What's happening in Kissimmee in October 2026?

There are 117 events in Kissimmee, Florida in October 2026, including Comedy on Broadway at Violet's Venom Brewery (8:00 PM), Comedy on Broadway - October Edition at Violet's Garage, R.I.S.E. Up Osceola: READ Bus at Hart Memorial Central Library, R.I.S.E. Up Osceola (formerly Learn 2 Read) at Hart Memorial Central Library. Browse the full October 2026 calendar on VenuNite.

Are there free things to do in Kissimmee in October 2026?

Yes — 11 October 2026 events are explicitly listed as free in Kissimmee. Confirm current entry details on the event page or organizer source.

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

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

Events in Kissimmee — October 2026 (117 Things to Do)

October 2026 in Kissimmee, Florida brings 117 live events across the city, led by family (46), workshop (31), community (23). 11 events are explicitly listed as free. Here's what's on.

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Events in Kissimmee — October 2026

All October 2026 Events

Frequently Asked Questions

Events in Kissimmee — October 2026

All October 2026 Events

Frequently Asked Questions

Comedy on Broadway

Comedy on Broadway - October Edition

R.I.S.E. Up Osceola: READ Bus

R.I.S.E. Up Osceola (formerly Learn 2 Read)

Sewing 101: Candy Corn Pillow

Random Acts of Kindness Spree in Kissimmee

"The Patch" Pumpkin Painting & Corn Maze - Sunset Walk - Oct. 16 thru 30

Krush Braus Annual Oktoberfest

Promenade Racing Car & Truck Show - Friday Nights at 5PM

Kissimmee Main Street's Harvest Market

Friday night Laughs

Off the Hook - Class A

Promenade Sunset Walk "Weekend Wellness Series" Saturday Mornings

Kissimmee Main Street's Harvest Market

Off the Hook - Class B

Show Car Saturday Nights

Combat Night Pro Kissimmee

Bingo for the Cats: Supporting Whisker Town

Promenade "Sunday-Latin-Sunday" Every Sunday Evening / Free Admission - 6pm

Sewing 101: Simple Alterations

Baby & Me

Rhythm, Rhyme, & Storytime

Discover Fiber Arts

Rebuild Yourself

Girl Scout Community Troop Meeting

Pokémon Club

LEGO Spike Coding Club

Help Me Grow: Books Balls and Blocks

Robotics Open Lab Hours

Citizenship Class

Paint Night

E.S.O.L for Beginners

Rhythm, Rhyme, & Storytime

Cybersecurity Basics

Flex Your Fingers: Fine Motor Skills Workshop

Flex Your Fingers

Baby & Me

STEAMworks

Curiosity Club

Candy Cogs

Create with Cricut

Robotics Open Lab Hours

Crafty Crew

RESCHEDULED: Fear Circus Unleashed

A.I. for Seniors and Beginners

Voices of Silence: On My Own

Paper Petals: Roots & Roses

Writing Adventures with Pip & Squeak

Robotics Open Lab Hours

Pokémon Club

E.S.O.L. for Beginners

Conference of Champions - The Future Is Built United

Zumba!

Mega Bingo for Seniors

Sew Easy

Eating Healthy and Food Demonstration

Stories Unbound: Faes and Fairies

Kissimmee Main Street's Harvest Market

Spooky Spectacular: Villainous Night

Ray Melo Live Music

Comedy on Broadway

Comedy on Broadway

Comedy on Broadway - October Edition

Comedy on Broadway - October Edition

R.I.S.E. Up Osceola: READ Bus

R.I.S.E. Up Osceola: READ Bus

R.I.S.E. Up Osceola (formerly Learn 2 Read)

R.I.S.E. Up Osceola (formerly Learn 2 Read)

Sewing 101: Candy Corn Pillow

Sewing 101: Candy Corn Pillow

Random Acts of Kindness Spree in Kissimmee

Random Acts of Kindness Spree in Kissimmee

"The Patch" Pumpkin Painting & Corn Maze - Sunset Walk - Oct. 16 thru 30