# Festivals in Winter Park, FL | Cultural Events & Fairs - **Subtitle**: Explore upcoming festivals in Winter Park, Florida. Discover cultural celebrations, street fairs and seasonal events happening across the city. Join the festivities. - **Category**: Festivals - **Type**: category ## Audience - **Followers**: 2.5M+ - **Recent Followers**: - **Avatar 1**: https://cdn-az.allevents.in/events4/banners/c7a3bd77620a92a1fee77ed0b46cc305d65fcaf166695040aabebd480d9323a4-rimg-w200-h200-dc7e887a-gmir?v=1749580804 - **Avatar 2**: https://cdn-az.allevents.in/events2/banners/87514fe09e2e42afe6f2e6b5b9e483315429bdfa0a64d2af3268e7f6798e263a-rimg-w200-h200-dc182a60-gmir?v=1760132405 - **Avatar 3**: https://cdn-az.allevents.in/events4/banners/4372fbe0-97b1-11f0-925d-a7ce5707d3d8-rimg-w200-h200-dc445c46-gmir ## Featured Events - **Event Name**: Orlando Boozy Crawfish Festival - **Description**: The ultimate All-You-Can-Eat Boozy Crawfish Festival returns to Orlando in 2026!About this EventGet Ready for the Ultimate Orlando Boozy Crawfish Festival!Orlando, are you ready to feast, sip, and party - **Date**: Sat, 25 Apr at 01:00 pm – Sat, 25 Apr at 06:00 pm (-04:00) - **Event URL**: https://allevents.in/orlando/orlando-boozy-crawfish-festival/100001976652493819 - **Venue**: Wall Street Plaza - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8zYTM1ZTM2NDkxZjE5MWNjZjc2ZDkxMDRhNDVlY2Q0MjY3NjdhYjI2YTRmNzFjYjliOTJmNDcyNDQ1Zjc2OTkyLXJpbWctdzEyMDAtaDYwMC1kY2ZlZmZmZS1nbWlyLmpwZz92PTE3NjQ4MDI4ODg.avif - **Price**: min: 39.19, max: 151.23, currency: USD - **Categories**: festivals, entertainment, music, parties, live-music, calendar, food-truck-festivals, music-festivals ## About The best things to do in the world include attending top-notch festivals in [CITY]. Be it a rocking music festival or scrumptious food festival in [CITY], you will have a gala time of your life with a few of your close friends or your family. With the best of fun, entertainment, and food, the experience in festivals lets the enthusiasts immerse in the local culture and vibe. Ranging from the biggest outdoor beach parties to crazy music festivals, the festivals fall under various categories to suit everybody’s tastes. If you are looking for the best events and festivals in [CITY] listed on one platform - we have you covered. Immerse yourself in the mega dance festivals, electrifying music festivals, theatre & film festivals, quirky local festivals and more with us! ## Festivals Events in Winter Park - **Event Name**: Winter Park Art Festival - **Description**: Come check out the longest running art festival in the United States! This prestigious event sets the bar! - **Interested Audience**: - Count: 3 - **Date**: Fri Mar 12 2027 at 09:00 am (-05:00) - **Event URL**: https://allevents.in/winter-park/winter-park-art-festival/200029815076801 - **Venue**: Park Avenue, Winter Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9hMDAwZTMzOWU2OWU3OTQxMTE0YmZiZWVkYWMxMTU4NzgxYzJiZjkwNTY4ZTZkYTllOWJjMDE5YWViM2I3YjU1LXJpbWctdzEyMDAtaDY2OS1kY2ZlYzM4ZS1nbWlyP3Y9MTc3NjcwNDUxOA.avif - **Categories**: festivals, art - **Event Name**: Malcolm X Book Fest: 101 Years Strong — Building Legacy Through Literacy - **Description**: Join us for a day of fun centered around literacy at the Fifth Annual Malcolm X Book Fest 2026, taking place May 17th, 2026.About this Event📚🔥 SAVE THE DATE! 🔥📚5th A - **Interested Audience**: - Count: 1 - **Date**: Sun May 17 2026 at 02:00 pm – Sun May 17 2026 at 05:00 pm (-04:00) - **Event URL**: https://allevents.in/winter-park/malcolm-x-book-fest-101-years-strong-—-building-legacy-through-literacy/100001987021678329 - **Venue**: Shady Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy8xNjgxOTMyNGI2Mjg2NmQ5ZjIxNWUyMGJlN2Y5MDI2ZTRjZGFmNDgyMWFkMjU5YTNlMDA0MzYxZmNhMjJlYzMzLXJpbWctdzEyMDAtaDYwMC1kYzAxMDEwMS1nbWlyLmpwZz92PTE3NzU4MDAwNDQ.avif - **Price**: Free - **Categories**: festivals, art, nonprofit, kids, music, literary-art, business, live-music, entertainment, parades - **Event Name**: Peace Day in the Park - **Description**: Join the Peace and Justice Institute for a celebration of the International Day of Peace!About this EventAbout Peace Day in the ParkCelebrate the International Day of Peace with a - **Date**: Sat Sep 19 2026 at 09:00 am – Sat Sep 19 2026 at 12:30 pm (-04:00) - **Event URL**: https://allevents.in/winter-park/peace-day-in-the-park/100001977035820359 - **Venue**: Central Park Main Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9kZWU3NjVhMjBjYzIwYTZjMTgzYWE0ZmFiMzIzZDNmZjYyZGI0MTc3ODg3OWE0OGU0MDhhZWExODY4YzcwOWIxLXJpbWctdzEyMDAtaDEzMDYtZGNhN2FiYmMtZ21pci5qcGc_dj0xNzY0OTU1OTk1.avif - **Price**: Free - **Categories**: Art, Entertainment, Workshops, health-wellness, performances - **Event Name**: Arankai at Conduit - **Description**: ✨ Experience the magic of Arankai at Conduit, where moments become memories that last a lifetime! 