Daily
Kissimmee
Wednesday, May 20th, 2026
Good morning, Kissimmee. Here's your local news at a glance for Wednesday, the 20th of May.
GOVERNMENT NEWS
- ➤ Florida law enforcement must soon complete autism awareness training required by a new bill passed in this legislative session. Donna Lorman developed half-day and full-day programs after witnessing her son Drew’s challenges, and Kissimmee officers already joined training with regional crisis intervention teams + Osceola County officials. WESH
LIFESTYLE NEWS
- ➤ The latest U.S. News & World Report ranking places Parkland top in Florida while Kissimmee, ranked No. 78 in Osceola County, appears among cities evaluated on housing affordability, cost of living, education, healthcare, and weather. The study highlights key factors for a good living environment. ClickOrlando
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Memorial Day Weekend Celebration
5-11:30 p.m. — Promenade at Sunset Walk — Free entry — Enjoy live music, artisan markets, and car shows while honoring military heroes over a fun-filled four days.
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Kissimmee Collectorfest Spring 2026
9 AM – 12 PM — Osceola Heritage Park — Admission details pending — Explore over 20,000 square feet of collectibles hosted by Florida Toy Shows.
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Y2K Prom at Dreamers & Creators Original Market
11 a.m.-4 p.m. — Events Center — VIP tickets required — Relive the magic of DCOM with a prom night full of fun, dance, and exclusive goodies.
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Cottage Foods Workshop
10 a.m. - 12 p.m. — UF/IFAS Extension — $10 registration — Learn how to start your own home-based food business in Florida with essential regulations and practices.
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Conquer Kissimmee 45 Wrestling Event
8-10 p.m. — Sun On the Beach — Tickets starting at $0.50 — Experience the excitement of professional wrestling at Central Florida's premier monthly showdown.
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Unidos en Alabanza
7 p.m. — Silver Spurs Arena — Tickets start at $63 — Experience an unforgettable event filled with praise and unity.
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DC Super Hero Craft Zone
10:00 AM – 9:30 PM — Gaylord Palms Resort & Convention Center — Ticket prices vary — Unleash your creativity with exciting craft activities themed around DC superheroes.
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Orlando City B vs. Carolina Core FC Parking
7-8 p.m. — Osceola County Stadium — $25 each — Secure your parking for the match day with guaranteed spots and instant confirmation.
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Soul Line Dance Class & Party
12-5 p.m. — Boardwalk Bowl Entertainment Center — Great music and dancing — Learn Chicago Steppin and mingle while making new friends.
No new real estate listings today. You can submit one here.
No new job posts today. You can submit one here.
No new community announcements today. You can submit one here.
TODAY'S FOOD FOR THOUGHT
It's not the mountain we conquer, but ourselves.
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Reveal the authorAbout Daily Kissimmee
Welcome to the Daily Kissimmee, your community newsletter that's anything but snooze-worthy, packed with positive, impactful local news + events across the Kissimmee, Florida community. If you like the Daily Kissimmee, support us by subscribing to our email newsletter and sharing us with your friends and family in Kissimmee.
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