🎉 Your Worry-Free Central Florida Holiday Weekend Guide 🎄✨

Get ready for a fun, budget-friendly weekend filled with holiday cheer, markets, classic cars, and small-town charm! Here’s your December 5–7, 2025 roundup of events — organized by day so it’s easy to follow.

Friday, Dec 5, 2025

🎄 Winter On The Avenue – Winter Park

  • Time: 5:00 PM–9:00 PM

  • Location: Central Park / Park Avenue, Winter Park, FL

  • Holiday tree lighting, snow slides, carolers, and a visit from Santa.

  • Perfect for: Families, friends, or a festive date night.

Dazzling Nights – Leu Gardens, Orlando

  • Time: Evening, nightly through Jan 4

  • Location: Harry P. Leu Gardens, Orlando, FL

  • Walk through a magical garden lit with holiday lights and decorations.

  • Perfect for: A calm, cozy, festive evening.

Saturday, Dec 6, 2025

🥕 Longwood Farmers Market

  • Time: 9:00 AM–1:30 PM

  • Location: Reiter Park, Longwood, FL

  • Fresh produce, baked goods, and local crafts.

  • Perfect for: Morning stroll and breakfast on the go.

🎅 Winter Garden Christmas Parade

  • Time: 10:00 AM

  • Location: Downtown Winter Garden, FL

  • Classic holiday floats, Santa, and small-town charm.

🛍️ Holiday Night Market – Winter Garden

  • Time: 4:00 PM–8:00 PM

  • Location: Downtown Pavilion, 104 S Lakeview Ave, Winter Garden, FL

  • Handmade gifts, festive treats, and live seasonal entertainment.

🎄 Winter Springs Winter Wonderland

  • Time: 4:00 PM–8:00 PM

  • Location: Central Winds Park, Winter Springs, FL

  • Holiday parade, tree lighting, lights display, live entertainment, and Santa.

🚗 Old Town Classic Car Show & Cruise – Kissimmee

  • Cars on display: 1:00 PM

  • Evening Cruise: 8:30 PM

  • Free to attend — enjoy classic cars, music, and food in a festive atmosphere.

Sunday, Dec 7, 2025

Winter Springs Drive-Thru Lights

  • Time: 7:00 PM–9:00 PM

  • Location: Central Winds Park, Winter Springs, FL

  • Holiday lights from the comfort of your car — easy, festive, and fun.

🌟 Wekiva Island Winter Wonderland – Longwood

  • Time: Evenings, through Dec 25

  • Location: 1014 Miami Springs Dr, Longwood, FL

  • Light displays, water-front strolls, and festive ambiance.

  • Perfect for: A calm, last-minute evening holiday outing.

💡 Tips for a Worry-Free Weekend

  • Mix & match morning markets with afternoon parades or evening lights.

  • Many events are free, especially parades and light displays.

  • Dress comfortably and bring a camera — holiday decorations and lights make for great photos!

  • Check each event website before heading out for any last-minute schedule changes.

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