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Events & Entertainment

Things to Do in the Hamptons This Week, February 22-26, 2026

By Rebekah Yahoves
7 minute 02/19/2026 Share
Sing your heart out at Friday night karaoke.
Sing your heart out at Friday night karaoke.

Get out in the Hamptons to enjoy exciting live shows, outdoor adventures, art exhibitions, workshops and more this week and beyond, February 22-26, 2026.

HAMPTONS LIVE SHOWS

 

Candlelight Fridays Live Music–Tom Wardle

Friday, February 20, 4 p.m.

Enjoy the sounds of singer/songwriter Tom Wardle while checking out specialty cocktails, new wine and cider releases, and seasonal pairings in the cozy Tasting Room at Wolffer Estates! Reservations are highly recommended.

139 Sagg Road, Sagaponack. 631-537-5106, wolffer.com/pages

Friday Night Karaoke

Friday, February 20, 9 p.m.

Sing your heart out at the Lanes Winter Lounge at the Clubhouse! $20 an hour lanes and food and drink specials will be available.

174 Daniels Hole Road, East Hampton. 631-537-2695, clubhousehamptons.com

National Theatre Live: A Streetcar Named Desire

Saturday, February 21, 7 p.m.

Don’t miss this acclaimed production filmed live during a sold-out run at the Young Vic Theatre in 2014! The production of the Tennessee Williams film stars Gillian Anderson, Vanessa Kirby, and Ben Foster. Tickets are $20.

158 Main Street, East Hampton. 631-324-0806, guildhall.org

All Star Comedy

Saturday, February 21, 8 p.m.

Get your giggles on with world-class comedy at the Bay Street Theater, featuring performers Ben DeMarco, Remy Kassimir, and Ken Krantz. Tickets are $44-$56.

1 Long Wharf, Sag Harbor. 631-725-9500, baystreet.org

Lou Dog–Sublime Tribute Band

Saturday, February 21, 10 p.m.

Sing along to your favorite Sublime songs with this energetic tribute band at the Stephen Talkhouse! Tickets are $23.

161 Main Street, East Hampton. 631-267-3117, stephentalkhouse.com

90’s at 9

Saturday, February 21, 9 p.m.

Enjoy a DJ spinning your favorite ‘90s hits in The Lanes Winter Lounge at The Clubhouse! Bowling and bites will be available.

174 Daniels Hole Road, East Hampton. 631-537-2695, clubhousehamptons.com

Pride Film Series: Carol

Sunday, February 22, 4 p.m.

Don’t miss this movie about an aspiring photographer and an older woman in the 1950s in New York at the Bay Street Theater.

1 Long Wharf, Sag Harbor. 631-725-9500,baystreet.org

 

OUTDOOR ACTIVITIES

Birding For Beginners

Saturday, February 21, 10:30 a.m.

Walk around SOFO’s fields with docents Cindy and Dave while you learn about identifying birds like the Blue Jay, chickadee, and red-tailed hawk. No prior experience is required, and you can bring your own binoculars. The program is free, but advanced registration is required.

377 Bridgehampton/Sag Harbor Turnpike, Bridgehampton. 631-599-239, sofo.org

Hike Through History: Family Program

Saturday, February 21, 10:30 a.m.

Head to Montauk Point State Park to learn about Long Island’s role in Revolutionary history and the role of local sites. Registration is required via Eventbrite.

2000 Montauk Highway, Montauk. parks.ny.gov

Igloo Sessions at Baker House 1650

Enjoy a cozy, heated igloo experience at Baker House 1650, featuring Bluetooth connectivity for your favorite tunes, board games, soft lighting, and a personal server. Reservations are recommended.

181 Main Street, East Hampton. 631-324-4081, bakerhouse1650.com

ENRICHING PROGRAMS

Express Yourself: Collage Workshop

Friday, February 20, 2 p.m.

Whether you’re a beginner or an experienced collage artist, learn to explore self-expression through images, texture, and layering using magazines, found items, and mixed media! Registration is recommended.

25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org

Dubai Chocolate Brownies

Saturday, February 21, 12 p.m.

Make delicious Dubai Chocolate Brownies with A. Mano Baking Company at the Westhampton Free Library! Registration and a $20 fee are required. Tastings are included.

7 Library Ave, Westhampton Beach. 631-288-3335, westhamptonlibrary.net

The Joy of Improv!

Monday, February 23, 7 p.m.

Don’t miss the first of seven Monday night classes in which you’ll learn to listen, react, and trust your instincts on stage! No experience is required. The class is appropriate for grown-ups ages 18 to 99.

1 Long Wharf, Sag Harbor. 631-725-9500, baystreet.org

A Hearty Start: Berry Good Breakfast Bake

Tuesday, February 24, 4 p.m.

Celebrate American Heart Month by learning to make a healthy Berry Good Breakfast Bake at the Westhampton Free Library! Registration and a $3 fee are required.

7 Library Ave, Westhampton Beach. 631-288-3335, westhamptonlibrary.net

Wine & Cheese Class: Italian Pairings

Thursday, February 26, 6 p.m.

Don’t miss four Italian wines paired with four artisan Italian cheeses at Wolffer Estates! Learn to pair like a pro. Tickets are $37.

139 Sagg Road, Sagaponack. 631-537-5106, wolffer.com/pages

Paint & Sip with Deborah Acquino

Thursday, February 26, 6:30 p.m.

Enjoy this hands-on workshop in which you’ll learn color mixing, enjoy drinks, and make new friends at the Southampton Arts Center! Tickets are $35 and $30 for members.

25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org

Long Island Wine Showcase at Cowfish

Thursday, February 26, 6:30 p.m.

Enjoy tastings from vineyards such as Bedell, Palmer, Macari, Raphael, Borghese, and Sparkling Pointe, along with a continuous flow of passed bites and Cowfish favorites! There will also be live acoustic music from Paris Ray. Tickets are $75.

258 E. Montauk Highway, Hampton Bays. 631-734-3537, bedellcellars.com

ART EXHIBITIONS

The Art of Jack Fargasso

Through March 7

Don’t miss this exhibit celebrating the career of artist, illustrator, and educator Jack Fargasso at the Bridgehampton Museum! Book cover art, drawings, and paintings will be part of the collection. A reception will be held on Saturday, February 21, at 4 p.m.

2539 Montauk Highway, Bridgehampton. 631-537-1088, bridgehamptonmuseum.org

Liberty Labs: A Decade of Design

On View Through April 19

Celebrate the 10th anniversary of the Liberty Labs Foundation at Guild Hall, where you’ll enjoy this exciting exhibition blending art, music, design, and social interaction.

158 Main Street, East Hampton. 631-324-0806, guildhall.org

Jason Bard Yarmosky: Time Has Many Faces

Don’t miss paintings and portraits focusing on themes like aging, time, and memory at Guild Hall! The Gallery is open every Thursday-Sunday from 12 to 5 p.m.

158 Main Street, East Hampton. 631-324-0806, guildhall.org

First Light: Celebrating the Student Artists of Southampton

Through May 3

Enjoy this student art exhibition celebrating creativity, curiosity, and artistic voices at the Southampton Arts Center! A Community Reception will take place on Saturday, February 7, at 4 p.m., and a Family Opening Reception will be on Wednesday, February 11, at 4 p.m.

25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org

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

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