# Events & Things To Do in Winter Park, FL in May 2026 | AllEvents

- **Subtitle**: Find events and things to do in May 2026 in Winter Park, Florida. Discover parties, concerts, meets, shows, sports, club, reunion, Performance happening in May 2026 in Winter Park, Florida.
- **Category**: May
- **Display Name**: Events in May
- **Type**: time_filter

## Audience

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## About

Wondering what to do on the weekend or on a not-so-fun night? We have all you need, discover all the happening events in May [YEAR] in [CITY] and find the best picks of yourself. Be it a theatre workshop, meditation class or an entertaining concert, there are a bunch of curated events in [CITY] in May [YEAR] for you.

## May Events in Winter Park

- **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
  - **Interested Audience**:
    - Count: 32
  - **Date**: Sun May 03 2026 at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/rick-braun-with-special-guest-randy-jacobs/200029732715620
  - **Venue**: Blue Bamboo Center For The Arts
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9mMjY3NjQ2NmUxMDVlOWJlOTk2Y2FiZmU0YzEwMzIxMjlhNjNkMzRlNTVlOTU4Yjk1MzkxZjJiNzg1NThlOGYzLXJpbWctdzEyMDAtaDY3NS1kYzAxMDQ1ZS1nbWlyP3Y9MTc3NjI2NzIyMQ.avif
  - **Categories**: music, entertainment, art
- **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
  - **Interested Audience**:
    - Count: 34
  - **Date**: Sat May 09 2026 at 07:30 am (-04:00)
  - **Event URL**: https://allevents.in/winter-park/run-for-the-trees-jeanette-genius-mckean-memorial-5k/200029897802749
  - **Venue**: 250 Perth Ln, Winter Park, FL 32792, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9kMDZlOGYyMzk5OWI1MjNlOGZjOTJkYWU2Yzk2MjVjZTFlNmFlMTBjMzI3YmUxYTZhNGM3MjMwZjcwODVlMjkxLXJpbWctdzEyMDAtaDgwMC1kYzE4MTcxYS1nbWlyP3Y9MTc3NjAwNDYyNQ.avif
  - **Categories**: marathons
- **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
  - **Interested Audience**:
    - Count: 89
  - **Date**: Fri May 22 2026 at 07:30 pm – Fri May 22 2026 at 09:30 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/american-maestro-the-music-of-john-williams/200029785726229
  - **Venue**: Calvary Orlando
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8yNTlhMWZjMjRlMDZjMDQ2NTkyMjY0ODIyNmQ4N2NkYjk1ZDgxMDQ3ZTE4NzkyZThhZGEwZjMzM2ZlNGYzZWIyLXJpbWctdzEyMDAtaDY3NS1kYzA0MDcxMC1nbWlyP3Y9MTc3NjgwNjEzNg.avif
  - **Categories**: entertainment, music, concerts, performances, art, theatre, trips-adventures
- **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
  - **Interested Audience**:
    - Count: 40
  - **Date**: Sun May 10 2026 at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/ricky-sylvia-and-the-buzzcatz-present-crooners-and-cool-cats/200029791617257
  - **Venue**: Blue Bamboo Center For The Arts
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9mNDVkNTA2NmNhMGQ1YTAxMTVhZmZkNzE4NWJhYzAzMTExYjc4ZjRmMTJiMWVlYmI3N2VlMDQ0MTYyNmJiZWEzLXJpbWctdzEwMjQtaDE1MDctZGMwNTA1MDUtZ21pcj92PTE3NzYyODY4NDc.avif
  - **Categories**: music, entertainment, concerts, live-music
- **Event Name**: Brujeria in Winter Park
  - **Description**: 🎶 Get Ready for Brujeria Live at Conduit on Saturday, May 9, 2026! 🎶
