Top Hamptons Events This Weekend: May 16th, 2025

Montauk Music Festival

Fri, May 16th – Sun, May 18th, 2025

Multiple Venues in Montauk, NY

The Montauk Music Festival is a volunteer-run, grassroots live music event showcasing the thriving Montauk music scene!

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ARF’s Pet Celebration Day

Saturday, May 17th, 2025

ARF Adoption Center,
124 Daniel Hole Road
East Hampton, NY

Bring the whole family, pets too, for a tail-wagging pet fair dedicated to the joy our cats and dogs bring. Learn about ARF’s programs and services while enjoying other attractions and local business vendors, along with food, food trucks, music, pet adoptions, the dog agility course, and much more. Admission is free for the whole family!

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Airing Of The Quilts

 Saturday, May 17th, 2025
12pm – 5pm

The Art Center at Duck Creek,
127 Squaw Road,
East Hampton, NY

The Third Annual Airing of the Quilts at Duck Creek will take place on Saturday, May 17, 2025. This beloved community tradition invites the public to bring their quilts to display on the grounds and share personal stories. This year’s Airing will highlight the log cabin pattern, extending the exhibition’s themes of history, home, and shared narrative into the open air. 

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Jimmy Buffett Day at the Clubhouse Hamptons

Saturday, May 17th, 2025
1pm – 5pm

Clubhouse Hamptons
174 Daniels Hole Road,
East Hampton, NY

 Guests are encouraged to dress in their best tropical attire and will enjoy live music by The Bobby Bahama Band, raffle baskets, a 50/50 raffle and more. The event is a charity drive for ARF Hamptons, and there is no cover.

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Hampton Library’s
Family Fest Fundraiser 

Saturday, May 17th, 2025
2pm – 5pm

Channing Daughters Winery
1927 Scuttle Hole Rd,
Bridgehampton, NY

Enjoy outdoor fun & games, a family Olympics with our children’s librarians, and activities for kids led by the Children’s Museum of the East End and Shine Studio.

Experience “The Sled”- an interactive walk-in mobile tech library featuring electronic games, Green Screen, and more!

Listen to live music by Jake Lear, a Hamptons-based blues guitarist, and stories & songs by our librarians.

Included in the ticket price will be food & drink donated by: T&Z Pizza Truck, Channing Daughters, Kidd Squid Brewing Co, and the BuddhaBerry Truck!

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Jackie Greene
at The Stephen Talkhouse

Friday, May 16th, 2025
7pm

The Stephen Talkhouse
161 Main St,
Amagansett, NY

Since the release of his critically-acclaimed debut album ‘Gone Wanderin’’, Greene has built an enduring audience through a relentless touring schedule with the likes of BB King, Mark Knopfler, Susan Tedeschi, and Taj Mahal. He played lead guitar with The Black Crowes on their Layin’ Down With #13 World Tour, recorded and toured with Trigger Hippy – his supergroup with Joan Osborne – and in the last four years performed over 300 shows of his own, all while continuing to record and release his solo work. 

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Springs Bike Ride

Saturday, May 17th, 2025
10am – 12pm

Put-In on Bridge Lane adjacent to bridge over Sag Pond.

Before the bike ride, the group will visit the Springs Historical Society and Community Library for a brief history of their community organization, their plans for the summer, and highlights of the collection. The 20-mile bike ride to follow is generally flat; highlights include Gerard Drive and Louse Point.

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Comedy in The Hamptons: Joe DeVio

Saturday, May 17th, 2025
7pm – 10:30pm

Canoe Place Inn
239 East Montauk Highway,
Hampton Bays, NY, 11946

Joe DeVito is a favorite at comedy clubs in New York City and venues across the USA. He’s appeared on The Late Late Show, Comics Unleashed, Comedy Central, AXS-tv’s Gotham Comedy Live, and Last Comic Standing. 

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The First Annual Hamptons Vinyl Record Fair

Sunday, May 18th, 2025
12pm – 6pm

LTV Studios
75 Industrial Road,
Wainscott, NY

Presented by The New York Artel & LTV Studios, this event promises to be an unforgettable celebration of music and culture. Guests will immerse themselves in a vibrant atmosphere filled with vinyl enthusiasts, music lovers, and collectors from all around while exploring rare vinyl gems, enjoy dynamic DJ sets, live performances, and connect with a community that lives and breathes music. There will also be delicious offerings from food trucks and a variety of unique vendors.  

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Now Playing at Sunset Theater: Sinners

Fri, May 16th – Mon, 19th, 2025

Sunset Theater
2 Brook Rd,
Westhampton Beach, NY

Michael B. Jordan and Hailee Steinfeld star in this horror film directed by Ryan Coogler. Twin brothers return to their hometown to start again, only to discover that an even greater evil is waiting to welcome them back.

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Anthony Lombardo Photography Exhibition

Saturday, May 17th, 2025
12pm – 4pm

Southampton Cultural Center
25 Pond Lane
Southampton, NY

A stunning exhibition featuring a variety of shots by Anthony Lombardo.

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Independency:
The American Flag at 250 Years

On View Starting Saturday, May 17th
12pm -5pm

Southampton Arts Center
25 Jobs Ln
Southampton, NY 

The exhibition is curated by historian and writer John Monsky with SAC’s Executive Director Christina Mossaides Strassfield. Independency will be on view from May 17, 2025, through July 16, 2025.

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