Top Hamptons Events This Weekend – September 29th, 2023

The Sag Harbor American Music Festival

Thursday, September 28th, 2023 – Sunday, October 1st, 2023

Sag Harbor, NY 11963

The Sag Harbor American Music Festival (SHAMF) is coming September 28-October 1, 2023. Back with its lineup of completely FREE outdoor concerts, SHAMF adds a “restaurant night,” brings back the alley stage and continues to provide eclectic, joyful musical experiences for all.

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11th Annual Southamptonfest

Friday, September 29th, 2023 – Sunday, October 1st, 2023

Southampton, NY

Southamptonfest is back in its 11th year, drawing attendees from all over New York and featuring a weekend of arts & crafts, live entertainment, amusements, shopping, pumpkins, and the popular chowder contest — plus a whole lot more.

Fun for the whole family!

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East Hampton Historical Society’s Fall Festival

Saturday, September 30th
10:00am – 2:00pm

Mulford Farm Museum
10 James Lane,
East Hampton Village

East Hampton is set to mark its 375th anniversary with a History Festival hosted at the iconic Mulford Farm Historic site. On Saturday, September 30, from 10 am to 2 pm, the community is invited to join in this celebration, free of charge. The festival promises a captivating array of activities presented by over a dozen historical organizations spanning from Wainscott to Montauk.

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Bob Ross Paint Night In East Hampton

Saturday, September 30th
3:00pm – 5:30pm

Springs Community Presbyterian Church,
5 of Stone Highway,
East Hampton, NY

Paint like Bob Ross in a day.

No prior experience required. This is a step-by-step process.

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Oktoberfest In The Park

Saturday, September 30th
3:00pm – 9:00pm

40 Peconic Ave,
Riverhead, NY

Don your dirndl and lace up your lederhosen for the 2nd Annual Oktoberfest and Reflextions illumination event! Live entertainment, contests, German Style food from Seaside Grill and beer from our local craft breweries.

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East End Dead Poets Society

Saturday, September 30th
3:00pm – 5:00pm

127 Squaw Road,
East Hampton, NY 11937

Enjoy a celebration of East End Poetry with our panelists of acclaimed poets Grace Schulman, Philip Schultz, Kathryn Levy, and Julie Sheehan as they read and discuss the history of the local poets who have influenced their work. 

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World Premiere of Love…Reconsidered

Saturday, September 30th, 
7:00pm – 9:00pm

Westhampton Beach Performing Arts Center
76 Main St,
Westhampton Beach, NY

Love…Reconsidered, produced by local business owner, Arielle Haller Silverstone co-owner of Le Closet in Southampton will have their world premiere at the Westhampton Beach Performing Arts Center on Saturday, September 30 at 7 p.m. Based on a true story, Love…Reconsidered tells the story of Ruby: a thirty, flirty (but definitely not thriving) New Yorker whose life is suddenly transported to the Hamptons after meeting with a wealthy consignment owner.

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6th Annual Ride & Wine 

Saturday, September 30th
8:00am – 3:00pm

Molly Channing’s Sculpture Garden,
Adjacent to Channing Daughters Winery in Bridgehampton

The Hamptons Ride & Wine offers the perfect East End day. Cyclists choose either a 10 or 30 mile ride throughout the Hamptons that takes them along our beaches and through our quaint villages. The ride begins and ends at the stunning private Channing Sculpture Garden adjacent to the Channing Daughters Winery. Following the ride, cyclists will join i-tri for a wine-tasting and buffet lunch in the gardens at Molly Channing’s private home.

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