Maitland

Events & Things to Do

A quiet suburban city between Orlando and Winter Park, Maitland is home to the acclaimed Maitland Art Center, a well-regarded arts community, and a solid selection of local restaurants and businesses.

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Enzian Theater 1300 S Orlando Ave, Maitland, FL
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Filter 35 Events Maitland Events

Upcoming Events in Maitland Upcoming Events in Maitland

Maitland Listings 30

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35 events
Sep 5–Dec 23
Arts & Culture
Stories in Stone: A Walking Tour of the Maitland Art Center at The Maitland Art Center — Sep 5, 2026
The Maitland Art Center

Stories in Stone: A Walking Tour of the Maitland Art Center

10:00 AM
Sep 16–Dec 15
Arts & Culture
Little Creatives & Me at The Maitland Art Center — Sep 16, 2026
The Maitland Art Center

Little Creatives & Me

10:00 AM
Sep 30–Oct 28
Arts & Culture
Last Wednesday at The Maitland Art Center — Sep 30, 2026
The Maitland Art Center

Last Wednesday

5:30 PM
Oct 12–18
Concerts
Interlude: Immersive Installation | VI FLAE at Art & History Museums of Maitland — Oct 12, 2026
Art & History Museums of Maitland

Interlude: Immersive Installation | VI FLAE

11:00 AM – 4:00 PM
Oct 17–Jan 3
Arts & Culture
Vilomah: Against the Natural Order at The Maitland Art Center — Oct 17, 2026
The Maitland Art Center

Vilomah: Against the Natural Order

11:00 AM - 4:00 PMm
Sun Oct 18
Arts & Culture
Blanco Temblor — Florida Premiere | VI FIAE at Art & History Museums of Maitland — Oct 18, 2026
Art & History Museums of Maitland

Blanco Temblor — Florida Premiere | VI FIAE

7:00 PM
Sun Oct 18
Theater & Stage
Kids Halloween Party at Enzian Theater at Enzian Theater — Oct 18, 2026
Enzian Theater

Kids Halloween Party at Enzian Theater

11:00 AM – 2:00 PM
Oct 21–Dec 16
Community
A&H Museums Little Creatives and Me at Art & History Museums of Maitland — Oct 21, 2026
Art & History Museums of Maitland

A&H Museums Little Creatives and Me

10:00 AM – 11:00 AM
Sun Oct 25
Theater & Stage
Nosferatu: Shadows and Sound: A Live Performance at Enzian Theater — Oct 25, 2026
Enzian Theater

Nosferatu: Shadows and Sound: A Live Performance

12:00 PM
Wed Oct 28
Workshops & Classes
Last Wednesdays at A&H at Art & History Museums of Maitland — Oct 28, 2026
Art & History Museums of Maitland

Last Wednesdays at A&H

5:30 PM – 8:00 PM
Wed Oct 28
Arts & Culture
Free Curator Tour at Art & History Museums of Maitland — Oct 28, 2026
Art & History Museums of Maitland

Free Curator Tour

6:00 PM – 7:00 PM
Sat Oct 31
Workshops & Classes
Creating Impasto Flowers at The Maitland Art Center — Oct 31, 2026
The Maitland Art Center

Creating Impasto Flowers

9:30 AM – 12:00 PM
Wed Nov 4
Workshops & Classes
Workshop: Dreamscapes in Encaustic & Mixed Media at The Maitland Art Center — Nov 4, 2026
The Maitland Art Center

Workshop: Dreamscapes in Encaustic & Mixed Media

6:00 PM
Sat Nov 7
Workshops & Classes
Workshop: Pet Portraits at The Maitland Art Center — Nov 7, 2026
The Maitland Art Center

Workshop: Pet Portraits

9:30 AM – 12:00 PM
Sat Nov 7
Workshops & Classes
The Art of the Mural: From Sketch to Wall at Art & History Museums of Maitland — Nov 7, 2026
Art & History Museums of Maitland

The Art of the Mural: From Sketch to Wall

10:00 AM – 4:00 PM
Nov 7–Jan 2
Arts & Culture
First Saturdays Open Studios at Art & History Museums of Maitland — Nov 7, 2026
Art & History Museums of Maitland

First Saturdays Open Studios

11:00 AM – 4:00 PM
Mon Nov 9
Workshops & Classes
Workshop: A Taste of Marbling on Glass Baubles and Papers at The Maitland Art Center — Nov 9, 2026
The Maitland Art Center

Workshop: A Taste of Marbling on Glass Baubles and Papers

10:00 AM
Fri Nov 13
Concerts
Fall Open House 2026 at Art & History Museums of Maitland — Nov 13, 2026
Art & History Museums of Maitland

Fall Open House 2026

6:30 PM
Fri Nov 13
Workshops & Classes
Homeschool Day: Printmaking Workshop at The Maitland Art Center — Nov 13, 2026
The Maitland Art Center

Homeschool Day: Printmaking Workshop

10:00 AM
Sun Nov 15
Arts & Culture
A&H Book Club: November 2026 Meeting at The Maitland Art Center — Nov 15, 2026
The Maitland Art Center

A&H Book Club: November 2026 Meeting

3:00 PM – 5:00 PM
Sat Dec 5
Workshops & Classes
Workshop: Sweet Strokes: Painting Desserts in Impasto at The Maitland Art Center — Dec 5, 2026
The Maitland Art Center

Workshop: Sweet Strokes: Painting Desserts in Impasto

9:00 AM
Sat Dec 5
Workshops & Classes
How to Draw Your Furry Friend at The Maitland Art Center — Dec 5, 2026
The Maitland Art Center

How to Draw Your Furry Friend

9:00 AM – 12:00 PM
Sat Dec 12
Workshops & Classes
Workshop: Inner Terrain: Abstract Landscape at The Maitland Art Center — Dec 12, 2026
The Maitland Art Center

Workshop: Inner Terrain: Abstract Landscape

9:30 AM
Sat Dec 12
Workshops & Classes
Workshop: Holiday Card Making with Watercolors at The Maitland Art Center — Dec 12, 2026
The Maitland Art Center

Workshop: Holiday Card Making with Watercolors

10:30 AM