Kissimmee Events This Weekend (Updated Weekly)

Old Town entrance and Ferris wheel in Kissimmee, Florida — The Old Town entrance and Ferris wheel in Kissimmee. Photo: Shutterstock, licensed.

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 what is on this weekend, updated every week.

October 16 to 18 · 0 verified in Kissimmee · 0 nearby

This weekendFull calendar ★ Things to do

No listed events for this view yet. See the full Kissimmee calendar.

Quiet stretchKissimmee has a lighter events calendar this weekend. The usual local calendars were checked this week; not much is listed in town. Start with the picks below, or browse the full things to do list.

One easy plan

MorningKissimmee Lakefront Park Lakeside park with trails, lawns, and downtown views
MiddayMonument of States Historic multi-state stone tower near downtown
AfternoonOld Town Kissimmee Walkable retro main street with rides and shops

Still want a plan? 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 weekend in Kissimmee

Recurring picks that run every Friday, Saturday, or Sunday, including this one.

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 this weekend

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

Celebrationabout 8 miles awaySee all Celebration events →

EVERYWEEKCelebration Farmers MarketMarket Street, Celebration Town CenterEvery SundaySun 10:00 am to 2:00 pmFreeEvery Sunday market in the Town Centervia Venue siteSee event details →

Windermereabout 16 miles away, worth the driveSee all Windermere events →

EVERYWEEKWindermere Farmers MarketTown Square Park, Main St WindermereEvery FridayFri 9:00 am to 1:30 pmFreeWeekly Friday market in the town squarevia EventbriteSee event details →

Orlandoabout 17 miles away, worth the driveSee all Orlando events →

EVERYWEEKOrlando Farmers Market at Lake EolaLake Eola Park, Eola Dr and Central BlvdEvery SundaySun 10:00 am to 3:00 pmFreeEvery Sunday downtown market since 1987via City calendarSee event details →

Winter Parkabout 22 miles away, worth the driveSee all Winter Park events →

EVERYWEEKSaturday Farmers MarketCentral Park West Meadow, New York Ave and Morse BlvdEvery SaturdaySat 8:00 am to 1:00 pmFreeYear-round Saturday market returned to West Meadowvia City calendarSee event details →

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

Need a different day? See the full Kissimmee calendar · Next weekend

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:

Next step

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Magic Kingdom hours All six WDW parks More destinations

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.

Staying over? Compare hotels for this trip at Expedia.

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Frequently asked questions

How often is this page updated?

The event list refreshes weekly, dated items expire automatically, and the recurring picks run essentially every week of the year.

Are the listed events free?

Many are. Every card shows a cost pill when the venue lists one, and the Free filter narrows the list to free picks only.