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Best Hamptons Events This Weekend: May 28–31, 2026
From major East End art openings and Pride celebrations to fundraisers, live entertainment and a rare Blue Moon hike, here are SPARK’s top picks for things to do in the Hamptons this weekend across the East End.
Battle of the Fantasy Girl Bands – Stephen Talkhouse, Amagansett
Thursday, May 28, 6:30 p.m. | $75
Amateur band competition co-created by Holly Li and Christine Sciulli, blending live performance, competition and fundraising in a high-energy celebration of women’s empowerment and rock-and-roll fantasy. Proceeds benefit OLA (Organización Latino Americana), supporting Latino-focused advocacy across the East End.
Pedro Gonzalez – Westhampton Beach Performing Arts Center
Thursday, May 28, 5 & 8 p.m.
Bilingual stand-up comedian Pedro Gonzalez brings his East End performance to Westhampton Beach. He was the first Latino immigrant to perform stand-up comedy on The Late Show with Stephen Colbert, delivering sharp, personal material on immigrant life, marriage and family.
Opening Celebration at The Leiber Collection – Springs / East Hampton
Saturday, May 30, 2–5 p.m. | Free
The Leiber Collection, East Hampton
The Leiber Collection launches its 2026 season with new exhibitions honoring Judith and Gerson Leiber, alongside the outdoor “Garden of Friends” installation, Ode to the Sea, set throughout the sculpture gardens in Springs.
Keyes General Official Opening Reception – Southampton
Saturday, May 30, 2–7 p.m. | Free
It’s official: Keyes General, 1 Hampton Rd, Southampton is open. The design-forward retail and cultural concept from Sag Harbor gallery owner Julie Keyes, blends museum-quality ceramics, art objects, jewelry and curated works inside the Collette Home space.
Decorators–Designers–Dealers Benefit Gala – Southampton
Saturday, May 30, 4–7:30 p.m. | $300+
Southampton Fresh Air Home, Southampton
A signature East End design-world fundraiser featuring cocktails, auctions and a curated sale of luxury furnishings benefiting Southampton Fresh Air Home.
Spring Into Summer Gala – Ram’s Head Inn, Shelter Island
Saturday, May 30, 6–10 p.m. | $125+
The Noyac Civic Council’s annual kickoff-to-summer celebration with dinner, raffles and waterfront views over Shelter Island.
Drag Brunch at Frankie’s Fabulous Italiano – East Hampton
Sunday, May 31, 11 a.m.–1:30 p.m. | $50+
Hosted by Our Fabulous Variety Show (OFVS), this Pride kickoff brunch features performances from RaffaShow, Julia Van Cartier and Miss Nina, alongside brunch, cocktails and high-energy entertainment.
East End Arts Mosaic Festival – Downtown Riverhead
Sunday, May 31, Noon–5 p.m. | Free
A vibrant downtown takeover featuring large-scale chalk murals, live music, food vendors and community art installations throughout Riverhead.
LongHouse Reserve Art-Book Talk with Alastair Gordon – East Hampton
Sunday, May 31, 3–4 p.m. | $25–$35
Architecture critic Alastair Gordon discusses the newly expanded edition of Weekend Utopia: Modern Living in the Hamptons, exploring the East End’s architectural and cultural legacy, followed by a book signing.
Pride Kickoff Cocktail Party & Art Auction Preview – HUB, Bridgehampton
Sunday, May 31, 5–7 p.m. | Free
The HUB, Bridgehampton
A Pride season kickoff featuring a preview of 50 artist-painted trays to be auctioned at the Hamptons Pride Gala at LongHouse Reserve on June 20.
Full Blue Moon Walk & Serene Serenade – SOFO Museum, Bridgehampton
Sunday, May 31, 9–10 p.m. | Free
A guided nighttime hike through the Long Pond Greenbelt celebrating the rare Blue Moon, followed by a live gong serenade under the night sky.