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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

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

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!

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!

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

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

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

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

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

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

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

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


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

Kidsfest and Halloween Festivities

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


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