This is not just a concert—it's a moment you'll talk about for years. Brujeria is set to light up Conduit with their unforgettable sound on Saturd
  - **Date**: Sat May 09 2026 at 07:00 pm – Sat May 09 2026 at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/brujeria-in-winter-park/3300029957994430
  - **Venue**: Conduit
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9mY2Q4MWMwMC0zYTFkLTExZjEtOGUzNC0wM2EzZDI0ZTI0NzYtcmltZy13MTIwMC1oNjc1LWRjMDYwMzAzLWdtaXIud2VicD92PTE3NzY0MDM1ODk.avif
  - **Categories**: concerts, music, entertainment
- **Event Name**: Rollins Summer Volleyball Camps 2026
  - **Description**: Rollins College Summer Volleyball Camps 2026About this EventPositional Day CampsJuly 6-8, 2026 (Rising 7th-12th graders)Each day will focus exclusively on position-specific skil
  - **Date**: Mon May 11 2026 at 08:00 am – Fri Jul 31 2026 at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/rollins-summer-volleyball-camps-2026/100001977653491831
  - **Venue**: Alfond Sports Center
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy8yZmQzOTc4ZTRkOGU3M2NmNGQ1MDNhYWYzNzA5NmQwMmZhNzAyMDJhMzYzYWZiYzJkNDFkNTQ1MDY5ZjFkYjUzLXJpbWctdzEwMjQtaDc2OC1kY2ZmZmZmZi1nbWlyLmpwZz92PTE3NjYzMDY0NTY.avif
  - **Price**: USD 164 to 487
  - **Categories**: sports, workshops, business, conferences, tournaments, nonprofit, summer-camps
- **Event Name**: Rick Braun in Winter Park
  - **Description**: 🎶 Don't Miss this Out! Rick Braun is Live at Blue Bamboo Center For the Arts on Sunday, May 3, 2026! 🎶
This is your moment. Rick Braun is hitting Blue Bamboo Center For the Arts on Sunday, May 3, 2026
  - **Date**: Sun May 03 2026 at 07:00 pm – Sun May 03 2026 at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/rick-braun-in-winter-park/3300029958596602
  - **Venue**: Blue Bamboo Center For the Arts
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy80ZmRiNTE4MC0zYTNmLTExZjEtOWFlOC0zMTlkOWVlZWI4YTUtcmltZy13MTIwMC1oNjc1LWRjYzBhNDhhLWdtaXIud2VicD92PTE3NzY0MTc5MDI.avif
  - **Categories**: concerts, music, entertainment, live-music, art
- **Event Name**: Free Movie: The Devil Wears Prada 2
  - **Description**: The long-awaited sequel is here! See "The Devil Wears Prada 2" on Wednesday, May 6, at Aloma Cinema Grill at 7 PM. Open to 18+ guests.About this EventDon't miss your chance to watch The Devil Wears Pra
  - **Interested Audience**:
    - Count: 13
    - Avatar: https://www.gravatar.com/avatar/3358d807bd2faae727cc9dddc1ca62f6?s=100&d=identicon&r=g
    - Avatar: https://cdn-az.allevents.in/events5/banners/1111edf0-0999-11f1-a70f-b15bde9c1f1d-rimg-w200-h200-dcf2ede9-gmir
    - Avatar: https://lh3.googleusercontent.com/a/ACg8ocLIsKY2AGk3v47nimUZ24Tp4VR3kO229CmPyStnu3u8a0H1dDIBrg=s96-c?sz=200
  - **Date**: Wed May 06 2026 (-04:00)
  - **Event URL**: https://allevents.in/winter-park/free-movie-the-devil-wears-prada-2/100001986087300580
  - **Venue**: Aloma Cinema Grill
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy81MmZhZDBhYWFjOTU5NDBjMWU2MTdjYzExZDJhMTZhOTk0MDA5ZjhlOTA0ODg2MDhmMmJiZGZlNmE5ZmVmMDJlLXJpbWctdzEyMDAtaDYwMC1kYzY0NjQ1ZC1nbWlyLmpwZz92PTE3NzU0NTA5NTU.avif
  - **Price**: Free
  - **Categories**: Entertainment
- **Event Name**: Mother's Day Brunch at The Alfond Inn
