

  Free
• Fri, 29 May, 2026 - 12:30 PM

  14th Annual Diversity Awards

  Sheraton Orlando North Hotel
• Fri, 01 May, 2026 - 10:00 AM

  Homeschool Day at the Telephone Museum

  Art & History Museums of Maitland

  USD 7
• Wed, 27 May, 2026 - 05:30 PM

  Music in the Gallery (collab. with Howie Music + CFC2)

  Art & History Museums of Maitland

  Free
• Sat, 02 May, 2026 - 08:00 AM

  Taste of Midwifery: A Birth and Baby Expo Volunteer

  Lake Lily Park

  Free
• Sat, 02 May, 2026 - 08:00 PM

  SPEED LIMIT 70 Debut at Good Times, 5/2/26

  Good Times Bar & Grill

  120+ Interested
• Sat, 09 May, 2026 - 09:30 AM

  Art Workshop: Inner Terrain: Abstract Landscape

  231 W. Packwood Ave, Maitland, FL, United States, Florida 32751
• Sun, 17 May, 2026 - 03:00 PM

  A&H Book Club: May 2026 Meeting

  Maitland Art Center gallery

  USD 7
• Thu, 21 May, 2026 - 09:30 AM

  Real Producers Playbook: Ask the Expert Agents

  Venue on Lake Lily / Maitland Civic Center

  Free
• Sat, 09 May, 2026 - 08:00 PM

  AltEra Debut at Good Times Bar and Grill!

  Good Times Bar & Grill

  40+ Interested
• Sat, 02 May, 2026 - 11:00 AM

  Art Workshop: Automatic Drawing

  231 W. Packwood Ave, Maitland, FL, United States, Florida 32751
• Sat, 16 May, 2026 - 11:30 AM

  General Meeting/Installation of Officers/Luncheon

  Venue on Lake Lily - Maitland Civic Center

  7+ Interested