Things to Do in the Hamptons Labor Day Weekend, August 29-September 4, 2025

Get out in the Hamptons to enjoy exciting live shows, outdoor adventures, art exhibitions, workshops and more this Labor Day weekend and beyond, August 29-September 4, 2025.

HAMPTONS LIVE SHOWS

Hamptons Jazz Fest Presents Jane Ira Bloom Quartet
Friday, August 29, 6 p.m.

Enjoy the sounds of this stellar jazz quartet featuring piano, bass, saxophone, and percussion live at The Church in Sag Harbor! Tickets are $30 and $25 for members. Youths ages 8-18 are $15.
48 Madison Street, Sag Harbor. 631-919-5342, thechurchsagharbor.org

REEB (Real East End Brass)
Friday, August 29, 7:30 p.m.

Don’t miss the sounds of this ensemble of music educators playing New Orleans jazz and funk at LTV Studios! Tickets are $35 in advance and $40 at the door. VIP cocktail tickets are also available.
75 Industrial Road, Wainscott. 631-315-8818, ltveh.org

Carlita
Saturday, August 30, 4 p.m.

Don’t miss the eclectic sounds of this Turkish-Italian DJ live at The Surf Lodge! Deck tickets and GA Beach Access are available.
83 Edgemere Street, Montauk. 631-483-5045, thesurflodge.com

Sunset Music-Rum Punch Mafia
Saturday, August 30, 4 p.m.

Rock out to live reggae music at The Wine Stand at Wolffer Estate! You’ll enjoy a fine selection of wines and ciders, food in to-go tins, and lounge-style seating. Be sure to bring your blanket or chair!
139 Sagg Road, Sagaponack. 631-537-5106, wolffer.com

The Siesmatics
Saturday, August 30, 6 p.m.

Don’t miss this mix of classic and modern hits live at The New Beer Garden at The Clubhouse! There is no cover charge.
174 Daniels Hole Road, East Hampton. 631-537-2695, clubhousehamptons.com

That Motown Band
Saturday, August 30, 8 p.m.

Don’t miss hits made famous by acts like The Supremes, The Temptations, Marvin Gaye, Smokey Robinson, and more at the Westhampton Beach Performing Arts Center! Tickets begin at $64.
76 Main Street, Westhampton Beach. 631-288-1500, whbpac.org

Concert on the Great Lawn with Freddy Deboe
Sunday, August 31, 6 p.m.

Don’t miss the world-renowned saxophone sounds of Freddy Duboe following a DJ set by Evan Flow of the High and Mighty Brass Band at Canoe Place! Tickets are $45, and free for guests of the Inn and Cottage. Be sure to bring your blanket or chair.
239 E. Montauk Highway, Hampton Bays. 631-763-6300, canoeplace.com

I Can Dream, Can’t I?
Sunday, August 31, 7 p.m.

Enjoy Melissa Errico in concert singing Songs of Love, Longing, and Summertime. You’ll hear hits made famous by acts like Joni Mitchell, Duke Ellington, Cole Porter, and more.
25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org

Silent Disco Dance Party in the Garden
Sunday, August 31, 8 p.m.

Rock out to your favorite DJ Beats at Guild Hall! You’ll be given a choice of three channels. Tickets are $15, and refreshments will be available for purchase.
158 Main Street, East Hampton. 631-324-0608, guildhall.org

Bonnie & Clyde the Musical
Through August 31

Don’t miss the last weekend to check out this compelling musical about two small-town kids who craved adventure and became a notorious duo at The Bay Street Theater! The performance includes a score by Frank Wildhorn and Don Black.
1 Long Wharf, Sag Harbor. 631-725-9500, my.baystreet.org

Max Weinberg’s Jukebox
Monday, September 1, 8 p.m.

Don’t miss your favorite hits from The Beatles to Springsteen with Maxweinberg, the drummer recently returning from a tour with Bruce Springsteen.
161 Main Street, Amagansett. 631-267-3117, stephentalkhouse.com

HAMPTONS OUTDOOR ACTIVITIES

79th Annual Shinnecock Powwow
Friday-Monday, August 29-September 1

Enjoy native arts, crafts, food, dancers, drummers, and more on Labor Day weekend.
100 Montauk Highway, Southampton. shinnecock-nsn.gov/annual-powwow

Weekend Flow: Yoga on the Lawn  with Doza
Saturday, August 30, 10 a.m.

