Free in Central Park: Monster House

1300 S Orlando Ave, Maitland, FL, United States, Florida 32751 8 Oct 2026

Fiesta in Full Bloom hosted by The Wellness Sisterhood

Selva Rosa Cocina & Bar 9 Aug 2026

Cooking con Omi: A Celebration of Puerto Rican Food, Culture & Community

Venue on Lake Lily / Maitland Civic Center 19 Aug 2026

Educational Tequila Tasting

Packwoods 8 Aug 2026

Gala Monte Carlo in Maitland, Fl

641 Maitland Avenue S., Maitland, FL, United States, Florida 32751 17 Oct 2026

Free Fall Family Day at A&H + Paper Lantern Family Art Workshop

Art & History Museums of Maitland 3 Oct 2026

5th Annual Not So Spooky HallowFest

Venue on Lake Lily - Maitland Civic Center 10 Oct 2026

Free Winter Family Day at A&H + Wintery Clayscapes Family Art Workshop

Art & History Museums of Maitland 5 Dec 2026

Fall Open House 2026

Art & History Museums of Maitland 13 Nov 2026

14th Annual Best of The Best High School Showcase Orlando Edition

Southeastern Prep 5 Sep 2026

Next Stop Comedy at Good Times Bar & Grill! - Maitland, FL

Good Times Bar & Grill 2 Oct 2026

Dylan Williams In Concert

The Blue Goat 29 Aug 2026

SWITCH 80s Night @ Good Times / Maitland, FL

Good Times Bar & Grill - Maitland FL 7 Aug 2026

DisruptHR 25.0: Destination Unknown

601 S Lake Destiny Dr 17 Sep 2026

A POKÉ CELEBRATION! indoor market

Venue on the Lake - Maitland Civic Center 13 Sep 2026

Homeschool Day at the Telephone Museum + Children's Sculpture Art Workshop

Art & History Museums of Maitland 14 Aug 2026

Soulful Sounds in Orlando

Venue on Lake Lily - Maitland Civic Center 30 Aug 2026

ORLANDO BEAUTY LAB EXPERIENCE: CREATE YOUR OWN PRODUCTS

Healing Mama Studio 22 May 2026

Watkins Duo at Maitland Farmers, 8/23

Maitland Farmers Market 23 Aug 2026

Crunch Maitland Grand Opening Party!

701 Maitland Boulevard suite 400, Maitland, FL 32751 22 Aug 2026