Make your life happening by enrolling to entertainment events in Maitland. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in Maitland. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in Maitland.
## Entertainment Events in Maitland - **Event Name**: Free in Central Park: Monster House - **Description**: This film is a part of our Popcorn Flicks in the Park series in partnership with the City of Winter Park. These screenings occur in Central Park, Winter Park once a month and are FREE and open to the public! Presented with open captions. 20th Anniversa - **Interested Audience**: - Count: 47 - **Date**: Thu Oct 08 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/maitland/free-in-central-park-monster-house/200030429042548 - **Venue**: 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9mNjcxNDMzMGUzNWE5M2U3YTMwZjFjZWVlNDM1NTkzMWU4NTk1OWE3Yjg3ZmFkMjE4NjNkN2Q5YzMwNzRjMjc0LXJpbWctdzEyMDAtaDYzMy1kYzA4MDgwOC1nbWlyP3Y9MTc4ODY2NjgwNQ.avif - **Categories**: entertainment, kids - **Event Name**: Getdown Downtown Maitland - **Description**: Maitland's Getdown Downtown Party in the Square will return to Independence Square on Friday, Oct. 2.About this EventMaitland's Getdown Downtown Party in the Square will return to Independence Square on Friday, Oct. 2, wi - **Interested Audience**: - Count: 1 - **Date**: Fri Oct 02 2026 at 06:00 pm – Fri Oct 02 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/maitland/getdown-downtown-maitland/100002000319596761 - **Venue**: 1776 Independence Ln - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy80NDNiMjg2NjMxZjVjOTVlN2Y3OWVhMGM5YjZhZmY1MjNhMmY3ODZmMzE2OGNiNWEzYzJhNDk1OGQ2MTQ1NDdjLXJpbWctdzExNTItaDc3Ny1kY2Y4ZjhmOC1nbWlyLmpwZz92PTE3ODk2MjUwNDM.avif - **Price**: Free - **Categories**: parties, entertainment, sports - **Event Name**: Next Stop Comedy at Good Times Bar & Grill! - Maitland, FL - **Description**: Next Stop! - A Comedy Show Near You! Join us at Good Times Bar & Grill for a brand new line-up of comedians each month!About this EventNext Stop Comedy brings top stand-up comedians to your favorite local venues! Each - **Date**: Fri Oct 02 2026 at 07:00 pm – Fri Oct 02 2026 at 08:30 pm (-04:00) - **Event URL**: https://allevents.in/maitland/next-stop-comedy-at-good-times-bar-and-grill-maitland-fl/100001994508385271 - **Venue**: Good Times Bar & Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9hMjk5ZjRlYWI1ZmZlNTFkY2FlOTgxOWY4Nzg1MGQ5YmQ2NmRiMDU5YmUzZmJlOGRkMDlkNDBlYTJjMGUwYjdlLXJpbWctdzEyMDAtaDgwMS1kYzA1MDQwOC1nbWlyLmpwZz92PTE3ODQ1MTc0NDM.avif - **Price**: USD 30 - **Categories**: comedy, entertainment - **Event Name**: Rico Monaco Band Live at Good Times Bar & Grill - **Description**: Award-winning guitarist Rico Monaco and the Rico Monaco Band return to Good Times for a high-energy night of Rock, Latin Rock, Santana favs.About this EventRico Monaco Band — LIVE at Good Times Bar & G - **Date**: Fri Oct 16 2026 at 08:00 pm – Fri Oct 16 2026 at 10:30 pm (-04:00) - **Event URL**: https://allevents.in/maitland/rico-monaco-band-live-at-good-times-bar-and-grill/100001998798983566 - **Venue**: Good Times Bar & Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8yMDNiNmI5MWU5MTg5M2EwNTVhNjE0NTdlYjI3Njk2YTJmYTRhY2Y2YjNiOTg0ZGZlY2JlYjY2ZmM2MDM0NGFjLXJpbWctdzEyMDAtaDE1NTMtZGMwODA4MDgtZ21pci5qcGc_dj0xNzg3NjA0NTQ0.avif - **Price**: USD 25 - **Categories**: fitness, Music, Entertainment, Concerts - **Event Name**: DAUZAT ST. MARIE GRAMMY NOMINATED DUO DEBUTS GOOD TIMES BAR & GRILL - **Description**: Catch DAUZAT ST. MARIE Grammy-nominated duo live at Good Times Bar & Grill for an epic debut night back by popular demand to Central FloridaAbout this EventCatch the Grammy Nominated - **Date**: Thu Nov 12 2026 at 07:00 pm – Thu Nov 12 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/maitland/dauzat-st-marie-grammy-nominated-duo-debuts-good-times-bar-and-grill/100002000220484313 - **Venue**: Good Times Bar & Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9kNWRlNWRiMTE1OTRlYTMwOTc5ZDhkYzYzMTZlMzRkZjZlZWZmZmJlYmEyZWM5NTA1NWE1MzgxMTM4ZjZmYzc1LXJpbWctdzEyMDAtaDE1NTMtZGMwODA4MDgtZ21pci5qcGc_dj0xNzg4OTk3NTYz.avif - **Price**: