Maitland Live Music Events

Maitland Jazz and Blues Festival

1776 Independence Ln 10 Apr 2026

🎷🎶 Maitland Jazz & Blues Festival is BACK! 🎶🎷

Downtown Maitland 11 Apr 2026

🎷🎶 Maitland Jazz & Blues Festival is BACK! 🎶🎷

Downtown Maitland 10 Apr 2026

Getdown Downtown

1776 Independence Ln 6 Mar 2026

Jessy J in Maitland

10 Apr 2026

Spring Open House 2026

Art & History Museums of Maitland 8 May 2026

Nathan Mitchell at Jazz Tastings

164 Lake Ave, Maitland, FL, United States, Florida 32751 14 Mar 2026

METALLICA TRIBUTE - MEDAL MILITIA and ALICE IN CHAINS TRIBUTE - THE ROOSTER

Good Times Bar & Grill 15 Mar 2026

Rico Monaco Band LIVE — One Night Only at Good Times Bar & Grill

Good Times Bar & Grill 16 Apr 2026

GRATEFUL DEAD TRIBUTE - DEAD SET FLORIDA

Good Times Bar & Grill 29 Mar 2026

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

Art & History Museums of Maitland 27 May 2026

Sip & Support

Mercedes-Benz of Orlando 26 Mar 2026

Hannah Stokes Band at Maitland Jazz & Blues Festival

1776 Independence Ln, Maitland, FL 32751-5639, United States 11 Apr 2026

ALL STAR TRIO - featuring TONY HARNELL - TNT, ANTHONY CORDER - TORA TORA & PJ FARLEY - TRIXTER

Good Times Bar & Grill 8 Mar 2026

ORIGINAL MUSIC ARTIST SHOWCASE with CLEM ROCKZ and others GOOD TIMES

Good Times Bar & Grill 22 Mar 2026