  - **Description**: On May 10th, make Mother's Day unforgettable with a buffet brunch in our elegant ballroom at The Alfond Inn.About this EventSunday May 10th, 202610:00 AM to 2:00 PMFull Buffet Breakfast with Time Choice Seat
  - **Date**: Sun May 10 2026 at 10:00 am – Sun May 10 2026 at 02:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/mothers-day-brunch-at-the-alfond-inn/100001985313066826
  - **Venue**: The Alfond Inn at Rollins College
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy9lMjIzMDIwMGZiYWI5MTI1Y2U0NzQ5YzZhZTk0MWQ0OGFkZjgyMzk5YTZhYTI0ODllMmI3MmZjMWMwODQ3ZmM2LXJpbWctdzEyMDAtaDYwMC1kY2RiZDdkMy1nbWlyLmpwZz92PTE3NzM4NTc2Nzc.avif
  - **Price**: USD 0 to 151
  - **Categories**: brunch, workshops, dance, entertainment, kids, holiday
- **Event Name**: 2026 Unleashed. Uncorked.Unframed. Gala
  - **Description**: “Unleashed. Uncorked. Unframed.” will be a magical evening to benefit Franklin's Friends and local animal welfare.About this EventFranklin's Friends is proud to present the thirteenth annual Unleashed. Uncorked. Unframed.
  - **Date**: Sat May 16 2026 at 06:00 pm – Sat May 16 2026 at 10:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/2026-unleashed-uncorkedunframed-gala/100001982834798258
  - **Venue**: Winter Park Events Center
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8yMGRkZDAzY2E4ZjQwODQ4ODIyZTE1MWVlOTVjMzUxMDgyYjNkNTE5NjdjMjU4NTEzMWEzOTdhNGQ5ODI1ZGIzLXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyLmpwZz92PTE3NzA3ODgxMzI.avif
  - **Price**: USD 300 to 3,500
  - **Categories**: food-drinks, art
- **Event Name**: 💘Thursday | Singles Only Mixer | Orlando, FL
  - **Description**: 💘Thursday | Singles Only Mixer | Orlando, FL
Just a bar, everyone single. Because the world in 2026 is all about meeting IRL, not on dating apps!HEYYY ORLANDO SINGLES! 💫
We’re back with another Thursday night IRL dating event—this time at The Neighbors in
  - **Date**: Thu Apr 30 2026 at 10:30 pm – Fri May 01 2026 at 01:30 am (-05:00)
  - **Event URL**: https://allevents.in/winter-park/thursday-|-singles-only-mixer-|-orlando-fl/3600029905259518
  - **Venue**: The Neighbors Orlando
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvMThlOWZmZjAtM2RmMC0xMWYxLTlmZDItMTkzMjg5MGY4NDk0LXJpbWctdzEwNjQtaDEzMjktZGM0NjFhMDktZ21pci5qcGc_dj0xNzc2ODIzNjg1.avif
  - **Categories**: music, meetups, live-music, art, entertainment, nonprofit
- **Event Name**: Rollins Summer Co-Ed Indoor Camp 2026
  - **Description**: Boost your skills at Rollins Indoor Soccer Summer Camps! Perfect for all levels, improve your game in a fun, fast-paced indoor environment.About this EventRollins Soccer Indoor Camp
  - **Date**: Tue May 26 2026 at 09:00 am – Fri May 29 2026 at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/rollins-summer-co-ed-indoor-camp-2026/100001979987028502
  - **Venue**: Alfond Sports Center
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYjczMTdkMGEzOGYzNDE4NjFiZjBlZGI5ZWMyMmExNzVhODhkYjZmZGZhYTU3NTJhMzQyYWFjMTg5MTBhMzdkOC1yaW1nLXcxMDI0LWg1OTQtZGMxNDMyNzctZ21pci5qcGc_dj0xNzY4MDU0MjU4.avif
  - **Price**: USD 294 to 367
  - **Categories**: summer-camps, sports, workshops, kids
- **Event Name**: The Dark Eighties Dance Party at The Conduit
  - **Description**: The Dark Eighties Dance Party at The Conduit!

