The 67th Winter Park Sidewalk Art Festival Where: Central Park & along Park Avenue Winter Park, Florida When: March 20–22, 2026 Festival Hours: • Friday & Saturday: 9:00 a.m. – 6:00 p.m. • Sunday: 9:00 a.m. – 5:00 p.m. Schools Exhibit Hours: •... Read More
During the festival weekend, admission to the Morse Museum galleries is completely free. That means you can step away from the crowds and experience even more beauty. Make the Morse part of your Winter Park Sidewalk Art Festival weekend and join us free,... Read More
🟪 80s DANCE PARTY 🟧 with DJ Brian St.Clair 🟪 2026 US TOUR ••••••••••••••••••••••••••••••••••••••• 🟪 FRIDAY, March 20th, 2026 🟧 at the CONDUIT 🟪 6700 Aloma Ave; Winter Park ••••••••••••••••••••••••••••••••••••••• ⬛️ 🕗 8 pm - 🕑 2 am (EDT) ••••••••••••••••••... Read More
Join Human Rights Campaign for a fun, inspiring afternoon at the beautiful Celebration Gardens. Enjoy light bites, full bar, games and a short program about HRC's important work pushing for LGBT+ rights. All funds will go directly to HRC to support our ef... Read More
Cody McCafferty Trio 📆 Fri, Mar 20 @ 8:00PM - 10:00PM 📍 Blue Bamboo Center for the Arts 460 E. New England Ave, Winter Park, FL 32789 The Cody McCafferty Trio is a contemporary jazz group led by Orlando-based saxophonist Cody McCafferty. Cody has perf... Read More
Get ready to elevate your Sunday! You are invited to join us for an incredible night at the MamboYá Social at The Axe Trap. This week, you’ll have the chance to learn from a special guest instructor visiting all the way from Miami to kick things off. Plus... Read More
Enjoy music, dinner, dancing and a tribute to NO DOUBT with "No DoubtS Tribute to Gwen Stefani"! VIP Available! Doors 6pm. Show 7pm.About this Event$5 OFF NOW for NO DOUBT... Read More
Join us for Spring Equinox: A Sound Healing Ceremony, a soothing spa-inspired sound bath designed to help you unwind.About this EventSpring Equinox: A Sound Healing Ceremony at The Spa... Read More
📍 Venue: Conduit 🏠 Address: 6700 Aloma Ave, Winter Park, FL 32792 🌆 City: Winter Park 📍 Location: 28.6052, -81.2977✨ Experience the magic of Parking The Browning with Within Destruction, Face Yourself and Dead Eyes (18+), where moments b... Read More
Join us for Sunday Brunch with live Jazz & Blues! Reserve a table at Tibbys.com! Eventbrite Tickets are not reservations.About this EventGet ready for a taste of New Orleans right here in Winter Park!Tibby's Ne... Read More
📍 Venue: Conduit 🏠 Address: 6700 Aloma Ave, Winter Park, FL 32792 🌆 City: Winter Park 📍 Location: 28.6052, -81.2977🎉 Welcome to 80s Dance Party, where the impossible becomes possible and dreams take flight! 🏛️ Join us at Conduit... Read More
After enjoying the weekend at the Winter Park Art Festival, come join Willy & The Pour Boys at the iconic Fiddlers Green Irish Pub in eatery in Winter Park! If you’ve never been to Fiddler’s, come see what you’ve been missing! Fiddlers will have the... Read More
✅ Come see me at George's Cafe in Winter Park (the old Brandywine's location) during the Winter Park Sidewalk Art Festival! 🌴 I'll be live painting and selling some new "Highwayman Style" paintings I've been working on. DATES: Saturday, March 21st 10 AM... Read More
https://www.gemtiqueauctions.com/register/?auction=03-21-2026 𝐒𝐚𝐭𝐮𝐫𝐝𝐚𝐲 𝐌𝐚𝐫𝐜𝐡 𝟐𝟏, 𝐖𝐢𝐧𝐭𝐞𝐫 𝐏𝐚𝐫𝐤 𝐏𝐮𝐛𝐥𝐢𝐜 𝐀𝐮𝐜𝐭𝐢𝐨𝐧! 𝐉𝐞𝐰𝐞𝐥𝐫𝐲, 𝐑𝐨𝐥𝐞𝐱 & 𝐈𝐜𝐨𝐧𝐢𝐜 𝐀𝐫𝐭, 𝐑𝐞𝐠𝐢𝐬𝐭𝐞𝐫 𝐍𝐨𝐰 https://www.gemtiqueauctions.com/register/?auction=03-21-2026 📅 𝐃𝐚𝐭𝐞: Saturday March 21 ⏰ 𝐓𝐢𝐦𝐞... Read More
Sip Into Spring: Golden Hour is a feel-good celebration of the first day of spring, bringing together golden-hour photos, beautifully crafted mocktails or cocktails, and a gentle toast to new beginnings. Set in a warm, welcoming atmosphere, this gathering... Read More
| Date | Event | Venue |
|---|---|---|
| 21 Mar 2026 | HRC ORLANDO Garden Party | Celebration Gardens Orlando, Winter Park, FL |
| 22 Mar 2026 | MamboY Social w Ana Esquerre | The Trap, Winter Park, FL |
| 22 Mar 2026 | Parking The Browning with Within Destruction Face Yourself and Dead Eyes (18) | Conduit, Winter Park, FL |
| 22 Mar 2026 | Sunday Brunch Live Music by Casey Howell & Tom Holyz at Tibbys Winter Park | Tibby's New Orleans Kitchen, Winter Park, FL |
| 22 Mar 2026 | Willy & The Pour Boys return to Fiddlers Green | Fiddlers Green Irish Pub & Eatery, Winter Park, FL |
| 21 Mar 2026 | Live Painting at Georges Cafe in Winter Park | George's Cafe in Winter Park |
| 21 Mar 2026 | Saturday March 21 Winter Park Public Auction Jewelry Rolex & Iconic Art Register Now | Woman's Club of Winter Park |
| 21 Mar 2026 | The Phoo at Fidds | Fiddlers Green Irish Pub & Eatery, Winter Park, FL |
| 22 Mar 2026 | Cake and Book Picnic | Mead Botanical Garden, Winter Park, FL |
| 22 Mar 2026 | CFFC Freethought Caf - Winter Park | Stardust Video & Coffee, Winter Park, FL |
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