Things to Do in the Hamptons This Week, October 17-25, 2025

Get out in the Hamptons to enjoy exciting live shows, outdoor adventures, art exhibitions, workshops and more this week and beyond, October 17-25, 2025.
HAMPTONS LIVE SHOWS
The Innovators Talk Show
Friday, October 17, 5:30 p.m.
Enjoy this talk with Guild Hall’s director, Andrea Grover, in conversation with Malcom Carfrae, former Head of Communications at Calvin Klein and Ralph Lauren, and current founder of Carfrae Consulting. An additional special guest will be announced. Tickets are $20 and free for members.
158 Main Street, East Hampton. 631-324-0608, guildhall.org
Center Stage Presents – Bram Stoker’s Dracula: A Radio Play
Friday, October 17, 7 p.m.
Celebrate spooky season with the Southampton Art Center and Center Stage’s adaptation of this classic tale. The show will run through October 26.
25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org
Resevoir Dawgs
Friday, October 17, 10 p.m.
Rock out to the grunge, power-pop, R&B, and alternative jams of the ’90s with Resevoir Dawgs at the Stephen Talkhouse! Tickets are $15.
161 Main Street, Amagansett. 631-267-3117, stephentalkhouse.com
The Met–Live in HD-La Sonnambula
Saturday, October 18, 1 p.m.
Don’t miss this tale of love lost and found streamed live from the Met at Guild Hall! This performance features soprano Nadine Sierra. Tickets $27+.
158 Main Street, East Hampton. 631-324-0608, guildhall.org
The Joni Project
Saturday, October 18, 8 p.m.
Sing along to an evening of Joni Mitchell hits with a talented group of musicians who have performed with members of The Doors, The Grateful Dead, and The Band at The Bay Street Theater. Tickets start at $42.
1 Long Wharf, Sag Harbor. 631-725-9500, my.baystreet.org
Gypsy Angel Row
Saturday, October 18, 8 p.m.
Enjoy this rocking 9-piece band performing the best of Bruce Springsteen and the E-Street Band live at The Stephen Talkhouse! Tickets are $29.
161 Main Street, Amagansett. 631-267-3117, stephentalkhouse.com
Live Music with Dorsa
Sunday, October 19, 1 p.m.
Enjoy live music from Dorsa while sipping on your favorite reds and whites at Duck Walk Vineyards in Water Mill!
231 Montauk Highway, Water Mill. 631-765-3500, duckwalk.com
Folkie Fest: The Power of Song
Sunday, October 19, 2 p.m.
Don’t miss outstanding local folk acts, including Gregory John Smith and Silas Jones, at LTV Studios! Tickets are $15 in advance and $20 at the door.
75 Industrial Road, Wainscott. 631-315-8818, ltveh.org
Murder Mystery Dinner
Thursday, October 23, 6 p.m.
Enjoy a 1950s-themed murder mystery, cocktails, a three-course dinner, and more at the Hampton Maid Inn! Dress is retro glamour. Reservations are required.
259 E. Montauk Highway, Hampton Bays. 631-728-4166, hamptonmaid.com
Vanya and Sonia and Marsha and Spike
Through October 26
Enjoy this entertaining play by Boots on the Ground Theater about a family drama with lots of surprises! Tickets are $40, and students enjoy a discount.
25 Pond Lane, Southampton. 631-287-4377, scc-arts.org
Jazz in the Garden
Wednesday, October 22, 5 p.m.
Enjoy the sounds of jazz trios and New York City artists live on the Garden Lawn and Terrace at Canoe Place! Craft cocktails and seasonal dishes are also a part of the experience. No reservations are required.
239 E. Montauk Highway, Hampton Bays. 631-763-6300, canoeplace.com
Thanksgiving Play
Through November 2
Don’t miss the opening night of this entertaining play with the Hampton Theatre Company, exploring good intentions and absurdities in an elementary school Thanksgiving pageant. Tickets begin at $25.
125 Jessup Avenue, Quogue. 631-653-8995, hamptontheatre.org

HAMPTONS OUTDOOR ACTIVITIES
Sag Harbor Farmer’s Market
Saturday, October 18, 9 a.m.
Don’t miss local seafood, breads, cookies, pickles, honey, soap, pasta, flowers, and more every Saturday in Sag Harbor!
Main Street, Sag Harbor. eastendfarmersmarkets.com
Oktoberfest Fall Fundraiser
Saturday, October 18, 2 p.m.
Don’t miss live music and dancing with REEB, farm-to-table delights, drinks, games, and more to benefit Amber Waves Farm! All children must be accompanied by an adult.
