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🇺🇸 SPARK MEMORIAL DAY WEEKEND 2026 – Top 10 Best Hamptons Live Shows, Music, Comedy, Art, Hot Happenings
🇺🇸 Top 10 MDW Hamptons Events: Best Live Shows, Music, Comedy, Art, Happenings
Rain or shine, there’s plenty to do this weekend in the Hamptons. Here are our Memorial Day Weekend 2026 Top 10 Event Picks you won’t want to miss.
🎨 ART & CULTURE EVENTS
The Story of America – Opening Reception
Saturday, May 23 | 5–7 p.m. Opening Reception
Southampton Arts Center
Major exhibition tracing 250 years of American political history through rare artifacts and campaign objects.
Oscar Molina at Keyes Art Gallery
Saturday, May 23 | 4-6 p.m. Opening Reception / Meet the Artist
Keyes Art Gallery, 45 Main St., Sag Harbor
Southampton artist Oscar Molina, originally from El Salvador, is having a moment. He is back from Venice after installing his work at the prestigious Venice Biennale. Molina is El Salvador’s first Venice Biennale artist. Meet him, celebrate the honor, and see some of his sculptures from the moving series ‘Children of the World’.
Sandy Cohen + JEN at Stella Flame Gallery
Sunday, May 24 | 5-7 p.m.
Stella Flame Gallery, 2385 Montauk Hwy., Bridgehampton
New works on canvas and limited edition prints by Sandy Cohen plus a pop up by JEN jewelry make two good reasons to visit Stella Flame Gallery. Daring, moving art and exquisite, statement jewelry. Always a happening reception at Stella Flame.
🎶 MUSIC, COMEDY & NIGHTLIFE
Peter Cincotti Live at WHBPAC
Friday, May 22 | 8 p.m.
Westhampton Beach Performing Arts Center
Jazz-pop performance blending originals and classics with full band. Cincotti is a muli-talented artist: a great singer, songwriter, pianist. He delivers an entertaining show.
Colin Quinn Live at WHBPAC
Saturday, May 23 | 8 p.m.
Westhampton Beach Performing Arts Center – 76 Main St., Westhampton Beach
Veteran stand-up comedian Colin Quinn gets big laughs riffing on American culture, politics, and identity. Smart and likeable, he’s a Hamptons’ favorite with major TV credits.
GE Smith Trio with Taylor Barton at Stephen Talkhouse
Sunday May 24 | 7 p.m.
Whenever you can hear GE Smith live it’s a treat, and with Taylor Barton, who’s got a new album release, this is a sweet double header at the Talkhouse.
HAMPTONS HAPPENINGS
Disco Dreamland at The HUB
Friday, May 22 | 6–9 p.m.
The HUB, Bridgehampton
They’re promising a mirrored disco dance floor at the season’s kick off party with DJs, installations, and food vendors. All weekend shopping, wellness + an ARF Pup event.
🏖️ BEACH PARTIES & DAY SCENE
Bounce Beach Montauk
Beach club energy with daytime DJs and a young party crowd. Great vibes here.
Si Si Restaurant – East Hampton
Thursday – Sunday May 21 – 24 (dayside & night time events; jazz, DJ, reggae, brunch) 6 – 9 pm
Elevated party vibe on the harbor; sunsets are hard to match here. Event happenings all weekend plus some great food and drink optinos. Si Si is a Hamptons hotspot.
👨👩👧 FAMILY EVENT
Kites for Kids 2026
Saturday, May 23 | 2–5 p.m. | Main Beach, East Hampton
Always a blast, the Eleanor Whitmore Early Childhood Center fundraiser
annual kite-fly supporting early childhood education is family fun. Kites are $12.