Upcoming Festivals Events

Orlando Zine Fest 2025

 Blackbird Comics and Coffeehouse 13 Dec 2025
FESTIVALS

Spring Open House 2026

 Art & History Museums of Maitland 8 May 2026
ART FREE

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

 Art & History Museums of Maitland 18 Apr 2026
ART FREE

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Upcoming New Year Events

Free for Seniors: Flamenco into 2026 Show

 Venue on Lake Lily / Maitland Civic Center 29 Dec 2025
PERFORMANCES FREE

Free for Seniors: Jazzy New Year Show

 Venue on Lake Lily / Maitland Civic Center 29 Dec 2025
ENTERTAINMENT FREE

Celebration New Years Eve at Jazz Tastings!

164 Lake Ave, Maitland, FL, United States, Florida 32751 31 Dec 2025
NEW-YEAR

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Upcoming Live Music Events

Jen-N-Tonix returns to Good Times December 12th!

 1720 Fennell St,, Maitland, FL, United States, Florida 32751 12 Dec 2025
MUSIC

Winter Studio Show 2025

 Art & History Museums of Maitland 12 Dec 2025
ART FREE

Franchise Players Return to Good Times Bar & Grill December 13th!

 1720 Fennell St,, Maitland, FL, United States, Florida 32751 13 Dec 2025
MUSIC

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Upcoming Food & Drinks Events

Corks and Forks

 Venue on Lake Lily / Maitland Civic Center 14 Mar 2026
FOOD-DRINKS

Mom Morning Mocktails

601 Orlando Ave. Suite #203, Maitland, FL 11 Dec 2025
KIDS

Red Line returns to rock Good Times on December 27th!

 1720 Fennell St,, Maitland, FL, United States, Florida 32751 27 Dec 2025
MUSIC

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Trending Events in Maitland

Smiles City Comedy Show

 Good Times Bar & Grill 22 Jan 2026
COMEDY USD 0 TO 32

Light Up Asbury

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

Appreciation Winter Wonderland Gala 2025

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

TRIBUTE TO RATT & DOKKEN - RATT ATTACK

 Good Times Bar & Grill 18 Dec 2025
MUSIC USD 13 TO 116

Orlando Fire & Roar Conference

 Sheraton Orlando North Hotel 20 Dec 2025
BUSINESS FREE

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

UDD 2nd Annual Ultimate Sweethearts

 Sheraton Orlando North Hotel 7 Feb 2026

HOLIDAY CHEERS

 Packwoods 10 Dec 2025
HOLIDAY FREE

Santa's Coming to Kelly's at the Maitland Scoop Shop

 Kelly's Homemade Ice Cream 120 Independence Ln Suite B, Maitland, FL 32751 20 Dec 2025
PICTURES-WITH-SANTA

In Her Name: A Decade of Difference Gala

 1217 Trinity Woods Ln 23 Jan 2026
USD 71 TO 10,673

WHEELS, WATCHES, WHISKEY & WINE "CHRISTMAS EDITION"

 Mercedes-Benz of Orlando 11 Dec 2025
CHRISTMAS

Faithless Under 40

 Lazy Moon Pizza Maitland 14 Dec 2025
MEETUPS

Medal Militia returns to Good Times Bar & Grill

 Good Times Bar & Grill 14 Dec 2025
MUSIC

SKETCH Orlando

 500 E Horatio Avenue, Maitland, FL 11 Dec 2025

More things to do in Maitland

Festivals
Halloween
New Year
Live Music
Christmas Markets & Fairs
Food & Drinks
Christmas Light Displays
Comedy
Fireworks
Carnivals
Christmas Carols