USD 19 to 36 - **Categories**: art - **Event Name**: TRIBUTE TO OZZY OSBORNE & RANDY RHOADS - THE RAILZ - **Description**: Rock out live with The Railz paying epic tribute to Ozzy Osbourne & Randy Rhoads—don’t miss this killer show!About this EventTRIBUTE TO OZZY OSBORNE & RANDY RHOADS - THE RAILZ - **Date**: Sun Oct 04 2026 at 04:00 pm – Sun Oct 04 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/maitland/tribute-to-ozzy-osborne-and-randy-rhoads-the-railz/100001999962895859 - **Venue**: Good Times Bar & Grill - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy81MTkxNWQxMDcwZjc4NGRlM2EwMzlhN2QzM2VmNDlmMjY0ZTU0OTc3ZTYzZjIzNjk1ZjViMTYwMjczMGQxZjgyLXJpbWctdzEyMDAtaDE1NTMtZGMwODA4MDgtZ21pci5qcGc_dj0xNzg4ODk1Mzg0.avif - **Price**: USD 19 to 42 - **Categories**: music, entertainment, performances ## Trending Events in Maitland - **Event Name**: Free in Central Park: Monster House - **Description**: This film is a part of our Popcorn Flicks in the Park series in partnership with the City of Winter Park. These screenings occur in Central Park, Winter Park once a month and are FREE and open to the public! Presented with open captions. 20th Anniversa - **Venue**: 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751 - **Banner**: https://cdn-az.allevents.in/events3/banners/f6714330e35a93e7a30f1ceee4355931e85959a7b87fad21863d7d9c3074c274-rimg-w1200-h633-dc080808-gmir?v=1788666805 - **Event Name**: Free Fall Family Day at A&H + Paper Lantern Family Art Workshop - **Description**: Celebrate the colors of a new season with a family art workshop, face painting, scavenger hunt, and free admission to three museums!About this EventBring your whole family to say goodbye to summer and hell - **Venue**: Art & History Museums of Maitland - **Banner**: https://cdn-az.allevents.in/events5/banners/a34cf7d5542f2aedb40be9ea690575f836da40f72a9f7880bb853ef7ebbc93de-rimg-w1200-h795-dc8fa5ac-gmir.jpg?v=1782359034 - **Event Name**: Getdown Downtown Maitland - **Description**: Maitland's Getdown Downtown Party in the Square will return to Independence Square on Friday, Oct. 2.About this EventMaitland's Getdown Downtown Party in the Square will return to Independence Square on Friday, Oct. 2, wi - **Venue**: 1776 Independence Ln - **Banner**: https://cdn-az.allevents.in/events9/banners/443b286631f5c95e7f79ea0c9b6aff523a2f786f3168cb5a3c2a4958d614547c-rimg-w1152-h777-dcf8f8f8-gmir.jpg?v=1789625043 - **Event Name**: Next Stop Comedy at Good Times Bar & Grill! - Maitland, FL - **Description**: Next Stop! - A Comedy Show Near You! Join us at Good Times Bar & Grill for a brand new line-up of comedians each month!About this EventNext Stop Comedy brings top stand-up comedians to your favorite local venues! Each - **Venue**: Good Times Bar & Grill - **Banner**: https://cdn-az.allevents.in/events9/banners/a299f4eab5ffe51dcae9819f87850d9bd66db059be3fbe8dd09d40ea2c0e0b7e-rimg-w1200-h801-dc050408-gmir.jpg?v=1784517443 - **Event Name**: 5th Annual Not So Spooky HallowFest - **Description**: Join us for a magical day filled with shopping local, tasty bites, and festive fall excitement! Bring the whole family — kids are encouraged to dress in their favorite costumes and strike a pose at our adorable fall photo opportunities 📸🍂 for the cutest - **Venue**: Venue on Lake Lily - Maitland Civic Center - **Banner**: https://cdn-az.allevents.in/events5/banners/44d00b38db89c5f189ec0cb0ac103b7435a976a1a1d06830f0d8215475cd1c22-rimg-w1200-h676-dc8828b8-gmir?v=1787125428 - **Event Name**: Jump & Porsche luxury event - **Description**: Get ready to jump into luxury with epic rides and vibes at the Jump & Porsche luxury event!About this EventThe first-ever JUMP & PORSCHE experience is coming to Orlando. 