Happening Next

Kissimmee Festivals Events

Festivals Happening Next in Kissimmee, FL

Osceola Pride

 1875 Silver Spur Ln, Kissimmee, FL 34744-6105, United States 28 Jun 2026
LGBT-PRIDE

The Magik and Mythk Festival indoor medieval fair!

 Osceola Heritage Park 22 Aug 2026
FESTIVALS

Krush Braus Annual Oktoberfest

 Krush Brau Park Portal Immersion Center 19 Sep 2026
FITNESS USD 0 TO 82

European Christmas Market - Christkindlesmarkt - Kissimmee

 Krush Brau Park Portal Immersion Center 21 Nov 2026
FITNESS USD 0 TO 82

15th Annual Help Keep Kids off the Street Charity Walk

 Kissimmee Lakefront Park (Registration and check-in will take place under the Panther Pavilion in the middle of the Park) 14 Nov 2026
KIDS FREE

Fiesta mo sa USA 2026

 Osceola Heritage Park Event Center 1 Aug 2026
NONPROFIT

Hallows Fall Fest 2026 - Haunted House / Trails / Trick Or Treats

 Krush Brau Park Portal Immersion Center 24 Oct 2026
KIDS USD 0 TO 117

Krush Brau Euro Wine Fest

 Krush Brau Park Portal Immersion Center 12 Sep 2026
FESTIVALS USD 0 TO 460

Krush Brau Wurst Fest /

 Krush Brau Park Portal Immersion Center 22 Aug 2026
FITNESS USD 8 TO 893

Pirate and Mermaid Festival

 Violet's Venom Brewery 18 Jul 2026
FESTIVALS FREE

Dia de San Juan Market & Grand Opening of Coquito's at Le Lo Lai

 Coquitos Ice Cream & Cafe Shop Kissimmee 27 Jun 2026
FITNESS FREE

Sorrel and Pigeon Peas Caribbean Festival

 EcoLove Nursery and Farm LLC 5 Dec 2026
FESTIVALS USD 0 TO 115

Plant Market Vendor Payments - October 10, 2026 - Plant Market Vendors

 UF/IFAS Extension in Osceola County 10 Oct 2026
FITNESS USD 55 TO 242