375 Main Street, Amagansett. 631-267-5664, amberwavesfarm.org
Sunset Music–HooDoo Loungers
Saturday, October 18, 3 p.m.
Enjoy this party rock band known for their funky blend of soul and rock live at the Wolffer Winestand! Be sure to bring your blanket or chair. Music will end at 6 p.m. Food in to-go containers and Wolffer wines will be available for purchase. No reservations are required.
139 Sagg Road, Sagaponack. 631-537-5106, wolffer.com
ENRICHING HAMPTONS PROGRAMS
Long Island’s Rare and Unusual Fish with Naturalist Aidan Perkins
Saturday, October 18, 4 p.m.
Learn about Long Island’s rare and unusual species of fish with naturalist Aidan Perkins at SOFO! Light refreshments will be served. The event is free, but reservations are required.
377 Bridgehampton-Sag Harbor Turnpike, Bridgehampton. 631-537-9735, sofo.org
Famous Long Island Shipwrecks with Bill Bleyer
Saturday, October 18, 5 p.m.
Learn about famous Long Island shipwrecks with Bill Bleyer, author and retired Newsday reporter, at the Bridgehampton Museum.
2368 Montauk Highway, Bridgehampton. 631-537-1088, bridgehamptonmuseum.org
NFL Football Sundays
Sunday, October 19, 1 p.m.
Don’t miss football on the big screen at The Clubhouse, where you’ll enjoy over twenty screens, a theater-sized LED wall, concert-level sound, and food and drink specials!
174 Daniels Hole Road, East Hampton. 631-537-2695, clubhousehamptons.com
Art Social: Shell Decoupage with Wright Stevens
Monday, October 20, 6 p.m.
Make elegant decoupage art from seashells at Guild Hall! Tickets begin at $31, and they include a complimentary glass of wine or non-alcoholic beverage donated by Harbor Market & Kitchen in Sag Harbor.
158 Main Street, East Hampton. 631-324-0608, guildhall.org
Oktoberfest with Pitmaster Brian Collins
Monday, October 20, 6:30 p.m.
Learn to make three different types of schnitzel, Bavarian sauerkraut, and German potato salad at The Hampton Bays Library! Registration and a $10 fee are required.
52 Ponquogue Avenue, Hampton Bays. 631-728-6241, hamptonbayslibrary.org
Paint & Sip with Deborah Acquino
Thursday, October 23, 6 p.m.
Create a masterpiece under the skilled instruction of Debora Acquino at the Southampton Arts Center! The fee is $35, and paints, brushes, and drinks will be provided. Members are $30.
25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org
HAMPTONS ART EXHIBITIONS
Docent-Led Public Tours
Saturday, October 18, 1 p.m. and 2:30 p.m.
Explore the art of Longhouse Reserve along with its beautiful gardens through this guided tour, which is included in the price of admission. Reserve your spot in advance online.
133 Hands Creek Road, East Hampton. 631-329-3568, longhouse.org
Mary Heilmann: Water Way
Through October 25
Don’t miss over 40 works on paper, ceramics, and paintings on the themes of water and reflection at Guild Hall!
158 Main Street, East Hampton. 631-324-0806, guildhall.org
Tides of Creativity
Through October 25
Enjoy the works of five artists exploring the wonder of the ocean through mediums like photography, painting, and gyotaku at the Southampton Cultural Center! The exhibit will be on view Thursday-Sunday from 10 a.m. to 5 p.m. or by appointment.
25 Pond Lane, Southampton. 631-287-4377, scc-arts.org
Spin
On view through December 7
Don’t miss this exciting kaleidoscope of color at the White Room Gallery’s newest exhibition.
3 Railroad Avenue, East Hampton. 631-237-1481, thewhiteroom.gallery
Second Skin
Through December 28
Don’t miss the first week to check out this new exhibit at the Southampton Arts Center. It showcases works by 15 international artists who explore clothing as a means for exploring identity, gender, and cultural differences.
25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org
Here and There–The First Churchennial
Through December 29
Don’t miss the first week to view this exhibition of painting, sculpture, drawing, photography, video art, spoken word, and more at The Church in Sag Harbor!
48 Madison Street, Sag Harbor. 631-919-5342, thechurchsagharbor.org
Upside Down Zebra: An Exhibition
Through February 15, 2026
Don’t miss this exhibition spanning six indoor galleries at The Watermill Center! It features 900 pieces of children’s artwork from the Rhoda Kellogg International Child Art Collection alongside the works of over 35 contemporary artists.
39 Water Mill Towd Road, Water Mill. 631-726-4628, watermillcenter.org
Find more exciting Hamptons, North Fork and family events happening this weekend and beyond (or list your own event) at Events.DansPapers.com.