Top Hamptons Events This Weekend: Hampton Classic, Alexa Ray Joel, Donna McKechnie and More

From Grand Prix weekend at the Hampton Classic and Alexa Ray Joel at the Stephen Talkhouse to Broadway stars, dance, comedy and art, here are the top things to do in the Hamptons Aug. 27-30.

TOP 5 EVENT PICKS

Hampton Classic Horse Show 2026
Alexa Ray Joel at the Stephen Talkhouse
Donna McKechnie: A Musical Memoir
Roderick George/kNoname Artist: The Grave’s Tears
Dear Evan Hansen — Final Weekend

THE HAMPTON CLASSIC

Hampton Classic Horse Show 2026
Sunday, Aug. 23-Sunday, Aug. 30; gates open at 8 a.m. daily
$25 per carload
Hampton Classic Horse Show, Bridgehampton

It’s the final — and biggest — weekend of one of the signature events of the Hamptons. Five-star competition continues before the $400,000 Longines Hampton Classic 5* Grand Prix closes out the show Sunday (when the table setting and hat parade is at its finest). Saturday brings Kids Day, with pony rides, a petting zoo and more.

MUSIC

Alexa Ray Joel
Friday, Aug. 28, 7 p.m.
$109.58-$130.57
The Stephen Talkhouse, Amagansett
Website: The Stephen Talkhouse

Alexa Ray Joel returns to the Talkhouse for a hometown show, with Jeremy Elliot opening. The singer-songwriter told Spark Hamptons earlier this summer to expect an eclectic set featuring new music, torch songs and, yes, something from dad Billy Joel. Her five-song EP, Tales From a Winding Tower, is due this fall.

ENTERTAINMENT & THEATER

Hamptons Summer Songbook: A Musical Memoir With Donna McKechnie
Saturday, Aug. 29, 7:30 p.m.
$84.62-$249.25
LTV Studios, Wainscott
Website: LTV Studios

Broadway royalty comes to the Hamptons. Tony Award winner Donna McKechnie, who originated the role of Cassie in A Chorus Line, brings songs and stories from a remarkable career working with Stephen Sondheim, Bob Fosse, Gwen Verdon, Michael Bennett, Marvin Hamlisch and more.

Dear Evan Hansen — Final Weekend
Thursday, Aug. 27, 7 p.m.; Friday, Aug. 28, 8 p.m.; Saturday, Aug. 29, 2 and 7 p.m.
$79-$159
Bay Street Theater, Sag Harbor
Website: Bay Street Theater

Last chance. Bay Street’s production of the Tony Award-winning musical Dear Evan Hansen closes Saturday after its summer run in Sag Harbor. Directed by Bay Street Artistic Director Scott Schwartz, the intimate production brings audiences up close to the story and the contemporary pop score by Benj Pasek and Justin Paul.

DANCE

Roderick George/kNoname Artist: The Grave’s Tears
Friday, Aug. 28, 8 p.m.
Guild Hall, East Hampton

Seven male dancers take the stage in choreographer Roderick George’s The Grave’s Tears, exploring grief, resistance, intimacy and survival through movement. Drawing on the liberatory spirit of the disco era, the work looks at queer community, chosen family and collective care against the legacy of the HIV/AIDS epidemic.

Privet Parts and Blooms
Thursday, Aug. 27, 6-8 p.m.
$150-$500
The Madoo Conservancy, Sagaponack

Dance moves into the garden as acclaimed choreographer and performer Jodi Melnick presents a work created especially for Madoo. The ensemble includes New York City Ballet principals Sara Mearns and Taylor Stanley in a performance exploring memory, gesture, individuality and connection.

COMEDY

Irene Bremis at Sticks and Stones Comedy Club – Southampton
Saturday, Aug. 29, 8 p.m.
$35-$100
Sticks and Stones Comedy Club at Southampton Cultural Center, Southampton

Comedian, writer and actress Irene Bremis, co-host of The Woo Woo with Rachel Dratch, takes over the MainStage for a Saturday night of stand-up. Her comedy special Sweetie, presented and executive produced by Dratch, is now streaming on Amazon and Apple TV.

Zoltan Kaszas: WORLDWIDE(ish) Tour
Sunday, Aug. 30, 8 p.m.
$55-$81
Westhampton Beach Performing Arts Center, Westhampton Beach
Website: WHBPAC

Award-winning comedian Zoltan Kaszas brings his sharp observational comedy to Westhampton Beach. Known for turning everyday life — and especially cats — into material, Kaszas has racked up millions of views online while building a following through his stand-up specials and national tours.

ART

Rebecca Moses: The Art of Observation
Friday, Aug. 28, 5-6:30 p.m.
Southampton Arts Center, Southampton

Artist and fashion designer Rebecca Moses sits down with Ralph Pucci and Stefano Tonchi for a conversation spanning art, fashion, design, storytelling and a creative life that keeps moving forward.

Clintel Steed & Peter McGough: The Memory of Light
Through Tuesday, Sept. 1
Keyes Art, Sag Harbor

Last chance to see Peter McGough and Clintel Steed together at Keyes Art. The two artists draw on art history as raw material, filtering inherited imagery and narratives through their own experiences and distinct approaches to painting and drawing.

A Moment of Our Time: A Shinnecock Response to America 250 — Opening Reception
Sunday, Aug. 30, 5-8 p.m.
Free; RSVP required
Ma’s House, Southampton

Ma’s House opens a group exhibition bringing together Shinnecock artists to reflect on the 250th anniversary of the United States from a distinctly Shinnecock perspective. The exhibition considers land, colonization, military service, cultural survival, family memory, sovereignty and the continuing effects of American history on Shinnecock life.

2nd Annual Art Affair
Saturday, Aug. 29, 10 a.m.-6 p.m.; Sunday, Aug. 30, 10 a.m.-5 p.m.
Free
Herrick Park, East Hampton

Herrick Park becomes an open-air gallery for the weekend as the Art Affair returns to East Hampton, bringing artists and exhibitors to the heart of the village for the final weekend of August.

FOOD & CONVERSATION

Stirring the Pot: Florence Fabricant — Salty, Not Sweet
Sunday, Aug. 30, 11 a.m.
Guild Hall, East Hampton
Website: Guild Hall

This time, longtime New York Times food writer Florence Fabricant is the one answering the questions. New York Times writer James Barron interviews Fabricant about her forthcoming memoir, Salty, Not Sweet: A Life in the Food World, and a career spent chronicling the evolution of restaurants and food culture.

NORTH FORK

Southold American Legion Car Show
Sunday, Aug. 30, 10 a.m.-3 p.m.
Free for spectators; $20 for exhibitors
Southold American Legion, Southold

Start your engines. Antiques, hot rods, sports cars, motorcycles and more roll into Southold for the 12th annual show, with live music by the New York Vendettas, food, a raffle and more. Donations support the American Legion Post’s veterans initiatives.

Angela LaGreca

Editor, Co-Founder/Publisher

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 .