This Weekend in Orlando with Kids (February 20-22)
I did the digging so you don’t have to. Beyond the theme park walls, Orlando is buzzing this weekend with world-record attempts, cultural festivals and foodie fests.

Below, see fun activities to take the entire family to this weekend.
Major Festivals & Events
IMMERSE 2026 (Downtown Orlando) The city’s premier interactive art festival takes over 10 city blocks with 360-degree projections, acrobatics, and massive sculptures.
- When: Fri & Sat (5:00 PM – 11:00 PM); Sun (1:00 PM – 11:00 PM)
- Where: Orange Ave & Central Blvd, Orlando, FL 32801
- Link: IMMERSE 2026 Official Site & Tickets
FOODEES Food & Culture Festival Over 200 food trucks and artisans are gathering for a world-record attempt. Features a dedicated “Foodees Fun Park” for the kids.
- When: Fri (1:00 PM – 7:00 PM); Sat & Sun (11:00 AM – 7:00 PM)
- Where: Dezerland Park (Outdoor Festival Area), 5250 International Dr, Orlando
- Link: FOODEES Orlando Event Page
Florida Children’s Book Festival (Centennial Launch) Celebrate the magic of reading at the first-ever launch of this festival. Meet authors, enjoy story strolls, and see live stage performances.
- When: Sat & Sun (Starts at 9:00 AM)
- Where: Orlando Family Stage, 1001 E Princeton St, Orlando
- Link: Florida Children’s Book Festival
Osceola County Fair (Final Weekend!) It’s the last three days for the 82nd annual fair. Don’t miss the livestock shows and the “The Legacy” themed exhibits.
- When: Fri & Sat (12:00 PM – 12:00 AM); Sun (12:00 PM – 10:00 PM)
- Where: Osceola Heritage Park, 1875 Silver Spur Ln, Kissimmee
- Link: Osceola County Fair
156th Silver Spurs Rodeo A true “Old Florida” tradition with bull riding and barrel racing. Friday is Student Night (Free for local students/teachers with ID).
- When: Fri & Sat (7:30 PM); Sun (2:00 PM)
- Where: Silver Spurs Arena, 1875 Silver Spur Ln, Kissimmee
- Link: Silver Spurs Rodeo
Recommended Gear for the Weekend
Since you’ll be hitting multiple outdoor festivals (Mount Dora, IMMERSE, Foodees), these high-rated items from Walmart can make the day run much smoother for families:
This TouHeart Foldable Stroller Wagon is the “SUV of strollers.” It’s perfect for the long walks through downtown for IMMERSE or the gravel paths at the Osceola Fair.
- Why it’s great: Holds two kids, has a high canopy for sun protection, and plenty of storage for prizes.
For the Foodees festival or the Mount Dora market, the Ozark Trail 36-Can Soft Sided Cooler keeps drinks cold for 48 hours and keeps your hands free for the kids.
Unique Local Happenings
Winter Garden Music Festival 2026 Historic downtown transforms into an outdoor concert venue with 30+ live performances across seven stages.
- When: Sat, Feb 21 (11:00 AM – 10:00 PM)
- Where: Historic Downtown Winter Garden
- Link: Winter Garden Music Festival Info
Lake Nona Art Festival A curated selection of local and national artists with live music and interactive public art in the Town Center.
- When: Sat (10:00 AM – 6:00 PM); Sun (10:00 AM – 4:00 PM)
- Where: Lake Nona Town Center, 6900 Tavistock Lakes Blvd
- Link: Lake Nona Art Festival Event Page
Orlando Solar Bears vs. Savannah Ghost Pirates Fast-paced minor league hockey with great family-focused entertainment during intermissions.
- When: Fri & Sat (7:00 PM); Sun (3:00 PM vs. FLA Everblades)
- Where: Kia Center, 400 W Church St, Orlando
- Link: Orlando Solar Bears Schedule
“Lilly and the Pirates” Musical Adventure The opening weekend of this bold new musical adventure based on the beloved children’s book.
- When: Sat & Sun (2:00 PM)
- Where: Orlando Family Stage, Loch Haven Park
- Link: Musical Tickets & Details
Black History Month Art Exhibition Showcase of 28 local visual artists at City Hall. Free Admission.
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When: Sat/Sun 12 PM – 5 PM
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Where: Terrace Gallery, Orlando City Hall
- Link: Exhibition
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Community Pop-Ups & Outdoor Fun
WUCF Be My Neighbor Day (Loch Haven Park) A beautiful community festival inspired by Daniel Tiger’s Neighborhood. It’s all about kindness and service, featuring hands-on activities, live music, and a special meet-and-greet with Daniel Tiger himself.
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When: Saturday, Feb 21 (10:00 AM – 1:00 PM)
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Where: Loch Haven Park, 777 E Princeton St, Orlando, FL 32803
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Link: Be My Neighbor Day
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Central Florida Dragon Parade & Lunar New Year Festival Celebrate the Year of the Horse! This annual parade features traditional lion and dragon dances, martial arts demonstrations, and incredible Asian street food vendors. It’s a vibrant, loud, and exciting way to introduce kids to a different culture.
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When: Sunday, Feb 22 (Parade starts at 11:00 AM)
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Where: Mills 50 District (Parade starts at N. Thornton Ave & Oregon St), Orlando, FL 32803
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Direct Link: Parade and Festival
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Cirque de Paris
Step “Under the Big Top” for an immersive French-style circus experience. This one-ring spectacle features high-flying aerialists, nimble acrobats, comedic clowns, and BMX trick riders. It’s a 90-minute extravaganza that brings the elegance and thrill of traditional European circus arts right to Central Florida.
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When: Feb 20–22, 2026 (Multiple showtimes daily)
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Where: Fancy Fruit and Produce Orange City, 911 S Volusia Ave, Orange City, FL 32763
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Link: Cirque de Paris
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