Top Hamptons Event Picks This Week: Aug. 20-27, 2026

From the opening of the Hampton Classic and Broadway powerhouse Megan Hilty to art openings, comedy, live music and some of the biggest names hitting Hamptons stages, here’s what’s making sparks on this week’s calendar. Don’t miss these outstanding performers, artists and notable talks — lots of spark makers hitting the Hamptons this week!

Editor’s Top 5 Picks

Hampton Classic Horse Show 2026 i Bridgehampton

Megan Hilty at WHBPAC

Summer Fest Gala at Southampton Arts Center

The 24 Hour Plays at Guild Hall in East Hampton

Rewritten Histories: Peter McGough and Clintel Steed at Keyes Gallery in Sag Harbor


THE HAMPTON CLASSIC

Hampton Classic Horse Show 2026

Sunday, Aug. 23-Sunday, Aug. 30
Gates open at 8 a.m. daily
Hampton Classic Horse Show, 240 Snake Hollow Road, Bridgehampton
General admission: $25 per carload; free Monday

Photo courtesy of Hampton Classic Horse Show/Kind Media LLC

One of the signature events of the Hamptons summer kicks off Sunday with Opening Day and Local Day, including the beloved Leadline for young riders and the $30,000 1.40m Jumper Challenge. The week builds with Animal Adoption Day Monday, the $40,000 National Grand Prix Wednesday and the start of international FEI competition Thursday. Five-star competition continues through the weekend before the $400,000 Longines Hampton Classic 5* Grand Prix closes out the show Sunday, Aug. 30.

See more details/info on the Hampton Classic 2026 in our feature story, here.


TALKS + CONVERSATIONS

Michael J. Norton Book Signing and Conversation

Thursday, Aug. 20, 5:30-7 p.m.
WAVE Social Wellness

Michael J. Norton at Authors Night, Aug. 8, 2026. Photo courtesy of Michael J. Norton

Meet author Michael J. Norton for a signing and conversation about his book, The S@#t I Learned at Yoga. Norton will greet readers and talk about the lessons — expected and otherwise — behind the book.

Read Michael J. Norton’s essay for Spark Hamptons, The S@#t I’ve Heard in the Hamptons, here.

Don’t Be Scared That It’s Queer or Poetry: J Brooke

Thursday, Aug. 20, 5-6 p.m.
Nathaniel Rogers House, Bridgehampton
Free

Poems by J Brooke

Author J Brooke discusses the bestselling poetry collection I Can Tell You the Version That Will Make You Take My Side with Almond co-founder Eric Lemonides. The conversation explores Brooke’s experience as a queer, trans and nonbinary person — with humor firmly in the mix.

Tory Burch in Conversation

Sunday, Aug. 23, 4 p.m.
Southampton Playhouse
Sold out; waitlist available

Tory Burch at Southampton Playhouse

Designer and entrepreneur Tory Burch joins moderator Perri Peltz for an intimate conversation about building her global fashion company, the work of the Tory Burch Foundation and what she sees ahead for the fashion industry.

Read our story about the Southampton Playhouse Parlour Series here.

Neil deGrasse Tyson: StarTalk Live!

Neil de Grasse Tyson, Star Talk, at Guild Hall

Sunday, Aug. 23, 7 p.m.
Guild Hall, East Hampton
Sold out; waitlist available

Astrophysicist Neil deGrasse Tyson brings StarTalk Live! to East Hampton, mixing science, comedy and some of the universe’s biggest questions with a panel of experts and comedians.

Hamptons Institute: America in the World as We Celebrate 250 Years 

Monday, Aug. 24, 7 p.m.
Guild Hall, East Hampton
Sold out; waitlist available

Hillary Rodham Clinton. Photo: Carl Timpone/BFA

Former Secretary of State Hillary Rodham Clinton joins Council on Foreign Relations President Michael Froman for a wide-ranging conversation on diplomacy, war and peace, shifting alliances and America’s place in a changing world. Presented by Guild Hall and The Common Good.


FUNDRAISERS + PHILANTHROPY

Southampton Arts Center SummerFest Gala

Saturday, Aug. 22, 6 p.m.
Southampton Arts Center, 25 Jobs Lane, Southampton

Summerfest gala at Southampton Arts Center

Southampton Arts Center’s annual SummerFest Gala returns to its Jobs Lane grounds for an evening of dinner and music benefiting SAC’s year-round arts and cultural programming. This year’s gala honors John Paulson and Alina de Almeida with the 2026 Champions of the Arts Award, recognizing their contributions to the arts. Proceeds support Southampton Arts Center and its programming.

The Art of Possibility: The HUB x Artistic Dreams Fundraiser

Thursday, Aug. 20, 6-8 p.m.
The HUB, Bridgehampton
Free with RSVP

Artistic Dreams International marks 15 years of providing visual arts education to children and young people with an evening of cocktails, hors d’oeuvres, a silent auction and stories of the organization’s impact, along with a look at its plans to expand programming on the East End.

