Things to Do in the Hamptons This Week, October 25-30, 2025

Get out in the Hamptons to enjoy exciting live shows, outdoor adventures, art exhibitions, workshops and more this week and beyond, October 25-30, 2025.

HAMPTONS LIVE SHOWS

Sole East Halloween Party
Saturday, October 25, 8 p.m.

Enjoy a costume contest, cocktails, free bar food, a DJ, and dancing under the Montauk sky at Sole East! Call in advance for reservations.
90 Second House Road, Montauk. 631-668-2105, visitmontauk.org

Halloween Silent Disco and Costume Party in the Garden
Saturday, October 25, 7 p.m.

Rock out to your favorite hits, wear your costume, and enjoy prizes at Guild Hall! Tickets are $15.
158 Main Street, East Hampton. 631-324-0608, guildhall.org

Inda Eaton
Saturday, October 25, 7:30 p.m.

Enjoy Inda Eaton’s unique blend of country, rock, and folk at LTV Studios! Tickets are $40 and $45 at the door. VIP tickets are also available.
75 Industrial Road, Wainscott. 631-315-8818, ltveh.org

History That Doesn’t Suck with Professor Greg Jackson
Saturday, October 25, 8 p.m.

Don’t miss the creator of the podcast “History That Doesn’t Suck” for an evening of history-telling, live music, and mixed media at the Westhampton Beach Performing Arts Center!
76 Main Street, Westhampton Beach. 631-288-1500, whbpac.org

Ha Ha Hamptons Comedy Tour
Saturday, October 25, 8 p.m.

Enjoy some of the finest comedians around, including Paul Anthony, Rob Falcone, and Kyle Mara, at The Bay Street Theater! Tickets start at $42.
1 Long Wharf, Sag Harbor. 631-725-9500, my.baystreet.org

The Remedy
Saturday, October 25, 10 p.m.

Rock out to the sounds of this energetic cover band playing the best of Bon Jovi, Luke Byron, Maroon 5, and more at The Stephen Talkhouse! Tickets are $18.
161 Main Street, Amagansett. 631-267-3117, stephentalkhouse.com

Live Music at Duck Walk Southampton with Deanna Hudson
Sunday, October 26, 1 p.m.

Don’t miss the soothing sounds of this Long Island-based singer/songwriter while sipping on your favorite reds and whites at Duck Walk Vineyards.
231 Montauk Highway, Water Mill. 631-765-3500, duckwalk.com

Center Stage Presents: Bram Stoker’s Dracula: A Radio Play
Through October 26

Celebrate spooky season with the Southampton Art Center and Center Stage’s adaptation of this classic tale.
25 Jobs Lane, Southampton. 631-283-0967, southamptonartscenter.org

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 29, 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

Candlelight: A Haunted Evening of Halloween Classics
Thursday, October 30, 7 p.m.

Don’t miss this multi-sensory, string quartet performance of Halloween-inspired songs at Guild Hall! Hear melodies like the theme from Ghostbusters, Michael Jackson’s Thriller, and Mussorgsky’s Night on Bald Mountain. Tickets begin at $50.
158 Main Street, East Hampton. 631-324-0608, guildhall.org

Vampire Masquerade
Thursday, October 30, 7 p.m.

Don’t miss a screening of Night by independent filmmaker Adam Baranello, a live DJ performance, bites, and drinks at LTV Studios! A costume contest and door prize raffle are also part of the fun.
75 Industrial Road, Wainscott. 631-315-8818, ltveh.org

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 25, 9 a.m.

Don’t miss the last week to catch local seafood, breads, cookies, pickles, honey, soap, pasta, flowers, and more every Saturday in Sag Harbor!
Main Street, Sag Harbor. eastendfarmersmarkets.com

Yoga in the Vines
Saturday, October 25, 10 a.m.

Stretch, pose, and breathe your way to better health on the beautiful grounds of Wolffer Estates! Drop-in classes are $35. Mats and water will be available for sale. You can also bring your own.
139 Sagg Road, Sagaponack. 631-537-5106, wolffer.com

Canines in Costume
Saturday, October 25, 10:30 a.m.

Bring your best friend in their best costume to the LongHouse Reserve, where they will enjoy treats, a romp on the great lawn, and new friends! Cats in carriers are also welcome.
133 Hands Creek Road, East Hampton. 631-329-3568, longhouse.org

Haunted Village
Saturday, October 25, 11 a.m.

Don’t miss this fa-boo-lous event on the grounds of the Southampton History Museum! Enjoy a costume contest, folklore, ghost stories, 19th-century music, pumpkin carvings, readings of spooky American tales, safe trick-or-treating, and more! The event is fun for kiddos and grown-ups alike.
17 Meeting House Road, Southampton. 631-238-0402, southamptonchamber.com

Local Appreciation Week at Lenny Bruno Farms
Saturday and Sunday, October 25 and 26, 11 a.m.

