Upcoming Maitland Events

Check out what's happening all around Maitland, FL

Maitland Jazz and Blues Festival

 Fri, 10 Apr at 06:00 pm 1776 Independence Ln USD 0 to 162

🎷🎶 Maitland Jazz & Blues Festival is BACK! 🎶🎷

 Sat, 11 Apr at 02:00 pm Downtown Maitland

🎷🎶 Maitland Jazz & Blues Festival is BACK! 🎶🎷

 Fri, 10 Apr at 06:00 pm Downtown Maitland

Corks and Forks

 Sat, 14 Mar at 07:00 am Venue on Lake Lily / Maitland Civic Center

Getdown Downtown

 Fri, 06 Mar at 06:00 pm 1776 Independence Ln Free

12th Annual Kentucky Derby Soirée

 Sat, 02 May at 06:00 pm Venue on Lake Lily - Maitland Civic Center

The Purim Circus!

 Tue, 03 Mar at 05:30 pm The Roth Family Jewish Community Center of Greater Orlando

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

 Sat, 18 Apr at 10:00 am Art & History Museums of Maitland Free

Derby on Park (Kentucky Derby Party)

 Sat, 02 May at 04:30 pm Mercedes-Benz of Orlando

Jessy J in Maitland

 Fri, 10 Apr at 08:00 pm

Good Times Bar & Grill

Sat, 14 Mar at 08:00 pm Good Times Bar & Grill

Vendor and Sponsorship Opportunities ~ JOIN US IN EMPOWERING WOMEN

 Sun, 19 Apr at 03:30 pm Venue on Lake Lily / Maitland Civic Center USD 25 to 379

FREE Summer Family Art Workshops - Week 2: Nature Wands

 Wed, 10 Jun at 10:00 am Art & History Museums of Maitland Free

FREE Summer Family Art Workshops - Week 3: Soft Sculpture Bugs

 Wed, 24 Jun at 10:00 am Art & History Museums of Maitland Free

FREE Summer Family Art Workshops - Week 6: Recycled Bird Sculptures

 Wed, 22 Jul at 10:00 am Art & History Museums of Maitland Free

FREE Summer Family Art Workshops - Week 4: Printmaking Party!

 Wed, 01 Jul at 10:00 am Art & History Museums of Maitland Free

Spring Open House 2026

 Fri, 08 May at 06:30 pm Art & History Museums of Maitland Free

FREE Summer Family Art Workshops - Week 1: Friendship Sculptures

 Wed, 03 Jun at 10:00 am Art & History Museums of Maitland Free

FREE Summer Family Art Workshops - Week 5: Mini Yarn Tapestries

 Wed, 08 Jul at 10:00 am Art & History Museums of Maitland Free

Lounge Lyzrds at Good Times - 3/13/26

 Fri, 13 Mar at 08:00 pm Good Times Bar & Grill

Nathan Mitchell at Jazz Tastings

 Sat, 14 Mar at 07:00 pm 164 Lake Ave, Maitland, FL, United States, Florida 32751

Art Workshop: Pet Portraits

 Sat, 25 Apr at 09:30 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Oh Snap! A "School's Out" Family Day at A&H

 Fri, 24 Apr at 10:00 am Art & History Museums of Maitland USD 0 to 13

Smile City Comedy Show & Good Times Bar & Grill

 Thu, 19 Mar at 06:30 pm Good Times Bar & Grill USD 7 to 19

A&H: The Art Party 2026

 Sat, 07 Mar at 06:00 pm 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Pampered & Empowered ~ Women's Retreat

