Upcoming Winter Park Events

Check out what's happening all around Winter Park, FL

The 67th Winter Park Sidewalk Art Festival

 Fri, 20 Mar at 09:00 am Park Avenue, Winter Park

AdventHealth Winter Park Road Race 10k and 2 Mile

 Sat, 28 Mar at 07:00 am Park Avenue Central Park

Taste of Winter Park

 Wed, 01 Apr at 06:30 pm Winter Park Farmers' Market Venue USD 55 to 384

1st Annual Holler Ford Racing Showcase

 Sat, 14 Mar at 05:00 pm 1875 South Orlando Avenue, Maitland, FL, United States, Florida 32751

Smile Mile - Kids Run

 Sat, 14 Mar at 08:00 am Blue Jacket Park

The Great Duck Derby

 Sat, 28 Mar at 10:00 am Mead Botanical Garden Free

Rick Braun with special guest Randy Jacobs

 Sun, 03 May at 07:00 pm Blue Bamboo Center For The Arts

An Action Church Easter - Winter Park

 Fri, 03 Apr at 05:00 pm Action Church Winter Park Free

American Maestro: The Music of John Williams

 Fri, 22 May at 07:30 pm Calvary Orlando

Mark This Moment Presented by Rollins FCA

 Mon, 13 Apr at 07:30 pm Alfond Sports Center USD 0 to 5,000

Winter Park Sidewalk Art Festival Celebration

 Fri, 20 Mar at 09:30 am 445 N Park Ave, Winter Park, FL, United States, Florida 32789

Candlelight: Tribute to Taylor Swift

 Thu, 09 Apr at 07:00 pm Mead Botanical Garden

Ricky Sylvia & The Buzzcatz present: Crooners and Cool Cats

 Sun, 10 May at 03:00 pm Blue Bamboo Center For The Arts

Winter Park Village Easter Bunny & Sidewalk Sale

 Sat, 04 Apr at 10:00 am Winter Park Village

Easter Brunch at The Alfond Inn

 Sun, 05 Apr at 09:00 am The Alfond Inn at Rollins College USD 0 to 164

Rollins Summer Volleyball Camps 2026

 Mon, 11 May at 08:00 am Alfond Sports Center USD 164 to 487

Rollins Men’s Soccer Elite Overnight Camps 2026

 Thu, 04 Jun at 09:00 am Cahall-Sandspur Field USD 470 to 676

2026 Unleashed. Uncorked.Unframed. Gala

 Sat, 16 May at 06:00 pm Winter Park Events Center USD 300 to 3,500

80s Dance Party Orlando!

 Fri, 20 Mar at 08:00 pm 6700 Aloma Ave, Winter Park, FL 32792, United States

Candlelight: Queen vs. ABBA Tribute

 Wed, 11 Mar at 07:00 pm Mead Botanical Garden

Gabe Carson Band | March 13 | Blue Bamboo

 Fri, 13 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Ladies’ Floral Dress Spring Brunch (Winter Park)

 Sun, 15 Mar at 11:30 am AVA MediterrAegean Winter Park

Cody McCafferty Trio | March 20 | Blue Bamboo

 Fri, 20 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Daniela & Nate Love & Bossa Nova | April 3 | Blue Bamboo

 Fri, 03 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Lari Basilio at Conduit

 Fri, 13 Mar at 07:00 pm Conduit

Bonsai & Cheers -Forward/Slash - L&J Nursery - Bahama Berry

 Thu, 12 Mar at 06:30 pm Forward Slash Distillery & Blending House USD 75

Mac Sabbath

 Fri, 10 Apr at 07:00 pm Conduit

MamboYá Social w Ana Esquerre

 Sun, 22 Mar at 05:00 pm The Trap

Bonsai & Cheers -Forward/Slash - L&J Nursery - Barbados Cherry

 Thu, 09 Apr at 06:30 pm Forward Slash Distillery & Blending House USD 75

RLC & CJP Spring Fling

 Sat, 04 Apr at 03:00 pm Redeemer Lutheran Church

Orlando Local Makers at Foxtail Coffee Winter Park!

