Upcoming Maitland Events

Check out what's happening all around Maitland, FL

Maitland Movies in the Park

 Sat, 11 Oct at 07:30 pm 1776 Independence Ln Free

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

 Sat, 04 Oct at 10:00 am Art & History Museums of Maitland Free

Vibes On Water: Gucci Glasses + VIP Experience Giveaway

 Sat, 04 Oct at 07:00 pm 308 E Kennedy Blvd Free

South Asian Film Festival

Sat, 04 Oct at 11:00 am Enzian Theater

Heirs' Property & Estate Planning Education Session

 Sat, 08 Nov at 10:30 am Christ Centered Church & Ministries Free

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

 Sat, 06 Dec at 10:00 am Art & History Museums of Maitland Free

Maitland's Getdown Downtown

 Fri, 03 Oct at 06:00 pm 1776 Independence Ln, Maitland, FL 32751-5639, United States

Maitland Falloween

 Sat, 25 Oct at 05:30 pm 1776 Independence Lane, Maitland, FL, United States, Florida 32751

October Pub/Scottish Night

Sat, 11 Oct at 06:00 pm An Tobar Irish Pub

Lounge Lyzrds at Good Times - 10/10/25

 Fri, 10 Oct at 08:00 pm Good Times Bar & Grill

Groove Slayers Dance Party at Good Times

 Fri, 17 Oct at 08:00 pm Good Times Bar & Grill

Maitland Getdown Downtown Street Party

 Fri, 03 Oct at 06:00 pm 1776 Independence Ln Free

Science on Screen: Humans in the Loop

 Sat, 04 Oct at 01:45 pm 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

BEE GEES TRIBUTE - JIVE TALKIN

 Thu, 13 Nov at 07:00 pm Good Times Bar & Grill USD 31 to 36

Bar Fly at Good Times

 Fri, 03 Oct at 07:00 pm Good Times Bar & Grill

STEVIE NICKS TRIBUTE - ENCHANTED WITH OPENING BAND GVO

 Thu, 09 Oct at 07:00 pm Good Times Bar & Grill USD 25 to 42

Book Club: Memories of My Life in a Polish Village by Toby Knobel Fluek

 Thu, 09 Oct at 06:30 pm 851 N Maitland Ave Free

Bar Fly returns to Good Times Bar & Grill October 3rd!

 Fri, 03 Oct at 07:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Maitland Movies in the Park - A Minecraft Movie

 Sat, 11 Oct at 07:30 pm 1776 Independence Lane, Maitland, FL, United States, Florida 32751

Free Gallery Tour

 Wed, 29 Oct at 06:00 pm Art & History Museums of Maitland Free

Good Times Bar and Grill

 Fri, 24 Oct at 08:00 pm Good Times Bar & Grill

Ultimate Santana Tribute Band LIVE at Good Times Bar and Grill in Maitland

 Sun, 12 Oct at 07:00 pm Good Times Bar & Grill USD 25 to 35

Pangarap: Espero Reimagined

 Sat, 18 Oct at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Junior Reading Club: “The Patchwork Torah”

 Sun, 19 Oct at 12:00 pm 851 N Maitland Ave Free

Good Times Bar Dance Party

 Fri, 07 Nov at 08:00 pm Good Times Bar & Grill

Lounge Lyzrds return to ROCK the Good Times stage October 10th!

 Fri, 10 Oct at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Community Skate Night

Sun, 12 Oct at 06:00 pm Orlando Ice Den

Jazz Tastings Halloween Party!

 Fri, 31 Oct at 06:00 pm 164 Lake Ave, Maitland, FL, United States, Florida 32751

Kitchen Lithography Printing

 Sat, 11 Oct at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Asbury Fall Festival

 Fri, 17 Oct at 05:30 pm 220 W Horatio Ave, Maitland, FL, United States, Florida 32751

Pride At The Park

 Sat, 04 Oct at 03:00 pm Maitland Community Park Free

Lyman Class of '95 & '96 30th Reunion

 Sat, 25 Oct at 07:00 pm Maitland USD 99

ENUFF Z' NUFF

 Wed, 08 Oct at 06:00 pm Good Times Bar & Grill USD 25 to 42

Faithless Under 40

 Sun, 12 Oct at 11:00 am Maitland Social

General Trivia at Brewlando Maitland

 Thu, 16 Oct at 07:00 pm Brewlando Maitland

Still Life Flowers & Fruits in Pastels

 Fri, 03 Oct at 09:30 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

HALLOWEEN EVE COSTUME CONTEST PARTY & AC/DC TRIBUTE SHOW

 Thu, 30 Oct at 07:00 pm Good Times Bar & Grill USD 13

Brunch! Boo! And a Movie, Too!

