Spark Hamptons Weekend Event Picks: Oct. 31-Nov. 2, 2025

Hamptons Weekend Events: Oct. 31–Nov. 2, 2025

Your guide to the best East End Halloween events, screenings, and community gatherings this weekend.


Friday, Oct. 31

Figure Drawing Workshop with Linda Capello
1–3 p.m. Southampton Arts Center, 25 Jobs Lane, Southampton, N.Y. (southamptonartscenter.org)
Work with a live model and explore techniques, poses, and detailed instruction. $20 members, $25 nonmembers.

‘Lazy Day’. Photo courtesy of Southampton Arts Center

Wölffer Estate “Adult” Trick-or-Treating
4–6 p.m. LDV at The Maidstone, 207 Main St., East Hampton, N.Y. (wolffer.com)
Enjoy a pairing of Wölffer Estate wines and Jacques Torres artisan chocolates, and a raffle.

Wolffer event at the Maidstone. Photo courtesy of Wolffer Estate Vineyards

Red Carpet Dance Party with Scary-oke
4–6 p.m. Bay Street Theater, 1 Long Wharf, Sag Harbor, N.Y. (baystreet.org)
$14 general admission.

Greenport Harbor Brewing Co. Halloween Party
7–11 p.m. 42155 Main Road, Peconic, N.Y. (greenportharborbrewing.com)
“The biggest dance party on the North Fork.” DJ dance music, craft beer, spooky specials, and a costume contest.

Halloween costume party look. Photo by Alex Ohan

Masquerade Costume Party – Westhampton Beach
8 p.m. Sunset Theater, 2 Brook Road, Westhampton Beach, N.Y. (sunset-theater.com)
Sunset Social Club’s Westhampton party with DJ, drinks, and specials.

“The Fly” – Sag Harbor Cinema
9 p.m. 90 Main St., Sag Harbor, N.Y. (sagharborcinema.org)
Be afraid. Be very afraid. Presented on a rare 35mm collector’s print.

‘The Fly’. Cult classic starring Jeff Goldblum at Sag Harbor Cinema, on 35mm. Photo courtesy of Sag Harbor Cinema

Saturday, Nov. 1

“Monster House” Screenings
Saturday and Sunday, 11 a.m. Sag Harbor Cinema, 90 Main St., Sag Harbor, N.Y. (sagharborcinema.org)
Family-friendly movie (2006) starring Steve Buscemi and Maggie Gyllenhaal.

James Lane Fest
12:30 p.m. Southampton Inn, 91 Hill St., Southampton, N.Y. (jameslanepost.com)
A weekend of wellness, cuisine by top chefs, and book signings featuring Lydia Bastianich, Palak Patel, and Joni Brosnan.

Lidia Bastianich. Photo courtesy of James Lane Post

Disco Ball – Honoring Julienne Penza Boone and Anthony Madonna
6–9 p.m. LTV Studios, 75 Industrial Road, Wainscott, N.Y. (ltveh.org)
Our Fabulous Variety show fundraiser with dancing, raffles, and bites and sips to support the Scholarship Fund.
Tickets start at $30 (ofvs.org/gala). 631-507-4603.


Sunday, Nov. 2

Wave Wellness – James Lane Fest
11 a.m. Wave Social Wellness, 15B Hill St., Southampton, N.Y. (jameslanepost.com)
Experience a signature Wave class and group wellness session.

Oyster Extravaganza – North Fork Women
1–3 p.m. One Woman Vineyards, 5195 Old North Road, Southold, N.Y. (northforkwomen.org)
Featuring oysters by Little Ram Oyster Co. and Hampton Oyster Co., with pairings and paninis. Tickets $65 to benefit North Fork Women. Sponsorship levels available.

Have an event notice or event photos to share with Spark Hamptons? Send press releases, photos to: info@sparkhamptons.com. And please submit your event to our Event Calendar.