All Upcoming events

• Fri, 10 Apr, 2026 - 06:00 PM

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

  Downtown Maitland

  7+ Interested
• Sat, 14 Mar, 2026 - 07:00 AM

  Corks and Forks

  Venue on Lake Lily / Maitland Civic Center

  7+ Interested
• Sat, 21 Feb, 2026 - 06:30 PM

  Maitland Movies in the Park

  1776 Independence Lane, Maitland, FL, United States, Florida 32751
• Sun, 15 Feb, 2026 - 07:00 PM

  Orlando Miracle Service with Pastor Billy Burke

  Sheraton Orlando North

  25+ Interested
• Mon, 16 Feb, 2026 - 10:00 AM

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

  Art & History Museums of Maitland

  Free
• Sat, 18 Apr, 2026 - 10:00 AM

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

  Art & History Museums of Maitland

  Free
• Fri, 10 Apr, 2026 - 08:00 PM

  Jessy J in Maitland
• Wed, 10 Jun, 2026 - 10:00 AM

  FREE Summer Family Art Workshops - Week 2: Nature Wands

  Art & History Museums of Maitland

  Free
• Wed, 24 Jun, 2026 - 10:00 AM

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

  Art & History Museums of Maitland

  Free
• Sun, 19 Apr, 2026 - 03:30 PM

  Vendor and Sponsorship Opportunities ~ JOIN US IN EMPOWERING WOMEN

  Venue on Lake Lily / Maitland Civic Center

  USD 25
• Sat, 07 Mar, 2026 - 06:00 PM

  A&H: The Art Party 2026

  231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

  19+ Interested
• Fri, 08 May, 2026 - 06:30 PM

  Spring Open House 2026

  Art & History Museums of Maitland

  Free
• Wed, 03 Jun, 2026 - 10:00 AM

  FREE Summer Family Art Workshops - Week 1: Friendship Sculptures

  Art & History Museums of Maitland

  Free
• Wed, 22 Jul, 2026 - 10:00 AM

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

  Art & History Museums of Maitland

  Free
• Wed, 01 Jul, 2026 - 10:00 AM

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

  Art & History Museums of Maitland

  Free
• Wed, 08 Jul, 2026 - 10:00 AM

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

  Art & History Museums of Maitland

  Free
• Sat, 14 Mar, 2026 - 07:00 PM

  Nathan Mitchell at Jazz Tastings

  164 Lake Ave, Maitland, FL, United States, Florida 32751

  68+ Interested
• Fri, 13 Feb, 2026 - 10:00 AM

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

  Art & History Museums of Maitland

  USD 7
• Sun, 22 Feb, 2026 - 12:00 PM

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

  851 N Maitland Ave

  Free
• Thu, 19 Feb, 2026 - 06:00 PM

  Dining in the Dark

  Sheraton Orlando North Hotel

  17+ Interested
• Thu, 19 Feb, 2026 - 06:30 PM

  Smile City Comedy Show & Good Times Bar & Grill

  Good Times Bar & Grill

  USD 6
• Sat, 07 Mar, 2026 - 10:00 AM

  Intro to Digital Painting for Adults

  231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

  4+ Interested
• Sat, 21 Feb, 2026 - 09:00 PM

  Groove Slayers PARTY at Good Times

  Good Times Bar & Grill

  68+ Interested
• Sat, 14 Feb, 2026 - 08:00 PM

  Good Times Bar Valentines Party

  Good Times Bar & Grill

  14+ Interested
• Fri, 20 Feb, 2026 - 05:30 PM

  2026 Meet Our Candidates Hob-Nob

  323 East Kennedy Boulevard, Maitland, FL, USA

  Free
• Thu, 26 Feb, 2026 - 07:00 PM

  80s Music Bingo @ Good Times Bar & Grill Maitland

  Good Times Bar & Grill

  15+ Interested
• Wed, 18 Feb, 2026 - 05:00 PM

  Ice Cream for Breakfast...for dinner!

  120 Independence Ln. Suite B, Maitland, FL 32751
• Sun, 19 Apr, 2026 - 05:00 PM

  Pampered & Empowered ~ Women's Retreat

  Venue on Lake Lily / Maitland Civic Center

  USD 31
• Thu, 19 Feb, 2026 - 07:00 PM

  90s Music Bingo @ Good Times Bar & Grill Maitland

  Good Times Bar & Grill
• Sat, 07 Mar, 2026 - 07:30 AM

  Wings and Warriors 5k and Fun Run

  701 N. Thistle Lane, Maitland, FL

  42+ Interested
• Sun, 19 Apr, 2026 - 03:00 PM

  Yom HaShoah Commemoration

  851 N Maitland Ave

  Free
• Sat, 21 Feb, 2026 - 09:00 AM

  Lake Sybelia Cleanup

  1320 N Lake Sybelia Dr, Maitland, FL 32751-5320, United States

  35+ Interested
• Sun, 15 Mar, 2026 - 04:00 PM

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

  Good Times Bar & Grill

  USD 13
• Thu, 12 Feb, 2026 - 11:30 AM

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

  8701 Maitland Summit Blvd, Orlando, FL 32810-5915, United States

  11+ Interested
• Fri, 27 Feb, 2026 - 05:00 PM

  Art Show & Silent Auction Fundraiser

  220 W. Horatio Ave, Maitland, FL

  21+ Interested
• Sat, 28 Feb, 2026 - 05:00 PM

  Cosmic Yoga Flow and Sound Bath

  Tribe Yoga Studio

  USD 25
• Thu, 05 Mar, 2026 - 10:00 AM

  Silk Painting to Create 2 Scarves

  231 W. Packwood Ave, Maitland, FL, United States, Florida 32751

  9+ Interested
• Thu, 26 Mar, 2026 - 06:30 PM

  Sip & Support

  Mercedes-Benz of Orlando

  65+ Interested
• Sat, 25 Apr, 2026 - 11:00 AM

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

  231 W. Packwood Ave, Maitland, FL, United States, Florida 32751
• Thu, 05 Mar, 2026 - 05:00 PM

  Discover Your Wellness

  260 Lookout Place, Suite 107, Maitland, FL, United States, Florida 32751
• Thu, 12 Feb, 2026 - 07:00 PM

  Guest Night!

  331 Lake Ave, Maitland, FL

  16+ Interested
• Tue, 24 Mar, 2026 - 06:00 PM

  Awaken & Grow: Hands- On Microgreen & Sprouting Workshop

  Maitland Community Park Rec Center ( Indoor Venue)

  USD 82
• Thu, 12 Feb, 2026 - 07:00 PM

  Comedy Night at The Good Times

  Good Times Bar & Grill

  20+ Interested
• Sun, 22 Feb, 2026 - 10:30 AM

  🌿 Sunday Reset: Vinyasa Flow & Sound Bath with Marilyn & Laura | February 22nd

  140 Circle Drive , Maitland, FL, United States, Florida 32751
• Fri, 13 Feb, 2026 - 05:30 PM

  Valentine's Day Partner Workout

  Soteria Pilates

  USD 23