✨ Worry Free Weekend | September 26–28, 2025 ✨

The final weekend of September is loaded with markets, live tunes, family fun, and outdoor adventures across Seminole, Orange, Osceola, and Volusia counties. 🍂

🎉 Friday, September 26

🎤 Concert at Cranes Roost Park (Altamonte Springs)
7:00 PM–9:00 PM | Free live music in the park setting. Grab a blanket, pack snacks, and enjoy a casual evening under the sky.

🍔 Food Truck Night @ Downtown Sanford
5:30 PM–8:30 PM | Food trucks, local eats, and casual vibes—especially perfect for families winding into the weekend.

🎨 Evening Art Stroll – Winter Park or Maitland
6:00 PM–9:00 PM | Local galleries open late, street artists displaying work, small performances, and sidewalk strolls.

🌞 Saturday, September 27

🌾 Saturday Farmers Markets

  • Lake Mary Farmers Market – 9 AM–1 PM

  • Longwood Farmers Market – 9 AM–1:30 PM

  • Sanford Marketplace at Magnolia – 9 AM–2 PM

  • New Smyrna Beach Farmers Market – 7 AM–12 PM

  • Port Orange Pavilion Market – 8 AM–1 PM

🎶 Evening Block Party @ Downtown Oviedo
5:00 PM–9:00 PM | Live bands, local vendors, food trucks—wrap up the day with community and music.

🎃 Fall Harvest Festival – St. Cloud
10:00 AM–4:00 PM | Family fun with pumpkin patches, hayrides, crafts, and seasonal treats.

🌼 Sunday, September 28

🛍 Sunday Market Hop

  • Maitland Farmers Market – 9 AM–1 PM

  • Sweetwater Wekiva Farmers Market (Longwood) – 10 AM–2 PM

  • DeLand Flea & Farmers Market – 8 AM–3 PM

🌳 Trail & Picnic Time

  • RiverWalk in Sanford — scenic strolls or light biking 🚶‍♂️

  • Green Springs Park (Deltona) — shady trails and peaceful picnic spots

  • Gemini Springs Park (DeBary) — fishing, playgrounds & nature walks

🎬 Outdoor Movie Night @ Cranes Roost Park
6:30 PM | Bring the family, a blanket, and snacks for movie under the stars.

🌟 Weekend Favorites (Anytime)

  • De Leon Springs State Park — swim, kayak, or just relax

  • Central Florida Zoo — fun for families on cooler mornings

  • Winter Garden Downtown — charming shops, coffee strolls, local art

  • Cross Seminole Trail — great for biking or walking

💡 Weekend Tips

  • Start early for best finds and comfortable temps

  • Bring cash & tote bags for market hauls

  • Pack comfy shoes & water for all the walking

  • Pair a high-energy activity with something relaxed each day

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