Live Music in Maitland

Check out happening live music events all around Maitland, FL

Maitland Jazz and Blues Festival

 Fri, 10 Apr at 06:00 pm 1776 Independence Ln USD 0 to 162

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

 Sat, 11 Apr at 02:00 pm Downtown Maitland

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

 Fri, 10 Apr at 06:00 pm Downtown Maitland

Getdown Downtown

 Fri, 06 Mar at 06:00 pm 1776 Independence Ln Free

Jessy J in Maitland

 Fri, 10 Apr at 08:00 pm

Spring Open House 2026

 Fri, 08 May at 06:30 pm Art & History Museums of Maitland Free

Nathan Mitchell at Jazz Tastings

 Sat, 14 Mar at 07:00 pm 164 Lake Ave, Maitland, FL, United States, Florida 32751

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

 Sun, 15 Mar at 04:00 pm Good Times Bar & Grill USD 13 to 25

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

 Thu, 16 Apr at 07:00 pm Good Times Bar & Grill USD 25

GRATEFUL DEAD TRIBUTE - DEAD SET FLORIDA

 Sun, 29 Mar at 04:00 pm Good Times Bar & Grill USD 19 to 31

Discover Your Wellness

 Thu, 05 Mar at 05:00 pm 260 Lookout Place, Suite 107, Maitland, FL, United States, Florida 32751

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

 Wed, 27 May at 05:30 pm Art & History Museums of Maitland Free

Sip & Support

Thu, 26 Mar at 06:30 pm Mercedes-Benz of Orlando

Hannah Stokes Band at Maitland Jazz & Blues Festival

 Sat, 11 Apr at 04:00 pm 1776 Independence Ln, Maitland, FL 32751-5639, United States

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

Sun, 08 Mar at 06:00 pm Good Times Bar & Grill

ORIGINAL MUSIC ARTIST SHOWCASE with CLEM ROCKZ and others GOOD TIMES

 Sun, 22 Mar at 03:30 pm Good Times Bar & Grill USD 19