Entertainment events in Maitland

Check out happening entertainment events all around Maitland, FL

Jazz Tastings Halloween Party!

Fri, 31 Oct at 06:00 pm 164 Lake Ave, Maitland, FL, United States, Florida 32751

Eden Bar Halloween Party

Fri, 31 Oct at 08:00 pm 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

Maitland's Getdown Downtown

Fri, 07 Nov at 06:00 pm 1776 Independence Ln, Maitland, FL 32751-5639, United States

The Players TRIO - Live at Good Times Bar & Grill

Sun, 09 Nov at 07:00 pm Good Times Bar & Grill

Free Wednesday Night Pitcher Show: Moonrise Kingdom

Wed, 05 Nov at 08:00 pm 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

Winter Youth Music Festival, 2nd Annual

Sun, 09 Nov at 12:00 pm Good Times Bar & Grill Free

BEE GEES TRIBUTE - JIVE TALKIN

Thu, 13 Nov at 07:00 pm Good Times Bar & Grill USD 31 to 36

BCO Presents: Echoes of Nordic and Romantic Spirits

Sun, 16 Nov at 04:00 pm Maitland Presbyterian Church USD 23

Women in Tech & Entrepreneurship - Orlando Holiday Party

Tue, 18 Nov at 05:30 pm Enzian Theater Free

Good Times Bar Dance Party

Fri, 07 Nov at 08:00 pm Good Times Bar & Grill

Live Effect makes their debut at Good Times on November 21st!

Fri, 21 Nov at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

The Players TRIO - Live at Good Times Bar & Grill

Sun, 09 Nov at 07:00 pm Good Times Bar & Grill

Letters to Santa: The Muppet Christmas Carol

Sun, 07 Dec at 11:00 am 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

Masquerade Gala

Fri, 14 Nov at 07:00 pm 1236 E Lake Colony Dr USD 185

2 Part Halloween Party at Good Times Bar & Grill!!

Fri, 31 Oct at 07:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Maitland Downtown Get Down Street Party

Fri, 07 Nov at 06:00 pm 1776 Independence Ln, Maitland, FL 32751-5639, United States

Maitland Move in the Park

Sat, 15 Nov at 06:00 pm 1776 Independence Ln, Maitland, FL 32751-5639, United States

Winter Studio Show 2025

Fri, 12 Dec at 06:30 pm Art & History Museums of Maitland Free

Midnight Mayhem Takes Over Good Times Bar & Grill November 1st!

Sat, 01 Nov at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Fire Rhythms returns to Good Times Bar & Grill November 15th!

Sat, 15 Nov at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Lounge Lyzrds at Good Times - 12/5/25

Fri, 05 Dec at 08:00 pm Good Times Bar & Grill

Running With Scissors returns to Good Times Bar & Grill November 8th!

Sat, 08 Nov at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Shelia & The Sound return to Good Times Bar & Grill November 7th

Fri, 07 Nov at 07:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Medal Militia returns to Good Times Bar & Grill

Sun, 14 Dec at 04:00 pm Good Times Bar & Grill

Landsharks Concert: Maitland, FL

Fri, 05 Dec at 06:00 pm Maitland Center, Maitland, Florida

FREE Earth Day Family Day at A&H + Printed Tote Bag Family Art Workshop

Sat, 18 Apr at 10:00 am Art & History Museums of Maitland Free

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

Sun, 14 Dec at 04:00 pm Good Times Bar & Grill USD 13 to 25

Corks and Forks

Sat, 14 Mar at 07:00 am Venue on Lake Lily / Maitland Civic Center

ROLLING STONES TRIBUTE - MUSIC CITY STONES & BITTENBENDER

Sun, 19 Oct at 04:00 pm Good Times Bar & Grill USD 25

Enchanted Storytime And Craft 2-8yrs | Plus Pampering Services

Tue, 16 Sep at 10:00 am Healing Mama Studio USD 18 to 65