Enjoy live music, jumbo garden games, food trucks, vendors, children’s activities, henna, fresh produce, pony rides, wines, brews, hayrides, and more at Lenny Bruno Farms! Enjoy $10 admission and free entry for kiddos ages two and under. First responders and active or retired military personnel receive free admission all weekend.
740 Wading River Road, Manorville. 631-591-3592, lennybrunofarms.com

Wolffer Cider Fest
Saturday, October 25, 2 p.m.

Fall into this colorful day of sipping on Wolffer ciders, enjoying live music, playing games, and taking in vineyard views at Wolffer Estate! A lobster roll food truck and a bounce house for kids are also part of the fun.
139 Sagg Road, Sagaponack. 631-537-5106, wolffer.com

ENRICHING HAMPTONS PROGRAMS

Learn the Thriller Dance!
Friday, October 24, 4:15 p.m.

Learn the Thriller dance made famous by Michael Jackson at the Hampton Bays Library! The event requires registration, and you must be age 18 and up.
52 Ponquogue Avenue, Hampton Bays. 631-728-6241, hamptonbayslibrary.org

National Scrollathon at Longhouse
Saturday, October 25, 10 a.m., 11 a.m., 1 p.m., and 2 p.m.

Enjoy this free collaborative art experience guided by brothers William Ladd and Steven Ladd at LongHouse Reserve! You’ll learn to create art out of fabric and other materials. Reservations are required as space is limited.
133 Hands Creek Road, East Hampton. 631-329-3568, longhouse.org

Exhibition Walkthrough & Book Launch
Sunday, October 26, 11 a.m.

Don’t miss this conversation and walk-through that coincides with the launch of the book Mary Heilmann: Works on Paper, 1973-2019 at Guild Hall. Signed books will be available for purchase.
158 Main Street, East Hampton. 631-324-0608, guildhall.org

Cooking Class with Chef Alex Bujoreanu
Sunday, October 26, 3:30 p.m.

Enjoy a hands-on cooking experience featuring paella, tapas, and wine pairings at the Hampton Maid Inn! Tickets are $150.
259 E. Montauk Highway, Hampton Bays. 631-728-4166, hamptonmaid.com

Gods and Monsters (1998)
Sunday, October 26, 4 p.m.

Enjoy this film about a once-powerful Hollywood director at the Bay Street Theater.
1 Long Wharf, Sag Harbor. 631-725-9500, my.baystreet.org

Fall Foliage Plein Air Painting Class
Wednesday, October 29, 3 p.m.

Learn about acrylic painting on the edge of Old Ice Pond at the Quogue Wildlife Refuge! All levels are welcome. Tickets are $40, and reservations are required.
3 Old Country Road, Quogue. 631-653-4771, quoguewildliferefuge.org

HAMPTONS ART EXHIBITIONS

Jonathan Nash Glynn: New Space
On view through October 25

Don’t miss the last weekend in the Tractor Barn at the Corwith House, featuring acrylic paintings inspired by images captured by the Hubble and Webb space telescopes. Admission to the opening reception on Saturday, October 11, at 7 p.m. is free. The event is open to the public.
2368 Montauk Highway, Bridgehampton. 631-537-1088, bridgehamptonmuseum.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
Through October 2025

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

Endless Limits: The Works of James Howell, 1962-2014
On view through February 8

Enjoy the works of James Howell, known for his minimalist paintings and tonal range of the color gray. The museum is closed on Tuesdays and Wednesdays.
279 Montauk Highway, Water Mill. 631-283-2118, parrishart.org

SIDEBAR: EAST END HALLOWEEN PARADES

Southampton Halloween Pet Parade
1 p.m. Saturday, October 25

A beloved local tradition where costumed pets and their owners parade for fun and prizes.
Pond Lane, Southampton. allevents.in/southampton.

Bellport Halloween Parade & Trick-Or-Treat Walk
Noon, Saturday, October 25

Bellport Village hosts its annual Halloween parade, followed by trick-or-treating through local shops. Lineup begins at the firehouse.
Main Street over to the Village Green, Bellport. bellportchamber.org

Riverhead Halloween Fest & Parade
Events start 4 p.m., Parade 7 p.m. Saturday, October 25

Downtown Riverhead glows with lights, floats and costumes as the nighttime parade caps off an afternoon of spooky fun.
Main Street, Riverhead. halloweenfestriverhead.com

Sag Harbor Ragamuffin Parade
1 p.m. Sunday, October 26

Sag Harbor’s annual Ragamuffin Parade brings families, floats and fantastic costumes down Main Street in a beloved East End tradition.
Main Street, Sag Harbor. sagharborchamber.com

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