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Downtown Events

Upcoming Events

E.g., Oct 18 2019

Free Friday Concerts @ Old School Square Pavilion

Fri, 10/04/2019 to Sat, 04/11/2020
On Fridays , enjoy a FREE concert at the Pavilion at Old School Square. With a variety of entertainment options throughout the...

Orchids on the Square

Fri, 10/25/2019 to Sun, 10/27/2019
Orchids on the Square is back!! The Delray Beach Orchid Society (DBOS) is holding its 30th annual Orchid Show and Sale, Friday,...

First Friday Art Walk

Fri, 11/01/2019
Are you a gallery/studio in Downtown Delray? Would you like to participate in our First Friday Art Walks each month from October—...

65 roses - Evening on the Ave

Fri, 11/15/2019
The Cystic Fibrosis Foundation is excited to invite you to be a part of 65 Roses Evening on the Ave. Taking place at Old School...

20th Annual Downtown Delray Beach Thanksgiving Weekend Art Festival

Sat, 11/30/2019 to Sun, 12/01/2019
This annual juried art festival of hand-crafted artwork including glass, photography, painting, mixed media, fiber, jewelry and...
Picnic In The Park

Picnic in the Park

Sun, 10/20/2019
Join us for a competitive, themed, culinary, event produced by Living Hungry. Every spot feeds 1 child for 1 school year!! Claim...
Halloween Festivities-Oct. 26th

Halloween Festivities

Sat, 10/26/2019
There are so many fun events happening on October 26th in #DowntownDelray. Come to town and enjoy trick-or-treating, haunted...

Yoga Fun Day!

Fri, 11/01/2019 to Sun, 11/03/2019
YOGA FUN DAY is almost here!! UNPLUG & UNWIND DELRAY BEACH!! Yoga Fun Day is a yoga festival. It's a family friendly,...

An Olde Fashioned Holiday

Thu, 11/21/2019 to Sat, 11/23/2019
The Southern Handcraft Society, Pineapple Grove Chapter, Delray Beach, will hold its 27th annual, juried art and craft show, An...

100 Ft Christmas Tree & Holiday Festivities

Thu, 12/05/2019 to Wed, 01/01/2020
December 5th, 2019 – 100 ft Christmas Tree Lighting Ceremony Start the holiday season off in Delray Beach and celebrate the 26th...

Kathryn Krickstein Pressel Mammo Van

Thu, 10/24/2019
Featuring the most state-of-the-art mammography unit on the market: The Senographe Pristina 3D Mammography Unit -Exceptional...

Delray Beach Winter Green Market

Sat, 10/26/2019 to Sat, 05/16/2020
The GreenMarket is a Saturday morning destination as an open air marketplace located at Old School Square Park on NE 2nd Avenue,...

Fall Art on The Square

Sat, 11/09/2019 to Sun, 11/10/2019
Juried Fine Art Show presented by Cornell Art Museum featuring 50+ fine artists from around the country showcased on the...

Chris Evert Pro-Celebrity Tennis Classic

Fri, 11/22/2019 to Sun, 11/24/2019
Join Chrissie at the Delray Beach Tennis Center for two fun-filled days of great tennis action. Each year, well-known...

31st Annual Downtown Delray Beach Festival of the Arts

Sat, 01/18/2020 to Sun, 01/19/2020
The Downtown Delray Beach Festival of the Arts, consistently ranked as one of the best art affairs in the U.S. by Sunshine Artist...

Upcoming Downtown Events

Fashion Bowl 54

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6:00pm - 10:00pm

Atlantic Avenue in front of The Colony Hotel, 525 E Atlantic Avenue, Delray Beach. Ticketed runway seating, entertainment, dance party,...

Old School Square Super Pep Rally

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6:00pm - 10:30pm

Old School Square Park and Pavilion, 51 N. Swinton Avenue, Delray Beach. A FREE pep rally and concert pre-Super Bowl community event...

2019 Fall Fest at the DBHS!

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5:30pm - 8:30pm

Join the Delray Beach Historical Society for family fun... outdoor movie, costume contest. old-fashioned games & crafts, story hour...

SOMething Scary is coming!

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4:00pm - 9:00pm

Your worst fears about environmental disaster come true this Halloween!
This all-ages fright-fest explores antlophobia (fear of...

Sideshow Saturdays at Death or Glory Bar

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8:00pm - 10:00pm

Be amazed! And be afraid! Sideshow Saturdays will be running every Saturday until Halloween from 8-10PM.

Art Couture All-Stars

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7:00pm - 10:00pm

Cornell Art Museum at Old School Square, 51 N. Swinton Avenue, Delray Beach. The Delray Beach local fashion designers present their...

Downtown Shop the Runway Blitz

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10:00am - 3:00pm

Shop participating retailers within downtown Delray Beach - back by popular demand! Attendees will enjoy a welcome reception, Fashion...

Witches of Delray 8th Annual Witch Ride

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7:30am - 11:30am

Join the Witches of Delray for our 8th Annual Witch Ride benefiting the Achievement Centers for Children & Families. Put on your...

The Nightbeer before Christmas at OSS

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6:00pm - 11:00pm

Imagine drinking your favorite fall seasonal beer while watching Tim Burton’s classic A Nightmare before Christmas.
Film Screening...

Rubixx Halloween Party at Tin Roof

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7:00pm - 9:00pm

Rubixx debuts at the Tin Roof in Delray Beach! It’s a Halloween party - Stranger Things themed! 7PM-9PM.

Halftime & High Heels Luncheon Fashion

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11:30am - 2:30pm

CHE!!! Restaurant, 900 E Atlantic Avenue, Delray Beach
Luncheon, resort wear fashion show with over 70 looks, entertainment,...

Celebrate The Big Game 2020

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Throughout Downtown Delray Beach
Celebrate Super Bowl 2020 Sunday throughout downtown Delray Beach with shopping, trunk shows,...

Kidsfest and Halloween Festivities

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11:30am - 4:00pm

Trick-or-Treating on the Avenue - 11:30 am—1:00 pm
Have fun trick-or-treating along the Avenue!

57th Annual Halloween...

10th Annual Halloween Celebration

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Atlantic Grille at the Seagate Hotel invites you to join us for live entertainment, festive decorations, and a costume contest*
...