Upcoming Winter Park Events

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

Winter Park Wine & Dine (OCT 16)

Thu, 16 Oct at 05:30 pm Winter Park Farmers’ Market

Free Lunch and Learn: When To Worry About Your Memory

Mon, 06 Oct at 12:00 pm Chuy's Free

Skizzy Mars in Winter Park

Sat, 08 Nov at 07:00 pm Conduit

Free Movie for Seniors: Springsteen—Deliver Me From Nowhere

Tue, 28 Oct at 12:00 pm Aloma Cinema Grill Free

John Maus in Winter Park

Sat, 11 Oct at 07:00 pm Conduit

Cyndi Lauper Tribute - So Unusual LIVE at Aloma Cinema Grill in Winter Park

Sat, 25 Oct at 07:00 pm Aloma Cinema Grill USD 31 to 42

Pinkshift in Winter Park

Wed, 15 Oct at 06:30 pm Conduit

Ulcerate, Spirit Possession in Winter Park

Thu, 06 Nov at 07:00 pm Conduit

Averly Morillo in Winter Park

Sat, 11 Oct at 06:00 pm Calvary Orlando

Trash Fest

Thu, 02 Oct at 07:00 pm Conduit

Averly Morillo at Calvary Orlando

Sat, 11 Oct at 07:00 pm Calvary Orlando

Living Dead Girl CONSPIRACY Album Release Party

Fri, 10 Oct at 07:00 pm 6700 Aloma Ave, Winter Park, FL 32792-6801, United States

Vitriol

Sat, 15 Nov at 07:00 pm Conduit

Central Florida Jazz Society Presents: RoSaWay

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

A Lot Like Birds

Fri, 03 Oct at 07:00 pm Conduit

WPHS Class of 1975 50th Reunion

Sat, 01 Nov at 06:00 pm Center for Health and Wellbeing

Jazz Infused Carribean Spicy

Sat, 11 Oct at 08:00 pm Blue Bamboo Center For The Arts

Candlelight: Best of Hip-Hop

Thu, 25 Sep at 07:00 pm Mead Botanical Garden

Family Studio at RMA - October

Sat, 04 Oct at 10:00 am Rollins Museum of Art Free

Rachel Ombredane and RoSaWay in Concert

Sat, 04 Oct at 08:00 pm Blue Bamboo Center For The Arts

Free for Seniors: Winter Park Scenic Boat Tour

Thu, 09 Oct at 04:30 pm Scenic Boat Tour Free

DJ/Saxophonist Khaons @ Morse Code Lounge (Winter Park)

Fri, 10 Oct at 05:00 pm 163 E Morse Blvd, Winter Park, FL 32789

John Maus

Fri, 10 Oct at 07:00 pm Conduit

Rachel Ombredane & Rosaway – Live at Blue Bamboo

Sat, 04 Oct at 08:00 pm Blue Bamboo Center For The Arts

Health, Harmony & Balance

Sat, 18 Oct at 11:30 am Mehta Metaphysical Center Free

Florida Vegetable Gardening

Fri, 10 Oct at 02:00 pm Mead Botanical Garden Free

St. Andrew's annual dinner and auction

Sat, 01 Nov at 06:00 pm Woman's Club of Winter Park

Hollywood Hits: Live Orchestra Concert

Tue, 30 Sep at 02:00 pm Blue Bamboo Center for the Arts Free

Todd Bogue's Ridiculous Comedy and Magic Show LIVE at Aloma Cinema Grill

Thu, 16 Oct at 07:00 pm Aloma Cinema Grill USD 25 to 36

FREE HALLOWEEN Drawing Club at Black Phin in Winter Park w/Draw Lab Orlando

Sat, 04 Oct at 01:00 pm Black Phin Coffee Bar Free

Park Ave 5k Presented by AdventHealth

Sat, 17 Jan at 07:30 am Stage at Central Park

Happy Hour Tour at The Alfond Inn / October

Wed, 01 Oct at 06:00 pm The Alfond Inn at Rollins College Free

Bras Beaters Bags Belts and Brims

Sat, 04 Oct at 04:00 pm Winter Park Community Center USD 29

Free Movie for Seniors: The Senior

Wed, 01 Oct at 12:00 pm Aloma Cinema Grill Free

3rd Annual Gala of Giving HOPE

Fri, 24 Oct at 06:00 pm Winter Park Events Center

Halloween Trunkfest

Sat, 25 Oct at 06:00 pm Martin Luther King Jr. Park Field 3

52nd Annual Autumn Art Festival

Sat, 11 Oct at 09:00 am Central Park In Winter Park, Florida

You've Got a Friend: The Songs of Carole King and James Taylor

Fri, 10 Oct at 08:00 pm 6900 Aloma Avenue , Winter Park, FL, United States, Florida 32792

