Celebrate the season Delray-style with festive Midday Holiday Cheer at Old School Square.
Holi-Days events at Old School Square
What's in store:
- Downtown Delray’s First Friday Art Walk on Dec. 5, 2025, will feature Yuletide Carolers strolling around from 6 to 8 p.m., starting at the Cornell Art Museum.
- Each Tuesday and Wednesday in December, from 11:30 a.m. to 3 p.m., there will be live music, lawn games, and good vibes. Pack a lunch, grab a friend, and kick back to holiday tunes while enjoying games like cornhole, frisbee and more. Plus, rotating entertainment performing smooth jazz, tropical steel drums and classic carols, etc.
- Monday, Dec. 22, will also have more festive seasonal music, games and activities.
SCHEDULE:
- Tuesday, Dec. 9: Brian Haddis
- Wednesday, Dec. 10: The Yuletide Carolers
- Tuesday, Dec. 16: Brian Haddis
- Wednesday, Dec. 17: The Yuletide Carolers
- Monday, Dec. 22: Mervyn Johnston
- Tuesday, Dec. 23: The Yuletide Carolers
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What else is happening in South Florida:
Looking for more free and cheap things to do?
- Find all the free and cheap events in South Florida this week
- Find all the free and cheap events in South Florida this weekend
- See our day-by-day calendar of free and cheap events in South Florida
More 2025 holiday events in Palm Beach County
Other free and inexpensive events in South Florida
Old School Square, Delray
51 N. Swinton Ave.
Delray Beach , FL 33444
561-243-7922
Cornell Art Museum at Old School Square, Delray Beach
51 N Swinton Ave.
Delray Beach, FL 33444
561-654-2220










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