Festivals in Kissimmee

Check out happening festivals events all around Kissimmee, FL

Boots Bulls & Barrels

 Fri, 03 Oct at 07:00 pm Silver Spurs Arena

Promenade 6th Annual "Trunk or Treat" Trick or Treating & Car Show

 Sat, 25 Oct at 04:00 pm Promenade at Sunset Walk Free

Pioneer Day

 Sat, 08 Nov at 10:00 am 2491 Babb Rd, Kissimmee, FL 34746-5803, United States

Freestyle 40th Anniversary: George LaMond Trinere Shannon & Corina

 Fri, 10 Oct at 07:00 pm Silver Spurs Arena

Spooky Sazón: A Halloween Food Truck Fest

 Fri, 31 Oct at 06:30 pm 5403 W Irlo Bronson Memorial Hwy Free

5th Annual Promenade Breast Cancer Awareness Car & Truck Show

 Sat, 11 Oct at 02:00 pm Promenade at Sunset Walk USD 0 to 37

Boo On Broadway

 Fri, 24 Oct at 06:00 pm 421 Broadway, Kissimmee, FL, United States, Florida 34741

Street Art & Eats: A Celebration of Fun & Flavor

 Sat, 18 Oct at 06:30 pm 5403 W Irlo Bronson Memorial Hwy Free

Orlando Japan Festival in Kissimmee 2025

 Sun, 09 Nov at 11:00 am Kissimmee Lakefront Park

[ОРЛАНДО] СУПЕРДИСКОТЕКА 90х и 2000х: ЗОЛОТЫЕ ХИТЫ

 Fri, 17 Oct at 08:00 pm FUMA Lounge

Festival Orgullo Latino: A Celebration of Flavor

 Sat, 11 Oct at 04:00 pm 5403 W Irlo Bronson Memorial Hwy Free

MORFFIT VIBES HALLOWEEN EDITION

 Sat, 25 Oct at 04:00 pm Ramada by Wyndham Kissimmee Gateway USD 13 to 25

Spirit Fest™ Metaphysical & Crystal Expo - Orlando/Osceola

 Sat, 08 Nov at 10:00 am Osceola Heritage Park USD 16 to 23

Boots, Bulls, and Barrels at Silver Spurs Arena at Osceola Heritage Park

 Sat, 04 Oct at 07:30 pm Silver Spurs Arena at Osceola Heritage Park

Cider & Showdowns

 Sat, 04 Oct at 10:00 am Pioneer Village At Shingle Creek

THE BINGO EXPERIENCE: Kissimmee, FL Edition

 Sat, 18 Oct at 07:00 am Sun On the Beach USD 36

Central Florida Veg Fest Silent Auction for the Animals

 Sat, 25 Oct at 10:00 am Green Acres

Krush Brau Dogtoberfest 2026

 Sat, 14 Mar at 12:00 pm Krush Brau Park Portal Immersion Center USD 0 to 59

Holiday Nights

 Sun, 21 Dec at 06:00 pm 210 S Bass Rd, Kissimmee, FL, United States, Florida 34746

Hallows Fall Fest 2025

 Sun, 26 Oct at 12:00 pm Krush Brau Park Portal Immersion Center USD 0 to 8

Osceola Council on Aging 2025 Fall Community Resource Expo

 Wed, 08 Oct at 09:00 am 700 Generation Point, Kissimmee, FL Free

Boots, Bulls, and Barrels

 Sat, 04 Oct at 11:30 pm Silver Spurs Arena at Osceola Heritage Park

Silver Spurs Rodeo

 Wed, 18 Feb at 07:00 pm Silver Spurs Arena

Parking Noblesville Boom at Osceola Magic

 Thu, 05 Feb at 12:00 am Silver Spurs Arena at Osceola Heritage Park

Plant Market Vendor Payments - February 28, 2026 - Plant Market Vendors

 Sat, 28 Feb at 09:00 am UF/IFAS Extension in Osceola County

ProStreet & Pre-1985 Muscle Car Show

Sat, 01 Nov at 09:00 am Old Town Kissimmee

Krush Brau Oktoberfest 2025 (Biggest German Beer Garden in the US - 10 AC)

 Sat, 27 Sep at 04:00 pm Krush Brau Park Portal Immersion Center USD 0 to 59

"The Patch" and Pumpkin Painting - Sunset Walk - Open Daily Oct. 17 thru 30

 Fri, 17 Oct at 04:00 pm Promenade at Sunset Walk Free

Silver Spurs Rodeo at Silver Spurs Arena at Osceola Heritage Park

 Thu, 19 Feb at 11:59 pm Silver Spurs Arena at Osceola Heritage Park

Freestyle 40th Anniversary - George Lamond at Silver Spurs Arena at Osceola Heritage Park

 Sat, 11 Oct at 08:00 pm Silver Spurs Arena at Osceola Heritage Park