🏛️ The iconic Conduit in Winter Park, FL sets the perfect stage for an unforgettable cel - **Date**: Wed May 20 2026 at 07:00 pm (-05:00) - **Event URL**: https://allevents.in/winter-park/arankai-at-conduit/2400029717374042 - **Venue**: Conduit - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Arankai+at+Conduit&date=Wed+May+20+2026+at+07%3A00+pm&bg=3 - **Categories**: contests, trips-adventures ## Trending Events in Winter Park - **Event Name**: Patti LaBelle in Winter Park - **Description**: 🎤 Join Patti LaBelle LIVE at Rendezvous Event Center on Saturday, July 18, 2026! 🎤 Here is the moment you've been waiting for! Patti LaBelle is coming to Rendezvous Event Center on Saturda - **Venue**: Rendezvous Event Center - **Banner**: https://cdn-az.allevents.in/events8/banners/9c7f1650-e02d-11f0-9cf0-7b9cfd6f49de-rimg-w1147-h645-dc5e5e5e-gmir.webp?v=1766514695 - **Event Name**: 43rd Annual Winter Park Jazz Festival presented by Xcel Energy - **Description**: The 43rd Annual Winter Park Jazz Festival is getting ready to welcome you back to Winter Park, Colorado! 2026 Line-Up Saturday, July 18: Patti LaBelle Damien Escobar Najee Purple Magic Featuring Marcus Anderson, BK Jackson, Adrian Crutchfield More to c - **Venue**: Rendezvous Event Center - **Banner**: https://cdn-az.allevents.in/events2/banners/b8193072464481717f1b6891d674e95bc6fba486adf742b3cb36a4cf82aa1462-rimg-w1200-h676-dcf3f4f3-gmir?v=1775912238 - **Event Name**: Blues From The Top Music Festival 2026 - **Description**: Get ready to groove to some soulful blues music at the Blues From The Top Music Festival June 26, 27, 28th!About this EventExperience the Ultimate Music Festival at Winter Park – Blues From The Top! - **Venue**: Rendezvous Event Center, Downtown Winter Park - **Banner**: https://cdn-az.allevents.in/events7/banners/0477c83c2c8b2e8df61fa25813b39df667def398fc47e3c671e47812bb065bee-rimg-w1097-h546-dc61b9e2-gmir.jpg?v=1773422518 - **Event Name**: Rick Braun with special guest Randy Jacobs - **Description**: Rick Braun, with 30 #1 Billboard hits, is an award-winning trumpeter, composer, and producer with a career that has made him one of contemporary jazz’s most celebrated and popular artists. He began his career in the ‘80s as a singer and songwriter, writi - **Venue**: Blue Bamboo Center For The Arts - **Banner**: https://cdn-az.allevents.in/events9/banners/f2676466e105e9be996cabfe4c1032129a63d34e55e958b95391f2b78558e8f3-rimg-w1200-h675-dc01045e-gmir?v=1776267221 - **Event Name**: Run for the Trees Jeanette Genius McKean Memorial 5K - **Description**: The City of Winter Park and Track Shack's Run for the Trees 5K run/walk is a unique point to point event. The last mile is on the tree-canopied, wilderness dirt road of Genius Drive. This privately owned glimpse of old Florida is opened to the public only - **Venue**: 250 Perth Ln, Winter Park, FL 32792, United States - **Banner**: https://cdn-az.allevents.in/events5/banners/d06e8f23999b523e8fc92dae6c9625ce1e6ae10c327be1a6a4c7230f7085e291-rimg-w1200-h800-dc18171a-gmir?v=1776004625 - **Event Name**: American Maestro: The Music of John Williams - **Description**: Presented by CFCArts Symphony Orchestra Join the CFCArts Symphony Orchestra for American Maestro: The Music of John Williams, featuring the country’s largest orchestra in a spectacular journey through John Williams’ most heroic scores! From epic film sco - **Venue**: Calvary Orlando - **Banner**: https://cdn-az.allevents.in/events9/banners/259a1fc24e06c0465922648226d87cdb95d81047e18792e8ada0f333fe4f3eb2-rimg-w1200-h675-dc040710-gmir?v=1775953488 - **Event Name**: Ricky Sylvia & The Buzzcatz present: Crooners and Cool Cats - **Description**: Local favorites Ricky Sylvia & The Buzzcatz present a Mother’s Day show at Blue Bamboo Center in the heart of Winter Park. Treat Mom to a concert from a 10-piece band fronted by showman Ricky Sylvia, crooning classics from Sinatra, Dean Martin, Bobb - **Venue**: Blue Bamboo Center For The Arts - **Banner**: https://cdn-az.allevents.in/events1/banners/f45d5066ca0d5a0115affd7185bac03111b78f4f12b1eebb77ee0441626bbea3-rimg-w1024-h1507-dc050505-gmir?v=1776286847 - **Event Name**: Kenny Wayne Shepherd in Winter Park - **Description**: 🎶 The Ultimate Kenny Wayne Shepherd Experience LIVE at Blues From The Top—This Saturday, June 27, 2026! 