NYC Second Chance Rescue’s 5th Annual Concert for a Cause

Friday, Aug. 21
Private estate, Bridgehampton

Concert for.a Cause to benefit Second Chance Rescue

Ashanti and Fabolous headline NYC Second Chance Rescue’s fifth annual Concert for a Cause, with Celina Savage opening. Entrepreneur and philanthropist John Paul DeJoria will be honored at the benefit supporting the animal rescue organization.

26th Annual Box Art Auction to benefit East End Hospice

Saturday, Aug. 22, 4:30-7 p.m.
Hoie Hall at St. Luke’s Church, East Hampton
$100

Gabriele Raacke

More than 70 East End artists have transformed boxes into one-of-a-kind works of art for East End Hospice’s annual Box Art Auction. Tickets include wine and hors d’oeuvres, with proceeds benefiting the organization.

Kites for Kids 2026

Saturday, Aug. 22, 2-5 p.m.
Main Beach, East Hampton
** NOTE THIS EVENT HAS BEEN CANCELLED DUE TO WEATHER FORECAST. 


ART

First There Was Light

Friday, Aug. 21, 5-8 p.m.
The Gallery at Hans Van de Bovenkamp Studio, 93 Merchant Path, Sagaponack
Free

Paintings by Anahi DeCanio and Chris Lucore go on view amid the seven-acre grounds and sculpture gardens of Hans Van de Bovenkamp’s Sagaponack studio. Friday’s opening reception offers a chance to see the work in the setting where art is made.

Read our feature story on artist Anahi DeCanio and why creativity matters, here.

Rewritten Histories: Peter McGough and Clintel Steed

Saturday, Aug. 22, 6-8 p.m.
Keyes Art, 45 Main St., Sag Harbor
Free

Clintel Steed Untitled [Embracing Yellow and Brown Loon on Lap]
Peter McGough Reflections on the Self, 2025

Keyes Art presents a two-person exhibition pairing Peter McGough and Clintel Steed, two artists who draw on art history while filtering familiar imagery and narratives through their own experiences and perspectives.

Presence: The Photography Collection of Judy Glickman Lauder

Through the season
Southampton Arts Center, Southampton

Normal Seef/Robert Mapplethorpe and Patti Smith, 1969. Presence: The Photography Collection of Judy Glickman Lauder is co-organized by the Portland
Museum of Art, Maine, and the American Federation of Arts. This exhibition is generously supported by an anonymous donor with additional support by Ellen and Robert Grimes. AFA exhibitions are made possible by the generosity of Monique Schoen Warshaw. The exhibition is curated by Anjuli Lebowitz, PhD, Judy Glickman Lauder Curator of Photography, Portland Museum of Art.

Approximately 100 photographs by more than 50 artists explore portraiture, landscape, photojournalism and city life through the collection of photographer and humanitarian Judy Glickman Lauder. Artists represented include Diane Arbus, Richard Avedon, Gordon Parks, Imogen Cunningham and James Van Der Zee.

Read our feature on Judy Lauder’s Photography Collection at the Southampton Arts Center, here.


MUSIC + PERFORMANCE

The 24 Hour Plays

Friday, Aug. 21, 8 p.m.
Guild Hall, East Hampton

David Burtka. 24 Hour Plays at Guild Hall.

Neil Patrick Harris is among the directors as The 24 Hour Plays brings its theatrical pressure cooker to East Hampton: writers, directors and actors have just 24 hours to create, rehearse and perform brand-new plays. The Guild Hall edition features actors Tovah Feldshuh, David Burtka, Howard McGillin, Lois Robbins, Ronald Guttman, Sophie Sumner and James Wilkie Broderick, with playwrights Amanda Green, Josh Koenigsberg, Sofia Alvarez and Ron Carlivati. Pippin Parker, Thomas Caruso and Jennifer Holmes also direct, with additional cast members to be announced.

Rachel Lee Priday Alumni Recital

Friday, Aug. 21, 7 p.m.
The Perlman Music Program, Shelter Island Heights
$35

Violinist Rachel Lee Priday and pianist Kevin Ahfat perform works by Schubert, Strauss and Stravinsky as part of The Perlman Music Program’s alumni recital series.

Megan Hilty

Saturday, Aug. 22, 8 p.m.
Westhampton Beach Performing Arts Center
$110-$150

Megan Hilty at WHBPAC, Aug. 22, 2026

Broadway powerhouse Megan Hilty heads east. Best known for Smash and her star turns in Wicked and 9 to 5: The Musical, Hilty most recently earned a Tony nomination for Death Becomes Her.

THEATER

Dear Evan Hansen

Through Saturday, Aug. 29
Bay Street Theater, Sag Harbor
Recommended for ages 12 and older

Cast of Evan Hansen at Bay Street Theater: Maya Days, Erik Houck, Josh Toyt, Kenny Lee, Amaya White, Gil Brady, Olivia Foght, Heather Ayers. Photo by Lenny Stucker

The Tony Award-winning Dear Evan Hansen continues its run at Bay Street Theater in an intimate new production directed by Artistic Director Scott Schwartz. With a book by Steven Levenson and music and lyrics by Benj Pasek and Justin Paul, the musical follows a high school student whose private letter is mistakenly believed to be the final message of a classmate, setting off consequences for two families and an entire community. Kenny Lee stars as Evan Hansen, alongside Maya Days, Olivia Foght, Erik Houck, Heather Ayers, Gil Brady, Josh Hoyt and Amaya White. A Talkback Tuesday follows the Aug. 25 performance with members of the cast and creative team.

