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Top Hamptons and North Fork Events This Week: Sept. 24-Oct. 1
Sag Harbor and Greenport festivals, live music, comedy, art, benefits, film and fall fun top the week’s best things to do on the East End.
Fall is officially here, but the East End calendar isn’t slowing down. This week brings the Sag Harbor American Music Festival and Greenport Maritime Festival, The Smithereens with Marshall Crenshaw, Inda Eaton at the Stephen Talkhouse, comedy at Guild Hall and Bay Street Theater, art openings, benefits and a Harvest Moon hike. From the Hamptons to the North Fork, here are Spark’s picks for where to go and what to do Sept. 24-Oct. 1.
[*Note: The Greenport Maritime Festival has been postponed to Oct. 16-18.]
Thursday, Sept. 24, 11 a.m.-8 p.m.
Foursome, $7,500; single player, $2,000; cocktail guest, $250
Maidstone Club, East Hampton
Golf benefit for SAC at the Maidstone Club
Southampton Arts Center heads to one of the Hamptons’ most storied courses for its fall golf benefit, with lunch, a shotgun start on the West Course and an evening cocktail party. Proceeds support SAC and its arts programming.
Friday, Sept. 25, 4 p.m.; Saturday, Sept. 26, 2 p.m.
Remsenburg Academy, Remsenburg
Remsenburg Art Show for History’s Sake
The Greater Westhampton Historical Museum and Remsenburg Association team up for a two-day art show and sale. Friday brings a champagne preview with hors d’oeuvres, followed by Saturday’s main sale. Proceeds benefit the museum.
Saturday, Sept. 26, 9 a.m.
141 Narrow Lane, Southampton
Massapequa Bicycle Club Tour of the Hamptons
The Massapequa Park Bicycle Club’s annual charity ride sends cyclists along 25-, 53-, 70- and 105-mile routes through Southampton, Sagaponack, Wainscott, East Hampton, Amagansett and Montauk. Proceeds support local charities, scholarships and philanthropic programs.
Monday, Sept. 28, 11 a.m.-6 p.m.; 12:30 p.m. shotgun start
Gardiner’s Bay Country Club, Shelter Island Heights
Project Most golf tournament at Shelter Island
The fifth annual Community Cup Golf Tournament benefits Project MOST and East End Lacrosse Club, bringing golfers to Gardiner’s Bay Country Club for a day on the course supporting two East End organizations.
Springs-based Americana singer-songwriter and longtime East End favorite Inda Eaton returns to the Talkhouse with her blend of heartland rock, folk, country and storytelling. Across eight albums and more than two decades of touring, Eaton has opened for artists including John Hiatt, Blues Traveler, Earl Scruggs, Hootie & the Blowfish and LeAnn Rimes, building a loyal following both on the East End and around the country.
Thursday, Sept. 24-Sunday, Sept. 27
Free outdoor performances; ticketed headliner Friday
Throughout Sag Harbor
Sag Harbor American Music Festival, Sag Harbor
For four days, the village becomes the venue as the Sag Harbor American Music Festival fills stages and outdoor spaces around Sag Harbor with music spanning soul, jazz, blues, folk, rock, pop, Latin and more. This year’s ticketed headliner is two-time Grammy-nominated singer-songwriter, guitarist and composer Raul Midón, performing Friday, Sept. 25, at 8 p.m. at Bay Street Theater. Midón’s genre-crossing career has included collaborations with Bill Withers, Herbie Hancock, Terence Blanchard and Spike Lee.
Friday, Sept. 25, 8 p.m.
$70-$185
Stephen Talkhouse, Amagansett
Joshua Radin at the Stephen Talkhouse
Singer-songwriter Joshua Radin brings his melodic folk-pop to the Talkhouse for a special performance benefiting North Shore Animal League America. Radin’s catalog includes the gold-certified “I’d Rather Be With You,” and his music has appeared extensively in film and television.
Thursday, Sept. 24-Sunday, Sept. 27; exhibition continues through Oct. 4
Free
Water Mill Museum, Water Mill
Susan Zises, Botanicals
Works by Deborah Acquino, Louise Peabody, Marilyn Stevenson and Susan Zises explore imagined worlds through different styles and mediums. An opening reception with the artists takes place Saturday, Sept. 26, from 4-6 p.m.
The Gallery at Quogue Library hosts an opening reception for Leslie Bridgeman Cimei’s exhibition of paintings exploring light across wetlands and the water’s edge. The exhibition remains on view through Nov. 12.
Sunday, Sept. 27, 4 p.m.
Bay Street Theater, Sag Harbor
“The Birdcage” screening at Hamptons Pride Film series, Sept. 27, 2026 at Bay Street Theater
Bay Street marks the 30th anniversary of the Robin Williams-Nathan Lane comedy with a screening as part of its Hamptons Pride Film Series. Audience members are invited to embrace a floral ’90s Miami dress theme, with a “We Are Family” singalong to follow.
Saturday, Sept. 26, 10 a.m.-noon
$5 per member child; $30 per nonmember child
Children’s Museum of the East End, Bridgehampton
Big Truck Day at CMEE, Bridgehampton
One of CMEE’s favorite annual traditions lets children ages 2-10 climb aboard and explore the trucks and heavy equipment they see on East End roads. Advance registration is encouraged.
Friends of the Long Pond Greenbelt and the South Fork Natural History Museum lead a leisurely one-hour hike through open-field trails under the Harvest Moon. Meet at the SOFO Museum parking lot.
Friday, Sept. 25, 5-9 p.m.
VIP, $75; general admission, $20
Unitarian Universalists of Southold, Southold
The annual auction combines silent and live bidding with food, drinks and music. VIP admission begins at 5 p.m. with cocktails, hors d’oeuvres and an early look at auction items; general admission begins at 6:30 p.m., followed by the live auction at 7:30.
Festival
[*Note: The Greenport Maritime Festival has been postponed to Oct. 16-18.]
One of the North Fork’s signature fall weekends returns with maritime traditions, artisan vendors, food, live music, demonstrations, family activities and waterfront events throughout Greenport.
Sunday, Sept. 27; wine bar at 6 p.m., concert seating at 7 p.m.
Bedell Cellars, Cutchogue
Candlelight concert with Lumos, tribute to ABBA at Bedell Cellars, Cutchogue
A candlelight string quartet performs the music of ABBA at Bedell Cellars, with the winery’s wine bar opening before the performance.
Peconic Land Trust hosts an early-evening nature paddle timed for sunset at Broad Cove Preserve, offering a different way to take in the North Fork landscape and wildlife.
Master beekeeper and entomologist Chris Kelly of Promise Land Apiaries demonstrates the honey-harvesting process and offers an up-close look at the life of honeybees. The family-friendly program has limited space and registration is required.
Angela LaGreca, Editor-in-chief and co-Founder/Publisher of Spark Hamptons, is a four-time Emmy Award-winning journalist, producer, writer and comedian/host. Her TV credits include NBC’s “Today,” ABC’s “The View,” and, most recently, the primetime cable news program “Cuomo” on NewsNation. On the East End, she was the Creative Director at LTV, VP Features/Events/Photo Editor at Dan’s Papers, and has performed at Guild Hall, Bay Street Theater and the WHBPAC. Her publishing career began at Modern Photography, where she was managing editor. LaGreca lives in Manhattan and East Hampton and can be reached at angelatvmedia@gmail.com and angela@sparkhamptons.com
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