Maitland Holiday Events

Holiday events Happening Next in Maitland, FL

Appreciation Winter Wonderland Gala 2025

 Venue on Lake Lily - Maitland Civic Center 12 Dec 2025
CHRISTMAS

St. George Christmas Gala

 Venue on Lake Lily / Maitland Civic Center 20 Dec 2025
KIDS USD 34 TO 77

Dommerich Santa!

 Dommerich Estates 14 Dec 2025
HOLIDAY FREE

HOLIDAY CHEERS

 Packwoods 10 Dec 2025
HOLIDAY FREE

Just Call Moe Holiday Party 2025

 Enzian Theater 14 Dec 2025
ENTERTAINMENT FREE

BEATLES TRIBUTE - TOPPERMOST BEATLES

 Good Times Bar & Grill 28 Dec 2025
ENTERTAINMENT USD 25 TO 36

"South Pole Santa" with Doc Fu & The Soul Surgeons at Good Times on December 19th!

 1720 Fennell St,, Maitland, FL, United States, Florida 32751 19 Dec 2025
HOLIDAY

Chanukah on Ice

 Orlando Ice Den 21 Dec 2025

December 10th - Brewlando Maitland - DIY Paint and Sip Event - Holiday & Grinch Vibes

 Brewlando Maitland 10 Dec 2025
ART

Light Up Asbury

 220 W Horatio Ave, Maitland, FL, United States, Florida 32751 14 Dec 2025
KIDS

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

 Art & History Museums of Maitland 18 Apr 2026
ART FREE