Grateful Dead Movie with The Cosmic Jam Band at Aloma Cinema Grill!

Fri, 03 Oct at 07:00 pm Aloma Cinema Grill USD 31 to 59

Football Game Watch: U-M vs Wisconsin

Sat, 04 Oct at 12:00 pm Friendly Confines 3088 Aloma Avenue Winter Park, Florida 32792

Oceano at Conduit

Sun, 05 Oct at 05:00 pm Conduit

Bi-Monthly Meeting - We Are SFH

Sat, 04 Oct at 10:30 am Fiddlers Green Irish Pub & Eatery

Family Studio at RMA - November

Sat, 01 Nov at 10:00 am Rollins Museum of Art Free

The Chosen Phoo at Fidd's!

Sat, 04 Oct at 09:00 pm Fiddler's Green

50th Anniversary Gala

Fri, 17 Oct at 06:30 pm 1050 W Morse Blvd, Winter Park, FL 32789-3760, United States

The Life of a Showgirl Listening Party Sip & Shop

Sat, 04 Oct at 10:00 am 1801 Oglesby Avenue, Winter Park, FL, United States, Florida 32789

Nexus Zouk FREE Open House

Thu, 02 Oct at 08:30 pm 6904 Aloma Ave, Winter Park, FL 32792-7003, United States

10/2 - Sweet Endings: Seasonal Desserts

Thu, 02 Oct at 06:00 pm FitLiving Eats Winter Park USD 110

Pinkatude

Sat, 18 Oct at 05:00 pm Winter Park Community Center USD 50 to 642

Emo Night Karaoke at Conduit

Fri, 07 Nov at 08:00 pm Conduit

Will Patrick Quartet

Sat, 15 Nov at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Greyhaven at Conduit

Sat, 22 Nov Conduit

Polasek Nights

Fri, 10 Oct at 05:00 pm Albin Polasek Museum & Sculpture Gardens USD 13

BachataYá

Fri, 24 Oct at 07:00 pm The Trap

Liturgical Ministry Lunch

Sun, 12 Oct at 11:30 am All Saints Episcopal Church - Mary Martha Parlor Free

MamboYá Social

Sun, 05 Oct at 05:00 pm The Trap

Thursday Night Hang with Cortez and Friends

Thu, 02 Oct at 08:00 pm 460 E. New England Ave., Winter Park, FL, United States, Florida 32789

Free Movie for Seniors: The Bucket List Matinee

Tue, 30 Sep at 01:00 pm Aloma Cinema Grill Free

Growing a Business Network around Exceptional Customer Service

Wed, 01 Oct at 05:30 pm 558 N Semoran Blvd Free

Oceano at Conduit

Sun, 05 Oct at 05:00 pm Park Avenue, Winter Park

Community Shred Event (and Toy & Food Drive)

Thu, 04 Dec at 09:00 am Nelson Financial Planning Free

LIVE MUSIC! Contra Dance with JJ Luxe and McIntyre

Fri, 03 Oct at 07:00 pm 6904 Aloma Ave, Winter Park, FL 32792-7003, United States

Game Day Social

Sat, 04 Oct at 01:00 pm The Ravenous Pig

Beemo at Fiddler's Green

Sat, 11 Oct at 09:00 pm Fiddlers Green Irish Pub & Eatery

Skizzy Mars

Fri, 07 Nov at 07:00 pm Conduit

Life's Most Important Questions Seminar

Sat, 04 Oct at 09:00 am 5410 Lake Howell Rd, Winter Park, FL, United States, Florida 32792

Meet Debut Author Elena Sheppard!

