50th Annual Hampton Classic Horse Show
When: Sun, August 24th – Sun August 31st, 2025
8am – 5pm
Where: 240 Snake Hollow Road Bridgehampton, NY 11932
The Hampton Classic is one of the largest outdoor horse shows in the United States, a premier destination for horse people, and a much-anticipated stop on the summer tour for competitors.
Apollo in the Hamptons
When: Friday, August 22nd, 2025
6pm
Where: Si Si, 295 Three Mile Harbor Hog Creek Road East Hampton, NY
Experience the essence of the legendary Apollo Theater with DJ Cassidy, Doug E. Fresh and more!
50th Anniversary of JAWS Celebration in Montauk
When: Sunday, August 24th, 2025
12pm – 7pm
Where: Shark Bar Montauk, 2167 Montauk Hwy, Montauk, NY
Join Molly Scheider, whose father famously portrayed Chief Brody, for a screening of the cult classic, a live performance with her band, and a meet and greet! Themed signature cocktails paired with complimentary shark-inspired merch from Amante will be available, and proceeds from the celebration will benefit Hayground School, honoring Roy Scheider’s legacy as a founding member.
Chelsea Handler at WHBPAC
When: Friday, August 22nd, 2025
8pm
Where: WHBPAC, 76 Main Street, Westhampton Beach, NY
A WHBPAC favorite Chelsea Handler return to Westhampton Beach for a night of comedy!
The Knocks at Surf Lodge
When: Saturday, August 23rd, 2025
4pm
Where: The Surf Lodge 183 Edgemere St, Montauk, NY
The Knocks bring their signature groove to the Hamptons!
Generation S.O.S’s Live From Water Mill Fundraiser
When: Sunday, August 24th, 2025
5pm – 8pm
Where: Water Mill, NY
Generation S.O.S’s annual summer fundraiser featuring a live interview with award-winning actor Jason Biggs, a performance by singer-songwriter and Generation S.O.S speaker Luke K, and will be MCed by actress, model, and TV host Sophie Sumner.
Mykonos Nights at Calissa
When: Friday, August 22nd, 2025
10pm
Where: Calissa, 1020 Montauk Hwy, Water Mill, NY
Revel in the last few weekends of summer at Calissa’s signature Mykonos nights featuring DJs, drinks, and a good time!
Bark Jacobs by Marc Jacobs at The HUB
When: Saturday, August 23rd, 2025
11am – 7pm
Where: The HUB 2183 Montauk Highway Bridgehampton, NY 11932
A truly one-of-a-kind shopping experience! With any Marc Jacobs purchase, shoppers can have their dog’s portrait, initials, or any other customized graphic hand-painted on their bag, wallet, or charm!
Wags & Walks’ Party Cruise
When: Sunday, August 24th, 2025
3pm – 5pm
Where: Easy Breeze Cruises, 462 W Lake Dr, Montauk, NY
Enjoy stunning views of Montauk with a drink in hand! Meet adorable adoptable pups before departure.
The Fifth Annual Celebrating Creatives of Color
When: Saturday, August 23rd, 2025
11am – 5pm
Where: The Church, 48 Madison Street, Sag Harbor, NY
The event will showcase creative artists and authors of color from Sag Harbor and beyond, and provides an opportunity for artists and authors to display their work and interact with other art enthusiasts and collectors. All artwork and books will be for sale.