 Sun, 05 Apr at 10:00 am Foxtail Coffee (Winter Park, FL)

Jeff Rupert Quartet | April 24 | Blue Bamboo

 Fri, 24 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Mac Sabbath (18+)

 Sat, 11 Apr at 10:00 pm Conduit

MamboYá Social w Tasha Rodriguez

Sun, 15 Mar at 05:00 pm The Trap

Gabe Preisser - Opera Meets Broadway | April 4 | Blue Bamboo

 Sat, 04 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Las Locas Comedy Florida Tour - Aloma Cinema Grill - Winter Park - 03/13/26

 Fri, 13 Mar at 06:30 pm Aloma Cinema Grill

Silver Screen Classics

 Sat, 25 Apr at 07:30 pm Knowles Memorial Chapel

Tyler Rich and Danny Worsnop in Orlando

 Thu, 09 Apr at 06:30 pm Conduit

Rollins Summer Co-Ed Indoor Camp 2026

 Tue, 26 May at 09:00 am Alfond Sports Center USD 294 to 367

Sacred Service Duke Ellington with Samuel McKelton

 Fri, 10 Apr at 07:30 pm Knowles Memorial Chapel

Silver Screen Classics

 Sun, 26 Apr at 03:00 pm Knowles Memorial Chapel

Boneshakers with Jenny Langer and Randy Jacobs | April 18 | Blue Bamboo

 Sat, 18 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

K-Pop Rave

 Sat, 28 Mar at 09:00 pm Conduit USD 27

Introduction to Composting Class

 Thu, 12 Mar at 06:00 pm Winter Park Library Free

Singles Mixer in Winter Park, FL!

 Thu, 26 Mar at 07:00 pm Morse Code USD 50

NO DOUBTS - Tribute to Gwen Stefani & No Doubt LIVE at Aloma Cinema Grill!

 Fri, 20 Mar at 07:00 pm Aloma Cinema Grill USD 25 to 65

BLUES BROTHERS MOVIE Tribute ANOTHER MISSION FROM GOD at Aloma Cinema Grill

 Sat, 28 Mar at 07:00 pm Aloma Cinema Grill USD 25 to 36

1920s Charleston Workshop

 Sat, 14 Mar at 02:00 pm Winter Park Ballroom

Smooth Sessions at Blue Bamboo with Althea Rene´

 Sat, 06 Jun at 07:00 pm Blue Bamboo Center for the Arts USD 39 to 55

Family Studio at Rollins Museum of Art- April

 Sat, 11 Apr at 10:00 am Rollins Museum of Art Free

DIAMOND: A Neil Diamond Tribute LIVE at Aloma Cinema Grill in Winter Park!

 Sat, 18 Apr at 07:00 pm Aloma Cinema Grill USD 29 to 39

Family Studio at Rollins Museum of Art- May

 Sat, 09 May at 10:00 am Rollins Museum of Art Free

8th Annual Conference - Creating a Resilient Community: Arts for Thriving!

 Thu, 09 Apr at 09:00 am Winter Park Events Center USD 109 to 295

A White Rose Jazz & Gospel Affair

 Sun, 19 Apr at 12:00 pm The Alfond Inn USD 0 to 10,673

Rollins Summer Co-Ed Basketball Camps 2026 Ages 5-15

 Mon, 01 Jun at 09:00 am Alfond Sports Center USD 274 to 368

Garden Party

 Sat, 25 Apr at 06:00 pm Albin Polasek Museum & Sculpture Gardens USD 162

Sourdough Pizza (Winter Park)

 Sun, 19 Apr at 05:15 pm The Ancient Olive Gourmet of Winter Park USD 82

James and the Giant Peach

 Fri, 13 Mar at 07:00 pm Trinity Preparatory School Auditorium

Johnbern Thomas Quintet | March 14 | Blue Bamboo

 Sat, 14 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Defeated Sanity, Inferi, Organectomy, and Scasm in Orlando

 Thu, 07 May at 07:00 pm Conduit USD 34

Rollins Summer Co-Ed Soccer Day Camps 2026

 Mon, 15 Jun at 08:00 am Cahall-Sandspur Field USD 294 to 450

Rollins Summer Junior Elite Camp 2026

 Mon, 08 Jun at 08:30 am Cahall-Sandspur Field USD 290

Rollins Girls Overnight Soccer Camp 2026

 Fri, 10 Jul at 03:00 pm Cahall-Sandspur Field USD 649

Rollins Girls & Boys July Day Soccer Camp 2026

 Mon, 13 Jul at 08:30 am Cahall-Sandspur Field USD 299 to 449

Lysander Piano Trio

 Sun, 15 Mar at 03:00 pm Tiedtke Concert Hall | 1000 Holt Ave, Winter Park, FL 32789-4499, United States