Wed, 08 Oct at 06:00 pm Winter Park Library USD 8 to 36

GROWvember Fall Plant Sale

Fri, 07 Nov at 02:00 pm Mead Botanical Garden Free

ACEs Awareness - Luncheon Laugh 10.10.2025

Fri, 10 Oct at 11:30 am Center for Health and Wellbeing USD 0 to 535

Chi Tau Chapter of Omega Psi Phi Fraternity, Inc. Founders' Ball

Sat, 08 Nov at 06:00 pm 1050 W Morse Blvd USD 0 to 5,000

Free Movie: Tron:Ares

Mon, 20 Oct at 12:00 pm Aloma Cinema Grill Free

The Legendary Pink Dots at Conduit

Thu, 16 Oct at 07:00 pm Conduit

MamboYá Social

Sun, 12 Oct at 05:00 pm The Trap

Saturday Museum Highlights Tours at Rollins Museum of Art

Sat, 04 Oct at 01:00 pm 1000 Holt Ave, Winter Park, FL, United States, Florida 32789

Fall Fusion Market

Sun, 19 Oct at 01:00 pm 3377 Aloma Ave Free

Jason V. @ Tommy Bahama Marlin Bar, Winter Park

Fri, 17 Oct at 05:00 pm Tommy Bahama (Winter Park, FL)

Falling for Jesus

Sun, 19 Oct at 12:30 pm 3377 Aloma Ave Free

Tree Time – Green Up Winter Park

Tue, 14 Oct at 05:15 pm Mead Botanical Garden Free

Mean Mary in Winter Park, FL

Sat, 25 Oct at 08:00 pm Blue Bamboo Center For The Arts

Young Naturalist Explorers: Twilight Bat Hike

Sat, 04 Oct at 05:30 pm Mead Botanical Garden USD 13

Stretch Class @ Orlando City Health

Thu, 20 Nov at 06:00 pm 1320 S Orlando Ave Free

The Cosmic Jam Concert & The Grateful Dead Movie

Fri, 03 Oct at 07:00 pm Aloma Cinema Grill USD 29

Saturday Brunch

Sat, 04 Oct at 11:30 am 290 S Park Ave., Winter Park, FL, United States, Florida 32789

MamboYá Social

Sun, 19 Oct at 05:00 pm The Trap

Petey Bruce Goodbye Party

Sat, 04 Oct at 03:00 pm Cady Way, Winter Park, FL 32792, United States

Pups & Popcorn - TRON: Ares

Fri, 17 Oct at 02:30 pm Regal Winter Park Village USD 13 to 36

Edgewater Foundation Gala 30th Anniversary

Fri, 21 Nov at 06:30 pm Celebration Gardens USD 60 to 5,296

Crealdé at 50: Where Creativity Builds Community

Fri, 24 Oct at 07:00 pm 600 St Andrews Blvd, Winter Park, FL, United States, Florida 32792

Gardening with Farmer Banks

Mon, 13 Oct at 02:00 pm Florida Blue Center - Orlando Free

Peace Breakfast: An Interfaith Gathering

Thu, 13 Nov at 09:00 am Rice Family Pavilion Free

Watkins Duo at Muldoon's, 11/22

Sat, 22 Nov at 08:00 pm Muldoon's Saloon

MamboYá Social

Sun, 26 Oct at 05:00 pm The Trap

Awakening Gratitude: Sound Healing in Orlando

Tue, 14 Oct at 07:30 pm HD Counseling USD 47

John Maus at Conduit

Sat, 11 Oct at 08:00 pm Conduit

Life Explorers Speaker Series: Ashes to Artifacts

Thu, 16 Oct at 10:00 am 1300 S Denning Dr Free

South Arcade at Conduit

Tue, 07 Oct at 07:30 pm Conduit

Happy Hour Tour at The Alfond Inn / November

Wed, 05 Nov at 06:00 pm The Alfond Inn at Rollins College Free

Messiah Choral Society 53rd Season Rehearsal Kickoff

Sun, 05 Oct at 02:00 pm First Congregational Church of Winter Park, United Church of Christ

Romance Reader Social Club: Movie Night with Halloweentown

Thu, 23 Oct at 07:00 pm Aloma Cinema Grill USD 8