 Thu, 23 Oct at 10:00 am Enzian Theater Free

Kristallnacht Commemoration Event

 Sun, 09 Nov at 03:00 pm 851 N Maitland Ave Free

Orlando Greek Fest

 Fri, 07 Nov at 11:00 am Holy Trinity Greek Orthodox Church of Greater Orlando Free

General Trivia at Brewlando Maitland

 Thu, 23 Oct at 07:00 pm Brewlando Maitland

Good Time Glaz Drag Brunch

 Sun, 05 Oct at 12:00 pm 1720 Fennell St, Maitland, FL, United States, Florida 32751

Halloween Eve party & Costume Contest

Thu, 30 Oct at 07:00 pm Good Times Bar & Grill

Class of '95 & '96 Reunion

 Sat, 25 Oct at 07:00 pm Venue on Lake Lily - Maitland Civic Center

Maitland Farmers Market

Sun, 12 Oct at 09:00 am Maitland Farmers Market

Pet Portraits

 Sat, 18 Oct at 09:30 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Karaoke Wednesdays hosted by SICKMAN at Good Times Bar & Grill!

 Wed, 08 Oct at 07:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Equality Florida's 2025 Greater Orlando Gala

 Sat, 01 Nov at 06:00 pm Sheraton Orlando North Hotel

STEVIE NICKS TRIBUTE - ENCHANTED with opening band GVO

 Thu, 09 Oct at 07:00 pm Good Times Bar & Grill

Jack Carr - In Person

 Sun, 12 Oct at 05:00 pm Shalom Orlando Roth JCC USD 34 to 55

Watch Party, Presented by Heineken | Orlando Pride at Houston Dash

 Fri, 03 Oct at 07:00 pm The Copper Rocket

Meet the Filmmaker: Stolen Kingdom with Director Joshua Bailey

 Sat, 25 Oct at 06:30 pm 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

Le Macaron Workshop

 Fri, 10 Oct at 06:00 pm 120 Independence Lane, Suite C, Maitland, FL

Junior Reading Club: “I Will Come Back For You”

 Sun, 23 Nov at 12:00 pm 851 N Maitland Ave Free

Maitland Farmers Market

Sun, 19 Oct at 09:00 am Maitland Farmers Market

Bookbinding: Japanese Stitching

 Sat, 08 Nov at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Women in Tech & Entrepreneurship - Orlando Holiday Party

 Tue, 18 Nov at 05:30 pm Enzian Theater Free

Franchise Players Return to Good Times Bar & Grill October 4th!!

 Sat, 04 Oct at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Orlando Open House and CEU

 Thu, 09 Oct at 05:00 pm 1551 Sandspur Road, Maitland, FL

Tuesday Night Partner Dance Lessons at Good Times Bar & Grill!

 Tue, 07 Oct at 06:00 pm Good Times Bar & Grill

Let the Music Move You -- and Your Brain

 Thu, 09 Oct at 11:00 am Enzian Theater

Watkins Duo at Maitland Farmers Market, 10/19

 Sun, 19 Oct at 10:00 am Maitland Farmers Market

Homeschool Day at A&H: Architecture Tour & Printmaking Workshop

 Fri, 14 Nov at 10:00 am Art & History Museums of Maitland USD 7 to 13

HATitude! Cultural Flair Event

 Sat, 18 Oct at 10:30 am Venue on Lake Lily / Maitland Civic Center USD 135

Meet the Filmmaker: Stolen Kingdom with Director Joshua Bailey

 Fri, 24 Oct at 06:30 pm 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

Winter Studio Show 2025

 Fri, 12 Dec at 06:30 pm Art & History Museums of Maitland Free

In Her Name: A Decade of Difference Gala

 Fri, 23 Jan at 06:00 pm 1217 Trinity Woods Ln USD 71 to 10,673

Abyss

 Fri, 03 Oct at 10:15 pm Good Times Bar & Grill

Cyanotype Printing

 Sun, 02 Nov at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Vintage Paper Mache Jack-o-Lanterns

