✨ Worry Free Weekend | January 9–11, 2025 ✨

Ready for a weekend packed with local flavor, free or low-cost events, trails for fresh air, and plenty of ways to have fun without worrying about the budget? Let’s jump in!

🎉 Friday, January 9

🚗 World’s Largest Collector Car Auction — KICKOFF
📍 Osceola Heritage Park, Kissimmee
🕗 Starts 8:00 AM (continues all weekend)
Gearheads rejoice — start your weekend exploring thousands of legendary cars and motorcycles at this huge collector auction event. Positively Osceola

🎬 KUA Movie in the Park — How to Train Your Dragon
📍 Kissimmee Lakefront Park
🕠 5:30 PM | Movie at 7:00 PM
Popcorn, crafts, face-paint fun and a family-friendly outdoor movie night! Positively Osceola

🎶 Live Music & Outdoor Vibes — Central Park Lake Mary Party
📍 Downtown Lake Mary
🕕 Evening vibes kick off with music, drinks, and local food trucks under the lights. Gotta Go Orlando

🎨 Art After Dark — Lake Nona Town Center
📍 Lake Nona
🕕 6:00 PM – 10:00 PM
Stroll artisan booths and outdoor art in a relaxed night market feel. Eventeny

🌿 Evening Trail Time
🕡 ~6:30 PM onward
Wrap up the night with calm fresh air on trails like Cross Seminole Trail or Sanford RiverWalk.

🌞 Saturday, January 10

🌾 Winter Garden Farmers Market
📍 Historic Downtown Winter Garden
🕗 8:00 AM – 1:00 PM
Classic Saturday market with produce, baked treats, plants, and local crafts. Gotta Go Orlando

🌾 Winter Park Farmers Market
📍 Central Park, Winter Park
🕗 8:00 AM – 1:00 PM
Another great stop for fresh goods and strolling with friends. Mannix Vanilla

🚗 World’s Largest Collector Car Auction (Day 2)
📍 Osceola Heritage Park, Kissimmee
🕗 starts 8:00 AM
Classic cars, motorcycles, custom rides and collector culture galore. Positively Osceola

🥁 MLK Community Health Resource Fair – Daytona Beach
📍 Daisy Stocking Park
🕘 9:00 AM – afternoon
Family-friendly community fair with kids’ entertainment and activities. WFTV

🎶 Santana Tribute Band Concert — Deltona Amphitheater
📍 Deltona
🕖 7:00 PM
Live tribute concert with food trucks and a community crowd. WFTV

🚶 Mid-Day Nature Walk or Bike
🕚 Late morning
Stretch your legs on Little Econ Greenway or Seminole Wekiva Trail — perfect for fresh air and movement.

🌼 Sunday, January 11

🚗 World’s Largest Collector Car Auction (Final Day)
📍 Osceola Heritage Park, Kissimmee
🕗 8:00 AM – afternoon
Last chance to see thousands of cars and enjoy the collector atmosphere. Positively Osceola

🎉 Three Kings Day Celebration
📍 Local community park (family-friendly)
🕙 10:00 AM – 2:00 PM
Celebrate this cultural tradition with festivities like free treats and fun activities for kids. Positively Osceola

🛍 Soldier City Sundays Weekly Market — St. Cloud
📍 Veteran’s Park, St. Cloud
🕚 11:00 AM – 5:00 PM
Outdoor market celebrating local vendors, live music, and community spirit. Positively Osceola

🌾 Celebration Farmers Market
📍 Celebration
🕘 9:00 AM – 2:00 PM
Lakeside stroll and market browsing in a charming setting.

🌳 Family Trails & Picnic Time
🕛 Midday
Find shade and play time at Gemini Springs Park, Green Springs Park or take a relaxed walk along Sanford RiverWalk.

🌟 Anytime Favorites (Outdoors + Easy)

  • Cross Seminole Trail — perfect for walking or biking in nature.

  • De Leon Springs State Park — relax by the springs or take a nature walk.

  • Sunset Saturday Artisan Market (Sunset Walk) — browse artisan vendors and cars at night — great experience even if familiar. Gotta Go Orlando

💡 Pro Tips for a Worry Free Weekend

👟 Wear comfy walking shoes — lots of trails & markets!
💧 Bring water & snacks — easy outdoor days go best refreshed.
📸 Car shows and markets make great photo ops!
🌞 Combine one big event with one calm nature moment each day.

✨ Whether you’re roaming a massive car auction, exploring farmers markets, enjoying community fairs, or taking a nature stroll this weekend, there’s plenty of fun — without the stress.

Enjoy your Worry Free Weekend! 🌈💚

And if you’re looking for things to do year round, check out our other blog!

Free and Budget Friendly Things To Do in Central Florida