Limited advance tickets available soon! 

We started in the downtown eastside of Vancouver, Canada + have done parties in London, Montreal, Toronto, NYC, Berlin, and even NZ + Australia! This May 2nd, we'll b
  - **Interested Audience**:
    - Count: 200
  - **Date**: Sat May 02 2026 at 10:00 pm – Sun May 03 2026 at 03:00 am (-04:00)
  - **Event URL**: https://allevents.in/winter-park/the-dark-eighties-dance-party-at-the-conduit/200029924517316
  - **Venue**: 6700 Aloma Ave, Winter Park, FL 32792, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9hZjQ0MTNlNWMxNTI5Yjc5MjllYzFhODA4NmU2ZTJhOTlkOGRmOWU4NzMyYjUxNzBjOWRjZjliNTQyNmU5NmM5LXJpbWctdzEyMDAtaDYwMC1kY2ZmMzEzMS1nbWlyP3Y9MTc3NjgxNTQ2Nw.avif
- **Event Name**: Celestial Balance: A Full Moon Sound Healing  at The Spa
  - **Description**: Join us for Celestial Balance: A Full Moon Sound Healing, a soothing spa-inspired sound bath designed to help you unwind.About this EventCelestial Balance: A Full Moon Sound Healing
  - **Interested Audience**:
    - Count: 1
  - **Date**: Fri May 01 2026 at 06:00 pm – Fri May 01 2026 at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/celestial-balance-a-full-moon-sound-healing-at-the-spa/100001980190878222
  - **Venue**: The Spa at The Alfond Inn
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYzYyYzgzMmNlYTFjNDI4OTc3NDk3NTk1ZTVjNWU0MGQ5MTIyNTdmZTgxNmMwOTc3NDVhODFlNDBjZTU4YTFlZS1yaW1nLXcxMjAwLWg2MDAtZGNkMWQyZDEtZ21pci5qcGc_dj0xNzY4MDU2NTYx.avif
  - **Price**: USD 42
  - **Categories**: health-wellness, meditation
- **Event Name**: Club Space Fish Nite!
  - **Description**: Club Space Fish reunites after 35 years, rising from the Florida swamp gas for one magical evening of music and mayhem hosted at Conduit in Winter Park, Florida. The all-star lineup will include reunion performances by five classic Space Fish bands: Love
  - **Interested Audience**:
    - Count: 139
  - **Date**: Sat May 16 2026 at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/winter-park/club-space-fish-nite/200029871414120
  - **Venue**: Conduit
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy80Zjc5NWVkY2FhNGE3NTNhNzIzODZiMGUxYmM0MzMyN2E1NDlkZGZhMTlhNjI5YzAyMmJhM2IzNGZhNmM4NWQ0LXJpbWctdzEyMDAtaDE4NTUtZGNmOGQ4ZWMtZ21pcj92PTE3NzU5NTM1MzI.avif
  - **Categories**: contests, sports, music, entertainment, kids, flea, virtual

## 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=1776806136
- **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 May Events by Date

- [May Events Today in Winter Park](https://allevents.in/winter-park/may--today)
- [May Events This Weekend in Winter Park](https://allevents.in/winter-park/may--this-weekend)
- [May Events in April in Winter Park](https://allevents.in/winter-park/may--april)
- [May Events in May in Winter Park](https://allevents.in/winter-park/may--may)

## FAQs

- **Q**: What are the top May events in Winter Park?
  - **A:** Rick Braun with special guest Randy Jacobs (Sun May 03 2026 at 07:00 pm at Blue Bamboo Center For The Arts), Run for the Trees Jeanette Genius McKean Memorial 5K (Sat May 09 2026 at 07:30 am at 250 Perth Ln, Winter Park, FL 32792, United States), American Maestro: The Music of John Williams (Fri May 22 2026 at 07:30 pm at Calvary Orlando), Ricky Sylvia & The Buzzcatz present: Crooners and Cool Cats (Sun May 10 2026 at 03:00 pm at Blue Bamboo Center For The Arts), Brujeria in Winter Park (Sat May 09 2026 at 07:00 pm at Conduit).
- **Q**: What are the top free May events in Winter Park?
  - **A:** Free Movie: The Devil Wears Prada 2 (Wed May 06 2026 at Aloma Cinema Grill).
- **Q**: What May events are happening in Winter Park in April 2026?
  - **A:** 💘Thursday | Singles Only Mixer | Orlando, FL (Thu Apr 30 2026 at 10:30 pm at The Neighbors Orlando).
- **Q**: How can I find May events in Winter Park?
  - **A:** You can discover upcoming May 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 May 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 May events in Winter Park?
  - **A:** Some popular venues hosting May events in Winter Park include Blue Bamboo Center For The Arts, 250 Perth Ln, Winter Park, FL 32792, United States, Calvary Orlando.
- **Q**: What is the price range for May events in Winter Park?
  - **A:** Prices for May events in Winter Park range from USD 42 to USD 3,500. Many events also offer free entry.
- **Q**: Who are the top organizers for May events in Winter Park?
  - **A:** Popular organizers hosting May events in Winter Park include Florida Smooth Jazz Foundation, Track Shack, Central Florida Community Arts.
- **Q**: Are there any online May events available?
  - **A:** Yes, many May 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 May events in Winter Park?
  - **A:** Follow the May category on AllEvents.in to get notified when new May events are listed in Winter Park.

## Category Banner

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