 Sat, 04 Oct at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

General Trivia at Brewlando Maitland

 Thu, 09 Oct at 07:00 pm Brewlando Maitland

Ultimate Floyd Tribute at Good Times Bar & Grill

 Sat, 29 Nov at 08:00 pm Good Times Bar & Grill USD 13 to 31

Leland Vitter - In Conversation with Jack Carr

 Sun, 12 Oct at 02:00 pm Shalom Orlando Roth JCC USD 13 to 55

Landsharks Concert: Maitland, FL

 Fri, 05 Dec at 06:00 pm Maitland Center, Maitland, Florida

A&H Book Club: November 2025 Meeting

 Sun, 16 Nov at 03:00 pm Maitland Art Center gallery USD 7

October Volunteer Day

 Thu, 16 Oct at 10:00 am 900 Winderley Place, Suite 2200, Maitland, FL, United States, Florida 32751

Junior Reading Club: “Hanukkah Bear”

 Sun, 14 Dec at 12:00 pm 851 N Maitland Ave Free

Starlet Skye Presents "Good Time Galz" Drag Brunch at Good Times Bar & Grill October 5th!

 Sun, 05 Oct at 11:30 am 1720 Fennell St,, Maitland, FL, United States, Florida 32751

HATitude Cultural Flair Event!

 Sat, 18 Oct at 10:30 am 344 E Kennedy Blvd, Eatonville, FL

Kicks For Your Sole Sneaker Convention Orlando HALLOWEEN EDITION

 Sat, 25 Oct at 01:00 pm Sheraton Orlando North Hotel USD 19 to 207

Orlando Miracle Service with Pastor Billy Burke

 Sun, 16 Nov at 07:00 pm Sheraton Orlando North

Drawing a Surrealist Dreamscape

 Tue, 11 Nov at 06:00 pm 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Little Creatives & Me

 Wed, 15 Oct at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Kids Halloween Party featuring Coco

 Sun, 19 Oct at 11:00 am 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

Creating a Pop Art Portrait

 Tue, 18 Nov at 06:00 pm 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Park Maitland School North Campus - Fall Open House

 Fri, 10 Oct at 09:00 am 1450 S Orlando Ave, Maitland, FL, United States, Florida 32751

Celebration of Filipino Culture

 Wed, 19 Nov at 05:30 pm Art & History Museums of Maitland Free

Doc Fu & The Soul Surgeons return to Good Times Bar & Grill October 25th!

 Sat, 25 Oct at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Triumph and Tradition

 Sun, 26 Oct at 04:00 pm Maitland Presbyterian Church USD 23

ComForCare’s 3rd Annual Film Screening Event

 Thu, 09 Oct at 11:00 am Enzian Theater

AMS360 Accounting Year-End Made Easy

 Fri, 17 Oct at 09:00 am FFVA Mutual Insurance Co.

Signal 20 Returns to Rock Good Times Bar & Grill October 24th!

 Fri, 24 Oct at 08:00 pm 1720 Fennell St,, Maitland, FL, United States, Florida 32751

Dismantling Hate Workshop: “Historical Remembrance and Memorialization

 Sun, 26 Oct at 11:00 am 851 N Maitland Ave Free

Medal Militia returns to Good Times Bar & Grill

 Sun, 14 Dec at 04:00 pm Good Times Bar & Grill

Virtual Dementia Tour Experience

 Thu, 06 Nov at 09:00 am 1551 Sandspur Rd. , Maitland, FL, United States, Florida 32751

November Volunteer Day

 Thu, 06 Nov at 10:00 am 900 Winderley Place, Suite 2200, Maitland, FL, United States, Florida 32751

Burgers & Brews 2025!

 Thu, 23 Oct at 05:30 pm Brewlando Maitland

Art Journaling

 Sun, 07 Dec at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Pampered & Empowered

 Sun, 07 Dec at 05:00 pm Venue on Lake Lily / Maitland Civic Center USD 45

A Taste of Marbling on Paper and Glass Baubles

 Wed, 12 Nov at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751
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