Old School Square

Old School Square
Address
51 N Swinton Ave
Delray Beach, FL 33444 United States Get Directions
Phone 561-243-1077
Website https://delrayoldschoolsquare.com/events

Outdoor concerts, art displays, yoga, drum circle, and more.

Old School Square – Downtown Delray Beach’s Cultural Arts Campus

Located in the heart of downtown, Old School Square is a historic 6-acre cultural campus dedicated to bringing the community together through diverse, high-quality, and interactive arts experiences—all while honoring its century-old heritage.

Once early 20th-century school buildings, the beautifully restored campus now serves as a vibrant hub for arts, culture, and events:

  • Cornell Art Museum – Contemporary fine arts museum showcasing rotating exhibitions.

  • The Vintage Gym – A unique venue for weddings and private events.

  • Crest Theatre Building – Home to a performance theatre and creative arts school.

  • Outdoor Amphitheatre – Hosting live music, concerts, and community gatherings.

  • Public Park & Parking Garage – Providing welcoming green space and on-site convenience.

Spanning an entire city block at Atlantic Avenue and Swinton Avenue, Old School Square is among Delray Beach’s premier cultural destinations, hosting everything from fine art exhibits and theatrical performances to large-scale concerts and private celebrations.

📍 Address: 51 N. Swinton Avenue, Delray Beach, FL 33444
📧 Inquiries & Rentals: oss@downtowndelraybeach.com
📞 Phone: (561) 243-1077

Categories: Delray Beach

Events at this venue

Today

  • Delray Beach Green Market - Winter 2026-2027

    Delray Winter GreenMarket

    Featured Delray Winter GreenMarket
    Old School Square 51 N Swinton Ave, Delray Beach, FL, United States

    Delray GreenMarket Returns to Old School Square Join the Delray CRA for Downtown Delray’s most popular event—the Delray GreenMarket. The winter season kicks off Saturday, October 24, 2026, and runs through May 22, 2027. Every Saturday morning, the open-air farmers market takes over Old School Square and transforms into a lively community destination. Established in […]

    Free
  • Coco Market Delray Beach

    Coco Market Wellness Festival

    Coco Market Wellness Festival
    Old School Square 51 N Swinton Ave, Delray Beach, FL, United States

    Coco Market Returns Sunday, June 7th! Coco Market is a vibrant monthly wellness market that brings the community together to connect, heal, and celebrate wellness. Held on the first Sunday of every month (with a few exceptions) at Old School Square in Downtown Delray Beach, the market supports local businesses while creating a welcoming space […]

    Free

  • Delray Beach Green Market - Winter 2026-2027

    Delray Winter GreenMarket

    Featured Delray Winter GreenMarket
    Old School Square 51 N Swinton Ave, Delray Beach, FL, United States

    Delray GreenMarket Returns to Old School Square Join the Delray CRA for Downtown Delray’s most popular event—the Delray GreenMarket. The winter season kicks off Saturday, October 24, 2026, and runs through May 22, 2027. Every Saturday morning, the open-air farmers market takes over Old School Square and transforms into a lively community destination. Established in […]

    Free
  • Halloween Kidsfest

    Halloween Kidsfest at Old School Square

    Old School Square 51 N Swinton Ave, Delray Beach, FL, United States

    Trick-or-Treating on the Avenue Time: 11:30 am—1:00 pm Location: Downtown Delray Beach Trick-or-Treat Your Way Down the Avenue. Brought to you by the Downtown Development Authority. More info (561) 243-1077 64th Annual Halloween Parade Time: 1:00 pm Location: SE/NE 5th Ave to Old School Square You’re not just watching the parade—you’re in it! Grab your […]

    Free
  • Delray Beach Green Market - Winter 2026-2027

    Delray Winter GreenMarket

    Featured Delray Winter GreenMarket
    Old School Square 51 N Swinton Ave, Delray Beach, FL, United States

    Delray GreenMarket Returns to Old School Square Join the Delray CRA for Downtown Delray’s most popular event—the Delray GreenMarket. The winter season kicks off Saturday, October 24, 2026, and runs through May 22, 2027. Every Saturday morning, the open-air farmers market takes over Old School Square and transforms into a lively community destination. Established in […]

    Free
  • Witches of Delray

    The Witches of Delray 15th Annual Witches Ride

    Featured
    Old School Square 51 N Swinton Ave, Delray Beach, FL, United States

    Still a little short of Yoast’s 30% mark. This version adds more transition words and turns a few short lines into full sentences. Body copy The 15th Annual Witches of Delray Bike Ride returns Saturday, October 24, 2026, for one of Downtown Delray Beach’s most spirited Halloween traditions. Hundreds of witches will put on their […]

    Free

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