Entertainment events in Maitland

Check out happening entertainment events all around Maitland, FL

Central FL Juneteenth Celebration – Talent & Performer Casting Call 2026

 Sat, 20 Jun at 12:00 pm Maitland USD 0 to 18

Derby on Park (Kentucky Derby Party)

 Sat, 02 May at 04:30 pm Mercedes-Benz of Orlando

4TH ANNUAL MOTHER'S DAY GALA

 Sat, 09 May at 05:00 pm Holy Trinity Reception Center

FREE Summer Family Art Workshops - Week 4: Printmaking Party!

 Wed, 01 Jul at 10:00 am Art & History Museums of Maitland Free

Earlybirds Club Dance Party

 Fri, 05 Jun at 06:00 pm The Beacham 46 N Orlando Ave, Orlando

Wine and Cheese

 Thu, 07 May at 05:30 pm 190 Independence Ln, Maitland, FL 32751-5625, United States

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

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

Baby Can You Help Me?

 Sat, 02 May at 10:00 am 701 Lake Lily Dr, Maitland, FL 32751, United States

Slavic Party

 Sat, 02 May at 07:00 pm 1271 Semoran Blvd USD 32

BEATLES TRIBUTE - TOPPERMOST returns to Good Times Bar & Grill

 Sun, 21 Jun at 04:00 pm Good Times Bar & Grill USD 25 to 42

GODSMACK TRIBUTE - AWAKE

 Sun, 28 Jun at 04:00 pm Good Times Bar & Grill USD 19 to 36

Mother’s Day Signature Experience “Mommy & Me Glow, Pour & Create”

 Sun, 26 Apr at 12:00 pm Healing Mama Studio USD 31 to 88