 Sun, 19 Apr at 05:00 pm Venue on Lake Lily / Maitland Civic Center USD 31

Yom HaShoah Commemoration

 Sun, 19 Apr at 03:00 pm 851 N Maitland Ave Free

14th Annual Diversity Awards

Fri, 29 May at 12:30 pm Sheraton Orlando North Hotel

2000's Music Bingo @ Good Times Bar and Grill Maitland

 Thu, 05 Mar at 07:00 pm Good Times Bar & Grill

METALLICA TRIBUTE - MEDAL MILITIA and ALICE IN CHAINS TRIBUTE - THE ROOSTER

 Sun, 15 Mar at 04:00 pm Good Times Bar & Grill USD 13 to 25

Multi-Sports and LEGO Spring Break Camp

 Mon, 16 Mar at 09:00 am Maitland Presbyterian Church

Rico Monaco Band LIVE — One Night Only at Good Times Bar & Grill

 Thu, 16 Apr at 07:00 pm Good Times Bar & Grill USD 25

Art Show & Silent Auction Fundraiser

 Fri, 27 Feb at 05:00 pm 220 W. Horatio Ave, Maitland, FL

Cosmic Yoga Flow and Sound Bath

 Sat, 28 Feb at 05:00 pm Tribe Yoga Studio USD 25

200 Hour Yoga Teacher Training – 2026 Ashtanga Apprenticeship with Krista

 Fri, 16 Jan at 07:30 am 140 Circle Dr Free

March Volunteer Day

 Thu, 05 Mar at 10:00 am 900 Winderley Place, Suite 2200, Maitland, FL, United States, Florida 32751

Pleasure & Presence

 Sat, 14 Mar at 06:00 pm 533 Versailles Dr suite 200 USD 88

Awaken & Grow: Hands- On Microgreen & Sprouting Workshop

 Tue, 24 Mar at 06:00 pm Maitland Community Park Rec Center ( Indoor Venue) USD 82

Intro to Digital Painting for Adults

 Sat, 07 Mar at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Making Waves Breakfast Benefit

 Wed, 04 Mar at 08:00 am Venue on Lake Lily - Maitland Civic Center

GRATEFUL DEAD TRIBUTE - DEAD SET FLORIDA

 Sun, 29 Mar at 04:00 pm Good Times Bar & Grill USD 19 to 31

Discover Your Wellness

 Thu, 05 Mar at 05:00 pm 260 Lookout Place, Suite 107, Maitland, FL, United States, Florida 32751

Homeschool Day at the Telephone Museum

 Fri, 01 May at 10:00 am Art & History Museums of Maitland USD 7 to 13

Music in the Gallery (collab. with Howie Music + CFC2)

 Wed, 27 May at 05:30 pm Art & History Museums of Maitland Free

Sip & Support

Thu, 26 Mar at 06:30 pm Mercedes-Benz of Orlando

Gundam TCG Newtype Challenge 2026 Mission 1!

 Sun, 08 Mar at 12:00 pm Cool Stuff Games - Maitland

Hannah Stokes Band at Maitland Jazz & Blues Festival

 Sat, 11 Apr at 04:00 pm 1776 Independence Ln, Maitland, FL 32751-5639, United States

Wings and Warriors 5k and Fun Run

 Sat, 07 Mar at 07:30 am 701 N. Thistle Lane, Maitland, FL

Maitland Farmers Market

Sun, 22 Mar at 09:00 am Maitland Farmers Market

Groove Slayers return to Good Times

 Sat, 28 Mar at 08:00 pm Good Times Bar & Grill

Faithless Under 40

 Sun, 08 Mar at 11:00 am Lazy Moon Pizza Maitland

General Trivia at Brewlando Maitland

 Thu, 05 Mar at 07:00 pm Brewlando Maitland

Taste of Midwifery: A Birth and Baby Expo Volunteer

 Sat, 02 May at 08:00 am Lake Lily Park Free

Silk Painting to Create 2 Scarves

 Thu, 05 Mar at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

ALL STAR TRIO - featuring TONY HARNELL - TNT, ANTHONY CORDER - TORA TORA & PJ FARLEY - TRIXTER

Sun, 08 Mar at 06:00 pm Good Times Bar & Grill

Annual Black History Speaks Series

 Sat, 28 Feb at 11:00 am Denton Johnson Community Center Free

ORIGINAL MUSIC ARTIST SHOWCASE with CLEM ROCKZ and others GOOD TIMES

 Sun, 22 Mar at 03:30 pm Good Times Bar & Grill USD 19

SPEED LIMIT 70 Debut at Good Times, 5/2/26

 Sat, 02 May at 08:00 pm Good Times Bar & Grill

Youth Mental Health First Aid Training

 Thu, 19 Feb at 09:00 am 2200 Lucien Way Free

Sis, Let's Celebrate! Women's History Month Fit Session

 Sat, 21 Mar at 10:30 am TotalU Fitness & Nutrition USD 31

Fragility of Democracy Session 2 - "Myths, Money, and the Making of Blame"

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

General Trivia at Brewlando Maitland

 Thu, 26 Mar at 07:00 pm Brewlando Maitland

Polyvagal Theory Clinician Application Training (CE for LMHC, LCSW, & LMFT)

