✨ Worry Free Weekend | December 27–28, 2025 ✨

The holidays keep rolling, and so do the chances to get out, explore, and enjoy local spots with fresh air, community energy, and plenty of smiling faces. Here’s what’s happening this weekend!

🎉 Friday, December 27

🎄 Holiday Fiesta Weekend – Boxi Park
📍 Orlando area
🕕 All day / evening vibe
Wrap up the holidays with a festive atmosphere of music, seasonal specials, colorful décor, and lively gatherings — perfect for families or a friend night out. Gotta Go Orlando

🎨 Tymisha Harris: Cabaret of Legends
📍 Orlando
🕖 Evening showtime
Enjoy smooth vocals and legendary songs performed in this cabaret-style celebration — perfect for a festive yet relaxed evening out. Gotta Go Orlando

🎶 TPD Night Market (Thornton Park)
📍 Orlando
🕕 Evening (after work into night)
A fun Friday night market with local vendors, creative goods, street eats, live entertainment, and a lively community vibe — great for strolling after dinner. Gotta Go Orlando

🚗 Friday Muscle & Show Car Cruise (Old Town)
📍 Kissimmee
🕒 Afternoon through evening
Car lovers will enjoy checking out performance cars and classics as they cruise and show off — perfect budget-friendly fun for all ages. Gotta Go Orlando

🌳 Sanford RiverWalk Stroll
📍 Sanford
🕡 Evening walk
Need a breather from crowds? Take a peaceful walk along the Sanford RiverWalk — waterfront scenery, benches, greenery, and cooler winter air make it a great stress-free outing. Wikipedia

🌞 Saturday, December 28

🛍 Henry’s Depot Pop-Up Market
📍 Orlando
🕙 Late morning – afternoon
A lovely holiday pop-up market featuring local makers, handmade goods, tasty bites, and outdoor browsing — perfect for finishing last-minute shopping or finding unique gifts. Gotta Go Orlando

🎥 Outdoor Movie Night: Frozen
📍 Lake Nona
🕔 5:00 PM – 8:00 PM
Bring blankets, lawn chairs, and the whole family for an outdoor showing of Frozen, with a meet-and-greet before the film — cozy, cheerful winter fun. Gotta Go Orlando

🏒 Orlando Solar Bears Hockey Game
📍 Orlando
🕕 Evening puck drop
For a high-energy night out, catch the Solar Bears take on their rivals — fast action, family-friendly crowd, and seasonal excitement. Gotta Go Orlando

🌾 Weekly Farmers Markets
Saturday morning markets are happening all over the region — great for a leisurely walk and fresh outdoor browsing:

  • Winter Garden Farmers Market (morning)

  • Winter Park Farmers Market (morning)

  • Lake Mary Farmers Market (morning)

  • City of Longwood Farmers Market (morning)
    These markets are ideal for local produce, crafts, plants, and casual outdoor community time. Gotta Go Orlando

🚗 Exotic Cars & Coffee
📍 Sunday morning (Dec 28)
🕙 10:00 AM – 12:00 PM
Celebrate Sunday with a sunny coffee and car chat while admiring exotic vehicles — a relaxed way to start your Sunday with fellow auto enthusiasts. Positively Osceola

🌼 Sunday, December 28

🌿 Celebration Farmers Market
📍 Celebration
🕘 9:00 AM – 2:00 PM
Beautiful lakeside market with local vendors, fresh goodies, handmade treasures, and a relaxing Sunday atmosphere. Gotta Go Orlando

🌾 East Orlando Farmers Market
📍 East Orlando
🕚 11:00 AM – 4:00 PM
A laid-back Sunday choice for produce, artisan items, unique finds, and strolling under the sun. Gotta Go Orlando

🌻 Clermont Farmers Market
📍 Clermont
🕘 9:00 AM – 2:00 PM
One of the region’s more robust Sunday markets — take your time wandering stalls and enjoying outdoor community life. Gotta Go Orlando

🌳 Mount Dora Village Market
📍 Mount Dora
🕘 10:00 AM – 2:00 PM
Fresh products from numerous vendors — a scenic and friendly Sunday retreat in historic Sunset Park. Gotta Go Orlando

🚶 Cross Seminole Trail Adventure
📍 Seminole County
🕗 Anytime
Perfect for a family walk or bike ride — the Cross Seminole Trail stretches for miles through natural scenery and connects with other walking paths around central Florida. Wikipedia

🌳 De Leon Springs State Park
📍 Volusia County
🕗 Morning – Twilight
Hit the trails, enjoy a picnic by the springs, or wander historic paths and boardwalks — a beautiful outdoor adventure for any age. Wikipedia

💡 Pro Tips for a Holiday Weekend

  • Bring comfy shoes — holiday lights and markets pair well with stepping outdoors.

  • Dress in layers — Florida winter evenings can be breezy in the shade.

  • Come early to outdoor markets for the best finds.

  • Hydrate & snack — walking trails and Sunday markets go better with a packed water bottle and treats!

✨ This weekend is packed with outdoor markets, flicks under the stars, classic cars and coffee, art, hockey action, and scenic strolls. Make it a 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