Enjoy yoga flow on the lawn with the instructors of Doza Yoga Studio at Canoe Place! Afterward, you’re welcome to enjoy brunch on the Terrace. Bring your own yoga mat.
239 E. Montauk Highway, Hampton Bays. 631-763-6300, canoeplace.com

Westhampton Beach Festival of the Arts
Saturday and Sunday, August 30 and 31

Enjoy an outdoor gallery featuring work from artists around the country in Westhampton Beach! Works include jewelry, painting, photography, glass, and more.
35 Main Street, Westhampton Beach. paragonfestivals.com/festival/westhampton-beach-festival-of-the-arts-3

Core Barre at the Winestand
Sunday, August 31, 9 a.m.

Enjoy this workout for your car in the elegant vineyards of Wolffer Estates! Reservations are required, and drop-in classes are $45.
3312 Montauk Highway, Sagaponack. 631-537-5106, wolffer.com

Hampton Classic
Through August 31

Round off the summer in style at the Hampton Classic,  one of the largest horse shows in the country, featuring the finest riders from around the world competing for over $800,000 in prize money. While you’re there, enjoy 80 on-site shops, lots of international food options, and daily activities in the kids’ area.
240 Snake Hollow Road, Bridgehampton. 631-537-3177, hamptonclassic.com

Backyard BBQ
Sunday, August 31, 5:30 p.m.

Enjoy all your favorite Kosher BBQ  with Chabad of the Hamptons! Purchase tickets individually or as a table of six.
13 Woods Lane, East Hampton. 631-329-5800, chabadofthehamptons.com

ENRICHING HAMPTONS PROGRAMS

Labor Day Weekend at Gurney’s
Friday-Monday, August 29-September 1

Bid the summer a fond farewell at Gurney’s, where you’ll enjoy bonfires, live music, fitness classes, movies, DJs, kids’ nights, and more!
290 Old Montauk Highway, Montauk. 631-668-2345, gurneysresorts.com

Hampton Vintage
Sunday, August 31, 10 a.m.

Don’t miss one-of-a-kind finds at the Amagansett American Legion Post 419 with Hampton Vintage! Find handmade treasures, vintage clothing, jewelry, and accessories. The events are free and open to the public.
15 Montauk Highway, Amagansett. hamptonvintage.com

Etched in Sound
Thursday, September 4, 2:30 p.m.

Enjoy a record listening club in which you’ll listen to an iconic vinyl album together. Share your thoughts and love of music!
52 Ponquogue Avenue, Hampton Bays. 631-728-6241, hamptonbayslibrary.org

HAMPTONS ART EXHIBITIONS

Southampton Artists’ Association 2025 Labor Day Exhibition
On view through September 7

Enjoy the works of local artists all weekend at the Southampton Cultural Center! An artists’ reception will be held on Saturday, August 30 at 4 p.m.
25 Pond Lane, Southampton. 631-287-4377, scc-arts.org

“Artists in Residence”
Through September 2025

Don’t miss this summer exhibition at The Clinton Academy featuring original work and artifacts from artists like Lee Krasner, Robert Dash, and Jackson Pollock. The exhibit is open daily from noon to 4 p.m.
151 Main Street East Hampton. easthamptonhistory.org

The Ark
On view through September 1

Don’t miss the last weekend of this exhibition at The Church, featuring animal sculptures by over 40 international artists. Sculpture installations will also be on view in the public garden. An opening reception will be held on Saturday, June 21, at 6:30 p.m.
48 Madison Street, Sag Harbor. 631-919-5342, thechurchsagharbor.org

Sean Scully: The AlBee Barn, Montauk
On view through September 21

Enjoy the works of minimalist artist Sean Scully, ranging from 1981 to 2024. A month spent painting in the Ablee Barn in Montauk in 1982 allowed him to produce multi-paneled works on scraps of wood, which has been the artist’s signature ever since. The exhibition includes over 70 works.
279 Montauk Highway, Water Mill. 631-283-2118, parrishart.org

Joel Mesler: Miles of Smiles
On view through October 26

View works curated and composed by Joel Mesler, an artist, collector, and former art dealer, at Guild Hall. He will be in and out of his “office” throughout the exhibition.
158 Main Street, East Hampton. 631-324-0608, guildhall.org

Alice Hope: True Value
On view through October 2024

Don’t miss this exhibit featuring geodic spheres built from True Value yardsticks at Longhouse Reserve! You can visit Longhouse Reserve on Wednesday-Sunday afternoons. Reservations are recommended.
133 Hands Creek Road, East Hampton. 631-329-3568, longhouse.org

Find more exciting Hamptons, North Fork and family events happening this weekend and beyond (or list your own event) at Events.DansPapers.com.