 Sat, 07 Mar at 09:30 am Imperial Counseling and Coaching LLC USD 189 to 242

Little Creatives

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

Art Workshop: Inner Terrain: Abstract Landscape

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

Free Curator Tour

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

Maitland Farmers Market

Sun, 15 Mar at 09:00 am Maitland Farmers Market

Rock da Floor Kid's Dance Battle National Championship

 Sat, 11 Apr at 12:00 pm Venue on Lake Lily / Maitland Civic Center USD 0 to 66

Community Potluck in Main Garden

 Wed, 25 Mar at 05:30 pm Art & History Museums of Maitland Free

Exhibition - a loom, a fence, a wire, a thread

 Sat, 25 Apr at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Finding Your Hidden Creativity

 Sat, 28 Feb at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Holocaust Memorial Resource & Education Center Tweens & Teens CLOSED

 Thu, 12 Mar at 10:45 am Holocaust Memorial Resource and Education Center of Florida

General Trivia at Brewlando Maitland

 Thu, 12 Mar at 07:00 pm Brewlando Maitland

Little Creatives & Me

 Wed, 18 Mar at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

A&H Book Club: May 2026 Meeting

 Sun, 17 May at 03:00 pm Maitland Art Center gallery USD 7

Luncheon and Fashion Show Fundraiser

 Sat, 25 Apr at 10:00 am Venue on Lake Lily - Maitland Civic Center

General Trivia at Brewlando Maitland

 Thu, 19 Mar at 07:00 pm Brewlando Maitland

Fragility of Democracy Session 3 - "Culture Under Fire"

 Sun, 31 May at 12:00 pm 851 N Maitland Ave Free

Real Producers Playbook: Ask the Expert Agents

 Thu, 21 May at 09:30 am Venue on Lake Lily / Maitland Civic Center USD 0 to 13

April Volunteer Day

 Thu, 02 Apr at 10:00 am 900 Winderley Place, Suite 2200, Maitland, FL, United States, Florida 32751

Photographic Cyanotype

 Sun, 01 Mar at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

A&H Book Club: March 2026 Meeting

 Sun, 22 Mar at 03:00 pm Maitland Art Center gallery USD 7

AltEra Debut at Good Times Bar and Grill!

 Sat, 09 May at 08:00 pm Good Times Bar & Grill

Free Curator Tour

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

Cycles & Sisterhood: A Spring Equinox Goddess Circle

 Sat, 21 Mar at 01:00 pm 639 Lake Shore Dr Free

March Childbirth Class

 Sat, 07 Mar at 02:00 pm The Cove Chiropractic

Global Rhythm

 Sat, 04 Apr at 02:00 pm Art & History Museums of Maitland USD 135

Pinwheels of Hope Decorating | Notes of Gratitude

 Sat, 28 Feb at 09:00 am 900 Winderley Pl, Maitland, FL 32751-4191, United States

"Mezuzah Traces: Memory on the Doorposts of Poland"

 Thu, 06 Aug at 05:00 pm 851 N Maitland Ave Free

Casual Gaming at the Maitland Library

 Sat, 28 Feb at 10:00 am Maitland Public Library

Bookbinding: Japanese Stitching

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

Lefkada Yoga Retreat 2026 with Krista Shirley: Ashtanga, Movement & Culture

 Fri, 10 Jul at 06:00 am The Yoga Shala USD 500 to 3,436

Benefit for Bill

 Sun, 26 Apr at 11:00 am 1720 Fennell St, Maitland, FL 32751-8672, United States

Dining Out Group - 4/29/26 Dinner Parea Greek Taverna Maitland 5:30pm

 Wed, 29 Apr at 05:30 pm Parea Greek Taverna

AAWCP-SE Game Day Extravaganza!

 Sat, 07 Mar at 11:00 am Maitland Community Park - Pavilion 2 Free

Fragility of Democracy Session 4 - "When Law Becomes Weapon"

 Sun, 02 Aug at 12:00 pm 851 N Maitland Ave Free

Peer Support Space Volunteer Day

 Sun, 22 Mar at 11:00 am Maitland Community Park Free

KIDS CRAFTING CLASS AGES 5-10 YEARS OLD | Wednesday 3:30pm

 Wed, 28 Jan at 03:30 pm Healing Mama Studio USD 31

Pre School Crafting AGES 3-5 YEARS OLD | Monday 10:30am

 Mon, 26 Jan at 10:30 am Healing Mama Studio USD 31 to 104

A&H Book Club: July 2026 Meeting

 Sun, 19 Jul at 03:00 pm Maitland Art Center gallery USD 7
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