Upcoming Maitland Events

Check out what's happening all around Maitland, FL

🎷🎶 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 Feb at 06:00 pm 1776 Independence Lane, Maitland, FL, United States, Florida 32751

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

 Mon, 16 Feb at 10:00 am Art & History Museums of Maitland USD 0 to 13

Orlando Miracle Service with Pastor Billy Burke

 Sun, 15 Feb at 07:00 pm Sheraton Orlando North

FREE Early Spring Family Day at A&H + Nature Pinch Pot Family Art Workshop

 Sat, 07 Feb at 10:00 am Art & History Museums of Maitland Free

Good Times Bar Valentines Party

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

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

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

Groove Slayers PARTY at Good Times

 Sat, 21 Feb at 09:00 pm Good Times Bar & Grill

February Volunteer Day

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

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 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

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

A&H: The Art Party 2026

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

Super Bowl Open House

 Sat, 07 Feb at 11:00 am 2600 Lake Lucien Dr, Maitland, FL 32751-7210, United States

Nathan Mitchell at Jazz Tastings

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

Homeschool Day at A&H: Architecture Tour & Outdoor Sketching in the Garden

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

Dining in the Dark

 Thu, 19 Feb at 06:00 pm Sheraton Orlando North Hotel

Art Show & Silent Auction Fundraiser

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

Spring Open House 2026

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

Tables Extraordinaire

 Wed, 04 Feb at 10:00 am Holy Trinity Greek Orthodox Church of Greater Orlando Free

Fragility of Democracy session 1- "Democracy on the Edge"

 Sun, 22 Feb at 12:00 pm 851 N Maitland Ave Free

Comedy Night at The Good Times

 Thu, 12 Feb at 07:00 pm Good Times Bar & Grill

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 Feb at 06:30 pm Good Times Bar & Grill USD 6 to 21

Intro to Digital Painting for Adults

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

2026 Meet Our Candidates Hob-Nob

 Fri, 20 Feb at 05:30 pm 323 East Kennedy Boulevard, Maitland, FL, USA Free

Maitland Farmers Market

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

Hannah Stokes Band at Maitland Jazz & Blues Festival

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

Pampered & Empowered ~ Women's Retreat

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

GRATEFUL DEAD TRIBUTE - DEAD SET FLORIDA

 Sun, 08 Feb at 04:00 pm Good Times Bar & Grill USD 19 to 31

Wings and Warriors 5k and Fun Run

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

200 Hour Yoga Teacher Training – 2026 Ashtanga Apprenticeship with Krista

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

Mission Ready: Serving Military Families with Heart, Strategy and AI

 Thu, 12 Feb at 11:30 am 8701 Maitland Summit Blvd, Orlando, FL 32810-5915, United States

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

Yom HaShoah Commemoration

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

Lake Sybelia Cleanup

 Sat, 21 Feb at 09:00 am 1320 N Lake Sybelia Dr, Maitland, FL 32751-5320, United States

Cosmic Yoga Flow and Sound Bath

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

Maitland Jazz and Blues Festival

 Fri, 10 Apr at 06:00 pm Independence Ln, Maitland, FL 32751, United States

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

Step Into Fostering: Osceola, Orange, and Seminole Open Q&A Night

 Wed, 04 Feb at 12:00 pm 901 North Lake Destiny Road, Suite 400, Maitland 32751

Maitland Farmers Market

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

Orlando After Hours Live CEU

 Thu, 26 Feb at 05:00 pm 1551 Sandspur Road, Maitland, FL

Sip & Support

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

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

Adopt-A-Park Cleanup - Casselberry

 Sun, 08 Feb at 09:00 am Kewannee Park

Silk Painting to Create 2 Scarves

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

National Theatre Live: Inter Alia

 Sat, 07 Feb at 11:00 am 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751

Awaken & Grow: Hands- On Microgreen & Sprouting Workshop

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

Guest Night!

 Thu, 12 Feb at 07:00 pm 331 Lake Ave, Maitland, FL

UDD 2nd Annual Ultimate Sweethearts

 Sat, 07 Feb at 10:00 am Sheraton Orlando North Hotel

General Trivia at Brewlando Maitland

 Thu, 05 Feb at 07:00 pm Brewlando Maitland

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

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

Valentine's Day Partner Workout

 Fri, 13 Feb at 05:30 pm Soteria Pilates USD 23

Maitland Farmers Market

Sun, 08 Feb 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

Fragility of Democracy Session 3 - "Culture Under Fire"

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

Watercolor Valentine's Day Cards

 Thu, 12 Feb at 06:00 pm 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Ash Wednesday Drive Through/Walk Up Ashes and Prayer

 Wed, 18 Feb at 08:00 am 341 N Orlando Ave, Maitland, FL, United States, Florida 32751

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

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

Gal-Pals & Pilates

 Sat, 07 Feb at 10:00 am 100 E Sybelia Ave #140 USD 44

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

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

Little Creatives & Me

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

Maitland Farmers Market

Sun, 01 Mar at 09:00 am Maitland Farmers Market

Annual Black History Speaks Series

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

Artist Talk: with Artist in Residence Mary Graham

 Wed, 25 Feb at 06:00 pm Art & History Museums of Maitland Free

Abyss

Fri, 06 Feb at 10:00 pm Good Times Bar & Grill

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

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

Holocaust Memorial Resource & Education Center Tweens & Teens

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

Maitland Community Cleanup

 Sat, 21 Feb at 09:00 am 290 Jackson St, Maitland, FL 32751-5570, United States

Made With Love - DIY Papermaking

 Sun, 08 Feb at 10:00 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

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

Little Creatives

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

March Volunteer Day

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

Luncheon and Fashion Show Fundraiser

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

A&H Book Club: May 2026 Meeting

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

GOBA Winter Open House

 Thu, 12 Feb at 02:00 pm 1953 Clayton Heritage Way, Maitland, FL, United States, Florida 32751

Pinwheels of Hope Decorating | Notes of Gratitude

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

Free Curator Tour

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

A&H Book Club: March 2026 Meeting

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

April Volunteer Day

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

AltEra Debut at Good Times Bar and Grill!

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

DEAL MAKERS ORLANDO - FEB 4TH 2026

 Wed, 04 Feb at 06:00 pm 641 S Maitland Ave, Maitland, FL 32751, United States

March Childbirth Class

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

Automatic Drawing

 Sun, 22 Feb at 11:00 am 231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

Casual Gaming at the Maitland Library

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

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

Photographic Cyanotype

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

AAWCP-SE Game Day Extravaganza!

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

February Childbirth Class

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

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