Whatever Lola Wants: The American Musical Theater Landscape

Saturday, Aug. 22, 6 p.m.
The Church, Sag Harbor
$25-$35

Whateer Lola Wants at The Church, Sag Harbor

Lola Lama and the band Whatever Lola Wants take audiences through the American musical theater landscape, pairing classic show tunes with the stories behind them in a performance created in response to The Church’s summer exhibition, This Land: Considering the American Landscape.

A Special Evening With Nancy Atlas & Inda Eaton

Saturday, Aug. 22, 7:30 p.m.
Montauk Playhouse
$50

Inda Eaton, Nancy Atlas at The Montauk Playhouse, Aug. 22, 2026

Two longtime East End singer-songwriters share the stage at the Montauk Playhouse for an evening of original music, harmonies and storytelling. Tickets include beer, wine and soft drinks.

Website: Montauk Playhouse

G.E. Smith’s Portraits: Patty Smyth & John McEnroe

Saturday, Aug. 22, 8 p.m.
Guild Hall, East Hampton

G.E. Smith at Guild Hall with Patti Smyth, John McEnroe

G.E. Smith returns to Guild Hall with rocker Patty Smyth and tennis legend — and serious rock fan — John McEnroe for a night combining live music and stories from on and off the stage.

Website: Guild Hall

Hey, Old Friend! A Cabaret Jubilee

Saturday, Aug. 22, 7:30 p.m.
LTV Studios, Wainscott
$85-$250

Stephanie Pope, Mark Nadler

KT Sullivan and Mark Nadler return to the Hamptons Summer Songbook by the Sea, joined by Christine Pedi and Stephanie Pope for a celebration of cabaret and the American Songbook.

What’s Cooking? With Pamela Morgan

Sunday, Aug. 23, 7:30 p.m.
LTV Studios, Wainscott
$208.10-$413.89

Pamela Morgan mixes cabaret, storytelling, dance and a little kitchen magic in an evening directed by Mark Nadler. Expect Broadway favorites, tales from Morgan’s life and career — and, yes, cake. Tickets include a catered after-party and drinks.

Read our story on LTV’s 2026 Summer Songbook Cabaret Series here.


COMEDY

Olga Namer

Saturday, Aug. 22, 8 p.m.
Sticks & Stones Comedy Club at Southampton Cultural Center
$35-$100

Olga Namer headlines at Sticks & Stones Comedy Club. Photo courtesy of Sticks & Stones Comedy Club

Brooklyn-born comic Olga Namer brings her sharply personal take on family, marriage, religion and life to Southampton. Namer performs regularly at New York comedy clubs and has toured with Chelsea Handler.


STYLE + SHOP

The HUB Men’s Fashion Weekend

Friday, Aug. 21, 6-9 p.m.
The HUB, Bridgehampton
Free with RSVP

Sixteen designers and brands take over The HUB for an evening of menswear, resort style, accessories, eyewear and contemporary fashion, with presentations, cocktails, music and shopping. Admission is free, with donations encouraged for Hamptons Pride.

Website: The HUB

Wainscott Chapel Rummage Sale

Saturday, Aug. 22, 9 a.m.-2 p.m.
Wainscott Chapel, Wainscott
Free

Jimmy Fallon, Tonight Show host, helping the Wainscot Chapel Rummage Sale, 2018. Photo courtesy of Wainscott Chapel

A longtime Wainscott summer tradition returns with the Wainscott Sewing Society’s annual rummage sale. Hunt for vintage finds, household treasures and unexpected scores while supporting the chapel and the Sewing Society Scholarship Fund. And stick around until the end: Anything remaining after the sale hits the curb and is free to the public beginning at 2 p.m.

FILM

The Last Spy

Tuesday, Aug. 25, 5 p.m.
Southampton Arts Center, 25 Jobs Lane, Southampton

Southampton Arts Center screens The Last Spy, filmmaker Katharina Otto-Bernstein’s documentary tracing the extraordinary life of Peter Sichel, from Jewish refugee to OSS agent and CIA chief in Berlin, Washington and Hong Kong. Drawing on Sichel’s firsthand experiences, the film examines espionage, foreign intervention and great-power rivalry — and their relevance to today’s geopolitical landscape. The screening will be followed by a Q&A with two-time Emmy-nominated filmmaker Otto-Bernstein, moderated by Jeffrey Sharp, executive director of The Gotham Film & Media Institute. The host committee includes Keith and Ann Barish, Peter and Jamee Gregory, Simone and David Levinson, and Richard and Marcia Mishaan.

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 .