Events in Winter Park — October 2026 (110 Things to Do)

October 2026 in Winter Park, Florida brings 110 live events across the city, led by music (40), community (22), art (16). 19 events are explicitly listed as free. Here's what's on.

Frequently Asked Questions

What's happening in Winter Park in October 2026?

There are 110 events in Winter Park, Florida in October 2026, including Coffee and Conversation! at Barnies CoffeeKitchen (8:00 AM), Ladies Night: Sip & Stroll on Park Avenue at Atlantic Beer & Oyster (5:30 PM), The RMA Student Council Presents: Creative Writing in the Galleries at Rollins Museum of Art, Networking Pizza Presents "Build with AI workshop" at Aloma Cinema Grill (6:00 PM). Browse the full October 2026 calendar on VenuNite.

Are there free things to do in Winter Park in October 2026?

Yes — 19 October 2026 events are explicitly listed as free in Winter Park. Confirm current entry details on the event page or organizer source.

How do I find events in Winter Park for a specific date in October 2026?

VenuNite lists every upcoming event in Winter Park, Florida with date filters. Use the date picker on this page to narrow October 2026 down to a single day or weekend.

Events in Winter Park — October 2026

All October 2026 Events

Frequently Asked Questions

Browse Live Events by State

Events in Winter Park — October 2026

All October 2026 Events

Frequently Asked Questions

Coffee and Conversation!

Ladies Night: Sip & Stroll on Park Avenue

The RMA Student Council Presents: Creative Writing in the Galleries

Networking Pizza Presents "Build with AI workshop"

Black Haüs Creature Feature & Hellhound Entertainment present SPIKEBALL: MONSTERFUCKERS

Nogu Svelo in Orlando

Improve your communication, listening, and leadership skills

An Evening with Children's Author & Illustrator Sophie Blackall

Eagle Legacy Night

LIVE MUSIC! Contra Dance with JJ Luxe and McIntyre

Skitz Kraven "Mind of a Killer" Tour in Orlando

Rollins Tennis Pro-Am Benefiting Orlando Health Children's Pavilion

St. John's Spiritual Wellness & Evangelism Initiative

Young Naturalist Explorers: FL Fossils and Rockhounding

Saturday Ultimate Frisbee!

Open Discussion: Manifestation Experiences & Questions

Beginner Line Dance Class -Winter Park Community Center

Joey Cash in Orlando

Joey Cash “Poser Tour”

Crealdé presents - Life Drawing Studio-**NEW PROTOCOLS FOR THIS SESSION!!

Brunch on Bourbon with Music by Don Black Sax at Tibby's Winter Park

Edible Florida

Angel Du$t & Agnostic Front in Orlando

Free Movie for Seniors: Bad Counselors

Hunter 140 Sailing - October 2026

Angel Du$t and Agnostic Front

Stories Unheard

Beyond Survival: Building Stronger Pathways for Women

Free Movie for Seniors: Bad Counselors

He Is Legend "The Time Travel Tour" in Orlando

Free Movie for Seniors: Bad Counselors

Olin After Dark: Cookies, Caffeine, and Civic Engagement

Happy Hour Tour at The Alfond Inn / October

He Is Legend "The Time Travel Tour"

The Journalist Who Exposed Jeffery Epstein: Julie K. Brown

Thai Time at Siam Garden Thai Restaurant

4th Annual Florida Food is Medicine Symposium

PIG "Hurt People" Tour in Orlando

Free Movie for Seniors: Bad Counselors

Parrot Heads of Central Florida OCTOBER PHlocking at The Porch-Winter Park

Museum Highlights Tour / October 8

Read The Room Night At The Cinema

Let's Meet Up and Discuss Frankenstein

“Hurt People” Tour

Kyle Gordon in Orlando

Improve your communication, listening, and leadership skills

Exhibition Tour: To Imagine a Home

Kyle Gordon

NINI, Seven Kingdoms, and More in Orlando

Family Studio at Rollins Museum of Art-October

End of Summer Hunt: Winter Park

NINI, Seven Kingdoms, and More

Orlando Singles Event: Travel Trivia Night (Ages 30-45)

Beginner Line Dance Class -Winter Park Community Center

Silent Theory, Discrepancies, and Sick Century in Orlando

Crealdé presents - Life Drawing Studio-**NEW PROTOCOLS FOR THIS SESSION!!

The Amazing History of Wekiwa Springs and Rock Springs

Silent Theory, Discrepancies, and Sick Century

Free Movie for Seniors: Matchbox The Movie

Free Movie for Seniors: Matchbox The Movie

Coffee and Conversation!

Coffee and Conversation!

Ladies Night: Sip & Stroll on Park Avenue

Ladies Night: Sip & Stroll on Park Avenue

The RMA Student Council Presents: Creative Writing in the Galleries

The RMA Student Council Presents: Creative Writing in the Galleries

Networking Pizza Presents "Build with AI workshop"

Networking Pizza Presents "Build with AI workshop"

Black Haüs Creature Feature & Hellhound Entertainment present SPIKEBALL: MONSTERFUCKERS

Black Haüs Creature Feature & Hellhound Entertainment present SPIKEBALL: MONSTERFUCKERS

Nogu Svelo in Orlando

Nogu Svelo in Orlando

Improve your communication, listening, and leadership skills