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! 🎶🎷

 Fri, 10 Apr at 06:00 pm Downtown Maitland

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

 Sat, 11 Apr at 02:00 pm Downtown Maitland

Maitland Movies in the Park - Moana 2

 Sat, 21 Mar at 08:00 pm 1776 Independence Lane, Maitland, FL, United States, Florida 32751

12th Annual Kentucky Derby Soirée

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

GOOD FRIDAY Miracle Healing Service with Pastor Billy Burke

 Fri, 03 Apr at 07:00 pm Sheraton Orlando North

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

Hannah Stokes Band at Maitland Jazz & Blues Festival

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

Maitland Earth Market

 Sun, 26 Apr at 09:00 am 1776 Independence Lane, Maitland, FL, United States, Florida 32751

FREE Summer Family Art Workshops - Week 2: Nature Wands

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

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

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

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

GemCon

 Sun, 22 Mar at 10:00 am 641 S Maitland Ave, Maitland, FL 32751, United States

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

3rd Annual "Blacker The Berry..."

 Sat, 27 Jun at 05:00 pm Venue on Lake Lily / Maitland Civic Center USD 31 to 42

Spring Open House (Maitland, FL)

 Sat, 21 Mar at 11:00 am 2600 Lake Lucien Dr, Maitland, FL 32751-7210, United States

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

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

Cheers to Kindness Gala

 Fri, 08 May at 06:00 pm Venue on Lake Lily - Maitland Civic Center

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

Free Last Wednesday at A&H

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

Pampered & Empowered ~ Women's Retreat

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

Awaken & Grow: Hands- On Microgreen & Sprouting Workshop

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

14th Annual Diversity Awards

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

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

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

Sip & Support

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

Wine and Cheese

 Thu, 07 May at 05:30 pm 190 Independence Ln, Maitland, FL 32751-5625, United States

Ultimate Santana Tribute at Good Times Bar & Grill in Maitland, FL

 Sun, 24 May at 07:00 pm Good Times Bar & Grill USD 22 to 30

Mixology Class

 Sat, 28 Mar at 02:00 pm Packwoods USD 105

90's Music Bingo @ Selva Rosa Maitland

 Wed, 25 Mar at 07:00 pm Selva Rosa

GRATEFUL DEAD TRIBUTE - DEAD SET FLORIDA

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

Maitland Farmers Market

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

Homeschool Day at the Telephone Museum

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

Realtors: GET FOUND IN AI SEARCH

 Tue, 21 Apr at 10:00 am 2301 Maitland Center Pkwy suite 180 Free

Laughing Stock Comedy Night at The Good Times

 Thu, 26 Mar at 07:00 pm Good Times Bar & Grill

Multi-Sports and LEGO Spring Break Camp

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

CLEARWATER A Tribute to CCR

 Sun, 03 May at 06:00 pm Good Times Bar & Grill USD 25

KBVibe Presents Soulmate Sessions

 Wed, 25 Mar at 07:00 pm 130 Atlantic Dr USD 18

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

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

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

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

200 Hour Yoga Teacher Training – 2026 Ashtanga Apprenticeship with Krista

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

Maitland Library‑Hosted Board Game Day

 Sat, 18 Apr at 10:30 am Maitland Public Library

✨ Flow & Sound: A 75-Minute Vinyasa + Sound Bath with Marilyn Glasser & Laura Daniel | April 12

 Sun, 12 Apr at 10:30 am 140 Circle Drive , Maitland, FL, United States, Florida 32751

Groove Slayers return to Good Times

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

The Blueprint To Wealth Through Homeownership

 Sat, 28 Mar at 11:00 am 495 N Keller Rd unit 150 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

GODSMACK TRIBUTE - AWAKE

 Sun, 28 Jun at 04:00 pm Good Times Bar & Grill USD 19 to 36

General Trivia at Brewlando Maitland

 Thu, 26 Mar at 07:00 pm Brewlando Maitland

Speak French for Travel in 90 Minutes | A Cultural Immersion Workshop

 Thu, 02 Apr at 06:30 pm Art & History Museums of Maitland USD 64

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

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

Luncheon and Fashion Show Fundraiser

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

Sector Success Symposium

 Wed, 25 Mar at 08:00 am 641 S Maitland Ave, Maitland, FL 32751, United States

Art Workshop: Inner Terrain: Abstract Landscape

 Sat, 09 May at 09:30 am 231 W. Packwood 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

Free Curator Tour

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

Community Potluck in Main Garden

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

A&H Book Club: May 2026 Meeting

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

General Trivia at Brewlando Maitland

 Thu, 19 Mar at 07:00 pm Brewlando Maitland

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

Home Inspection Strategy 3h CE

 Wed, 20 May at 10:00 am EXIT Global Realty Free

Art Workshop: Sweet Strokes: Painting Desserts in Impasto

 Sat, 23 May at 09:30 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

Art Workshop: Watercolor Journal Workshop

 Thu, 28 May at 06:30 pm 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Cycles & Sisterhood: A Spring Equinox Goddess Circle

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

Youth Mental Health First Aid Training

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

Global Rhythm

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

Free Curator Tour

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

Yom HaShoah Commemoration

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

SMC Networking Breakfast - March 25

 Wed, 25 Mar at 08:00 am 1953 Clayton Heritage Way, Maitland, FL, United States, Florida 32751

"Mezuzah Traces: Memory on the Doorposts of Poland"

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

Benefit for Bill

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

Taste of Midwifery: A Birth and Baby Expo Volunteer

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

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

Art Workshop: Kitchen Lithography Printing

 Sat, 06 Jun at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Peer Support Space Volunteer Day

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

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

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

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

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

Team Florida Meet & Greet and Flag Signing

 Sat, 16 May at 01:00 pm 900 Winderley Pl, Maitland, FL 32751-4191, United States

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

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

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

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

A&H Book Club: July 2026 Meeting

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

Little Creatives

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

Maitland Meet and Greet

Tue, 21 Apr at 06:00 pm 441 S Orlando Ave, Maitland, FL 32751

General Meeting: It's A Wrap!

 Thu, 02 Apr at 07:00 pm Venue on Lake Lily - Maitland Civic Center

Community Connections - Executive Functioning

 Mon, 30 Mar at 06:00 pm 620 North Wymore Rd, Suite 240, Maitland, FL

Fragility of Democracy Session 3 - "Culture Under Fire"

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

Art Workshop: Automatic Drawing

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

Little Creatives & Me

 Wed, 20 May at 10:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

General Meeting/Installation of Officers/Luncheon

 Sat, 16 May at 11:30 am Venue on Lake Lily - Maitland Civic Center

April Volunteer Day

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

Maitland, FL: M**der Mystery Detective Experience

 Mon, 28 Nov at 10:00 am Maitland & Area (Orlando North) CAD 20

Pre-School Crafting Class | Ages 3-5 years old | Thursday 2:00pm

 Thu, 22 Jan at 02:00 pm Healing Mama Studio USD 31 to 104
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