BachataYá w Francys Herrera

 Fri, 27 Mar at 07:00 pm The Trap

Free: Jazz Festival—Live with The Yo Cats

 Thu, 26 Mar at 07:00 pm Winter Park Events Center Free

Huey Lewis & The News Tribute " Huey Go Again" at Aloma Cinema Grill

 Fri, 15 May at 07:00 pm Aloma Cinema Grill USD 31 to 42

Willy & The Pour Boys return to Fiddler’s Green

 Sun, 22 Mar at 05:00 pm Fiddlers Green Irish Pub & Eatery

Celestial Balance: A Full Moon Sound Healing at The Spa

 Fri, 01 May at 06:00 pm The Spa at The Alfond Inn USD 42

OIFW Summer Shows: Winter Park Events Center (Multiple Shows 3pm & 7pm)

 Sat, 06 Jun at 03:00 pm Winter Park Events Center USD 55 to 71

Parking The Browning with Within Destruction, Face Yourself and Dead Eyes (18+)

 Sun, 22 Mar at 11:00 pm Conduit

Family Studio at Rollins Museum of Art- March

 Sat, 14 Mar at 10:00 am Rollins Museum of Art Free

Making History: Women Leading the Justice System

 Wed, 11 Mar at 11:00 am Winter Park Events Center

80s Dance Party

 Sat, 21 Mar at 12:00 am Conduit

Pugs in Bloom

 Sat, 18 Apr at 12:00 pm Celebration Gardens Orlando

Carol Stein & Michael Mastroianni | March 15 | Blue Bamboo

 Sun, 15 Mar at 03:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Spring Equinox: A Sound Healing Ceremony at The Spa

 Fri, 20 Mar at 06:00 pm The Spa at The Alfond Inn USD 42

OIFW Summer VIP Mixer at Morse Code Lounge Winter Park

 Fri, 05 Jun at 07:00 pm Morse Code Lounge

Wild Weeds Plant Walk at Mead Garden with Shay - April 11, 2026

 Sat, 11 Apr at 09:00 am Mead Botanical Garden

Uada & Mortiis, with Special Guests Rome, and Wraith Knight, in Orlando

 Sun, 03 May at 06:00 pm Conduit

Cake and Book Picnic

 Sun, 22 Mar at 11:00 am Mead Botanical Garden

Lari Basilio

 Thu, 12 Mar at 07:00 pm Conduit

Live Painting at George's Cafe in Winter Park

 Sat, 21 Mar at 10:00 am George's Cafe in Winter Park

Willy & The Pour Boys-Back at The Imperial on Park

 Fri, 13 Mar at 08:00 pm The Imperial On Park

Ladies Sip Into Spring: Golden Hour (Winter Park)

 Fri, 20 Mar at 06:30 pm 124 N Park Ave, Winter Park, FL 32789, United States

Florida Plant Walk & Tea Experience

 Sun, 29 Mar at 02:00 pm Mead Botanical Garden USD 30

Toddler Meetup: Easter Egg Hunt & Picnic Lunch

 Tue, 31 Mar at 10:00 am Mead Botanical Garden

Allan Vache Swing Quintet | April 17 | Blue Bamboo

 Fri, 17 Apr at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

25th Annual Orange Blossom Jubilee "Under the Big Top"

 Fri, 17 Apr at 06:00 pm Winter Park Events Center

Cigano Swing | March 27 | Blue Bamboo

 Fri, 27 Mar at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Paella & Sangria Making Class - Winter Park

 Tue, 24 Mar at 07:00 pm Bulla Gastrobar Winter Park USD 116

Free Movie for Seniors: Project Hail Mary

 Tue, 24 Mar at 12:00 pm Aloma Cinema Grill Free

MSEE 70th Anniversary Celebration

 Sat, 25 Apr at 06:00 pm Winter Park Farmer's Market

America 250 Trivia Night

 Wed, 25 Mar at 06:00 pm West New England Avenue USD 116 to 627

Romancing the Books Festival 2026 | Keynote: Meryl Wilsner

 Sat, 28 Mar at 12:00 pm Winter Park Library Free

Annual Women's Empowerment Brunch

 Sat, 14 Mar at 11:30 am Winter Park Community Center USD 29 to 82

Free Movie: Project Hail Mary

 Wed, 25 Mar at 04:00 pm Aloma Cinema Grill Free

Rollins Men’s Soccer Spring 2026 ID Camp

 Sun, 12 Apr at 03:00 pm Cahall-Sandspur Field USD 185

Dreaming Through the Decades

 Sat, 06 Jun at 05:00 pm Schaeffer Hall at St. John Church
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