🎶 It's that time of the year where everyone wants to have a musical breath! Your favorite, Kenny Wayne Shepherd - **Venue**: Blues From The Top - **Banner**: https://cdn-az.allevents.in/events10/banners/18a64150-39ec-11f1-a530-6f05b3be21cf-rimg-w1200-h675-dc000000-gmir.webp?v=1776382161 - **Event Name**: Winter Park Art Festival - **Description**: Come check out the longest running art festival in the United States! This prestigious event sets the bar! - **Venue**: Park Avenue, Winter Park - **Banner**: https://cdn-az.allevents.in/events8/banners/a000e339e69e7941114bfbeedac1158781c2bf90568e6da9e9bc019aeb3b7b55-rimg-w1200-h669-dcfec38e-gmir?v=1776704518 ## Browse Festivals Events by Date - [Festivals Events Today in Winter Park](https://allevents.in/winter-park/festivals--today) - [Festivals Events This Weekend in Winter Park](https://allevents.in/winter-park/festivals--this-weekend) - [Festivals Events in April in Winter Park](https://allevents.in/winter-park/festivals--april) - [Festivals Events in May in Winter Park](https://allevents.in/winter-park/festivals--may) ## FAQs - **Q**: What are the top Festivals events in Winter Park? - **A:** Winter Park Art Festival (Fri Mar 12 2027 at 09:00 am at Park Avenue, Winter Park), Malcolm X Book Fest: 101 Years Strong — Building Legacy Through Literacy (Sun May 17 2026 at 02:00 pm at Shady Park), Peace Day in the Park (Sat Sep 19 2026 at 09:00 am at Central Park Main Stage), Arankai at Conduit (Wed May 20 2026 at 07:00 pm at Conduit), Orlando Boozy Crawfish Festival (Sat, 25 Apr at 01:00 pm at Wall Street Plaza). - **Q**: What are the top free Festivals events in Winter Park? - **A:** Malcolm X Book Fest: 101 Years Strong — Building Legacy Through Literacy (Sun May 17 2026 at 02:00 pm at Shady Park), Peace Day in the Park (Sat Sep 19 2026 at 09:00 am at Central Park Main Stage). - **Q**: What Festivals events are happening in Winter Park this weekend April 24–26, 2026? - **A:** Orlando Boozy Crawfish Festival (Sat, 25 Apr at 01:00 pm at Wall Street Plaza). - **Q**: What Festivals events are happening in Winter Park in April 2026? - **A:** Orlando Boozy Crawfish Festival (Sat, 25 Apr at 01:00 pm at Wall Street Plaza). - **Q**: How can I find Festivals events in Winter Park? - **A:** You can discover upcoming Festivals events in Winter Park on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Festivals events in Winter Park? - **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 Festivals events in Winter Park? - **A:** Some popular venues hosting Festivals events in Winter Park include Park Avenue, Winter Park, Shady Park, Central Park Main Stage. - **Q**: What is the price range for Festivals events in Winter Park? - **A:** Prices for Festivals events in Winter Park range from USD 39 to USD 151. Many events also offer free entry. - **Q**: Who are the top organizers for Festivals events in Winter Park? - **A:** Popular organizers hosting Festivals events in Winter Park include The Festival Trail, The Equity Council Corp., Peace and Justice Institute at Valencia College. - **Q**: Are there any online Festivals events available? - **A:** Yes, many Festivals 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 Festivals events in Winter Park? - **A:** Follow the Festivals category on AllEvents.in to get notified when new Festivals events are listed in Winter Park. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/6e/5415e403f74b77938c0695ac11464e/Festival.jpg ## Festivals from nearby cities - [Festivals in Maitland](https://allevents.in/maitland-fl/festivals) - [Festivals in Eatonville](https://allevents.in/eatonville/festivals) - [Festivals in Azalea Park](https://allevents.in/azalea-park/festivals) - [Festivals in Orlando](https://allevents.in/orlando/festivals) - [Festivals in Casselberry](https://allevents.in/casselberry/festivals) - [Festivals in Winter Springs](https://allevents.in/winter-springs/festivals) - [Festivals in Pine Hills](https://allevents.in/pine-hills-fl/festivals) - [Festivals in Belle Isle](https://allevents.in/belle-isle/festivals)