🐆✨ - **Venue**: Porsche Orlando - **Banner**: https://cdn-az.allevents.in/events8/banners/752f47c04919f577f7e54c987bd48a516e5ab97dc2ed9187a9f2bfeb9fa276de-rimg-w1122-h1402-dcf8f8f8-gmir.jpg?v=1789624243 - **Event Name**: VI FIAE - International Festival of Performing Arts - **Description**: FIAE 2026 brings a week of international theater, immersive art, live music, and film to A&H Museums of Maitland.About this EventFIAE 2026 — International Festival of Performing Arts - **Venue**: Art & History Museums of Maitland - **Banner**: https://cdn-az.allevents.in/events5/banners/21b7b9a0e92a38a5c32635d8c483701f8d3b69b4e993c1ef18ec88107f0421f3-rimg-w1200-h630-dcf8f8e8-gmir.jpg?v=1789361167 - **Event Name**: Film and Conversation with Deeyah Khan - **Description**: Emmy Award-Winning Documentary Film Maker and Human Rights AdvocateAbout this EventDoors Open 10:30 AM | Food and refershments available for purchaseEvent 11:00 AM - 1:00 PM | Film & Real-Time Virtual Conversat - **Venue**: Enzian Theater - **Event Name**: Interlude: Live Music Activation | VI FIAE - **Description**: An immersive art installation by Remedios comes alive with a special live music activation during VI FIAE 2026.About this EventStep into Interlude, an immersive installation where textile - **Venue**: Germaine Marvel Building - **Banner**: https://cdn-az.allevents.in/events3/banners/391ed3554f940400223b128a0aad96264ee0929ec81f0c8fe9237f5731deef27-rimg-w1200-h675-dc080808-gmir.jpg?v=1789459264 ## Browse Entertainment Events by Date - [Entertainment Events Today in Maitland](https://allevents.in/maitland/entertainment--today) - [Entertainment Events This Weekend in Maitland](https://allevents.in/maitland/entertainment--this-weekend) - [Entertainment Events in September in Maitland](https://allevents.in/maitland/entertainment--september) - [Entertainment Events in October in Maitland](https://allevents.in/maitland/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Maitland? - **A:** Free in Central Park: Monster House (Thu Oct 08 2026 at 08:00 pm at 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751), Getdown Downtown Maitland (Fri Oct 02 2026 at 06:00 pm at 1776 Independence Ln), Next Stop Comedy at Good Times Bar & Grill! - Maitland, FL (Fri Oct 02 2026 at 07:00 pm at Good Times Bar & Grill), Rico Monaco Band Live at Good Times Bar & Grill (Fri Oct 16 2026 at 08:00 pm at Good Times Bar & Grill), DAUZAT ST. MARIE GRAMMY NOMINATED DUO DEBUTS GOOD TIMES BAR & GRILL (Thu Nov 12 2026 at 07:00 pm at Good Times Bar & Grill). - **Q**: What are the top free Entertainment events in Maitland? - **A:** Getdown Downtown Maitland (Fri Oct 02 2026 at 06:00 pm at 1776 Independence Ln). - **Q**: What Entertainment events are happening in Maitland in September 2026? - **A:** Mommy & Me Sunday Tea Party, Crafts & Pick My Pearl | Orlando (Sun, 06 Sep at 08:30 am at Healing Mama Studio). - **Q**: How can I find Entertainment events in Maitland? - **A:** You can discover upcoming Entertainment events in Maitland on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Maitland? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Entertainment events in Maitland? - **A:** Some popular venues hosting Entertainment events in Maitland include 1300 S Orlando Ave, Maitland, FL, United States, Florida 32751, 1776 Independence Ln, Good Times Bar & Grill. - **Q**: What is the price range for Entertainment events in Maitland? - **A:** Prices for Entertainment events in Maitland range from USD 19 to USD 253. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Maitland? - **A:** Popular organizers hosting Entertainment events in Maitland include Enzian Theater, City of Maitland, How Bout Comedy. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Maitland? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Maitland. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Altamonte Springs](https://allevents.in/altamonte-springs/entertainment) - [Entertainment events in Winter Park](https://allevents.in/winter-park-fl/entertainment) - [Entertainment events in Casselberry](https://allevents.in/casselberry/entertainment) - [Entertainment events in Goldenrod](https://allevents.in/goldenrod/entertainment) - [Entertainment events in Winter Springs](https://allevents.in/winter-springs/entertainment) - [Entertainment events in Bertha](https://allevents.in/bertha-fl/entertainment) - [Entertainment events in Orlando](https://allevents.in/orlando/entertainment) - [Entertainment events in Azalea Park](https://allevents.in/azalea-park/entertainment)