Kissimmee Events

Kissimmee sits on the north shore of Lake Tohopekaliga at the doorstep of the theme parks, with a lakefront park, the Old Town entertainment district, and a classic car culture all its own. Here is the full calendar of what is coming up, updated every week.

Full calendar, updated October 8, 2026

This weekendFull calendar★ Things to do

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Quiet stretchKissimmee has a lighter events calendar right now. Start with the picks below, or browse the full things to do list.

Things to do in Kissimmee

A taste of the evergreen picks. The full ranked list adds itineraries, local tips, and the best free options.

★Kissimmee Lakefront Park201 Lakeview DrDawn to duskFree entryLakeside park with trails, lawns, and downtown viewsvia City calendarSee details →★Monument of States300 E Monument AveOpen dailyFreeHistoric multi-state stone tower near downtownvia Venue siteSee details →★Old Town Kissimmee5770 W Irlo Bronson Memorial HwyOpen dailyFree entryWalkable retro main street with rides and shopsvia Venue siteSee details →★See the full Kissimmee listTop picks ranked by source consensus and editor review, with itineraries and tips for every kind of day.All things to do in Kissimmee →

Every week in Kissimmee

Recurring markets and standing picks. Weekend ones first.

EVERYWEEKArtisan Market at Sunset WalkPromenade at Sunset Walk, 8000 Fins Up CircleThu to Sat weeklyThu to Sat from 6:00 pmFreeWeekly makers market on the open promenadevia Venue siteSee event details →EVERYWEEKPromenade Racing Car and Truck ShowPromenade at Sunset Walk, 8000 Fins Up CircleEvery FridayFri 5:00 pm to 10:00 pmFreeFriday night car cruise and show on the promenadevia Venue siteSee event details →

Nearby towns

Distances are straight line miles from downtown Kissimmee. Each town has its own calendar.

Celebrationabout 8 miles away · Weekly anchors run year roundSee all Celebration events →Windermereabout 16 miles away, worth the drive · Weekly anchors run year roundSee all Windermere events →Orlandoabout 17 miles away, worth the drive · Weekly anchors run year roundSee all Orlando events →Winter Parkabout 22 miles away, worth the drive · Weekly anchors run year roundSee all Winter Park events →

NearbyCelebration 8 miWindermere 16 miOrlando 17 miWinter Park 22 miWinter Garden 22 mi

Know about a Kissimmee event we should list? Submit an event. See something wrong? Send a correction. Submissions are verified against official sources before listing; inclusion is editorial and not guaranteed.

Make it a parks weekend

Pair downtown with the parks

Most of Central Florida sits an easy drive from the theme parks, so a downtown morning pairs naturally with a lighter park evening. Check hours before you commit:

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About this Kissimmee events calendar

This list is hand curated for Kissimmee, Florida. Every listing is checked against local calendars, venue pages, and community listings, each card names its source, and past dates drop off automatically when the week turns over.

The picks under Every week are the dependable spine of the town. Start there, then layer on the dated specials as the season brings them. The list refreshes every Thursday.

Frequently asked questions