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Best Hamptons Events This Weekend: Pride Parade, Live Music, Art Openings, More | JUNE 4–7, 2026 #2
A curated guide to the best things to do in the Hamptons this weekend, from East Hampton’s Pride Parade and live music in Amagansett to gallery openings, talks, and seasonal outdoor events across the East End.
Performance & Theater
Mister Halston – Bay Street Theater, Sag Harbor
June 4–7 | Various showtimes
Bay Street Theater launches its 35th anniversary season with the world premiere of Mister Halston, a new play by Raffaele Pacitti exploring the life, ambition and legacy of the legendary American fashion designer. Performances run thru June 21.
TAZ at Stephen Talkhouse – Amagansett
Friday, June 5 | 8 PM
A rising guitar phenom with Broadway roots and global touring experience, TAZ brings a high-energy, genre-blending live set to one of the Hamptons’ most iconic music venues.
Community
East Hampton Pride Parade – East Hampton
Saturday, June 6 | 12 – 1 Parade; 1-3 p.m. Celebration, performances, food trucks, music
East Hampton’s fifth annual Pride Parade returns to Main Street with a vibrant celebration of community, visibility and summer on the East End. A post-parade celebration in Herrick Park with special performances by Inda Eaton, Mila Tina and the Bridgehampton School Marimba Band, plus DJ Watts.
Read our Pride Parade feature story, here.
Talks & Literary
Tom Junod at East Hampton Library – East Hampton
Friday, June 5 | 6–7:30 p.m.
Award-winning journalist Tom Junod appears in conversation with Ada Calhoun to discuss his acclaimed memoir exploring masculinity, family and memory.
Art & Exhibitions
The Open Road – Keyes Art Gallery, Sag Harbor
Saturday, June 6 | 5:30–7:30 p.m. (opening reception)
A group exhibition featuring abstract painting and sculpture by Harold Anchel, Nathan Slate Joseph, Kevin Teare and Sarah Riley.
Different Takes: Five Artists, Five Visions – Ashawagh Hall, East Hampton
Friday–Sunday | various hours
A multi-artist exhibition showcasing abstract, semi-abstract and representational works from artists based in New York and Maryland.
Aubrey Grainger: Paintings of the North and South Fork – Gardiner Mill Cottage Gallery, East Hampton
Saturday, June 6 | 5–7 p.m. (opening reception)
Landscape-driven works capturing the shifting light and coastal character of the East End. Runs through June 21.
Family & Activity
Tee Time at the Playhouse – Southampton
Thursday, June 4 | 7 p.m. | Saturday, June 6 | 4 p.m. Sunday, June 7 | 11 a.m.–4 p.m.
The Southampton Playhouse celebrates golf season with family-friendly activities including a putting green, golf simulator, photo opportunities, giveaways and a screening of The Short Game, timed to the excitement surrounding the U.S. Open. Saturday afternoon, a live conversation with World Golf Hall of Famer Raymond Floyd.
Giving Back – Dining
Shred the Love Summer Kickoff – Navy Beach, Montauk
Saturday, June 6 | 3–5 PM
A waterfront benefit gathering supporting local families in need, featuring live music, drinks and a seasonal kickoff celebration.
Shopping
Hampton Flea + Vintage – Amagansett
Sunday, June 7 | 10 AM–5 PM
The season opener returns with 50+ curated vendors offering vintage, handmade and one-of-a-kind finds.
Culture & Design
LongHouse Talk: The Alpha and Omega of Craft – East Hampton
Sunday, June 7 | 3–4:30 PM
Design historian Glenn Adamson explores American studio craft through the LongHouse exhibition Things That Look Like Magic, focusing on furniture artists Cheryl R. Riley and Wharton Esherick and their influence on the American studio craft movement and its influence on design and everyday life.
Outdoors & Workshops
En Plein Air Painting at Montauk Point Lighthouse – Montauk
Saturday, June 6 | 10 AM–1 PM
A hands-on outdoor painting workshop for artists of all levels set at one of the East End’s most iconic coastal landmarks.
Native American Talking Sticks Workshop – Long Pond Greenbelt Nature Cente, Bridgehampton
Sunday, June 7 | 2–3:30 PM
An interactive workshop exploring storytelling traditions, Indigenous craft and environmental connection through hands-on creative work.
