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Top Events in the Hamptons & North Fork This Week: Oct. 29–Nov. 2, 2026
From Halloween parties and pumpkin picking to theater, art and live music, here are SPARK’s 10 top events across the East End this week.
Halloween takes center stage in the Hamptons and North Fork this weekend, but there’s plenty happening beyond the costumes and candy. From the final weekend at Hank’s Pumpkintown and Dino Land at Waterdrinker Farm to art shows, live music and more, we’ve picked five events on each fork. Looking for spooky fun? Check out our separate Halloween guides for even more parties, parades and haunted happenings.
Top 5 Events in the Hamptons
1. Last Weekend at Hank’s Pumpkintown — Water Mill
Through Sunday, Nov. 1 | Admission varies by activity
Hank’s Pumpkintown, 240 Montauk Highway, Water Mill
It’s the final weekend to enjoy one of the Hamptons’ favorite fall family traditions. Hank’s Pumpkintown packs more than 16 acres with pumpkin and apple picking, corn mazes, wagon rides, giant slides, playgrounds and games. Don’t leave without stopping at the market for fresh cider donuts, candy apples, homemade pies and roasted corn. Open through Sunday, Nov. 1 and then it’s bye-bye pumpkin patch.
2. Halloween Costume Party With the HooDoo Loungers — Sag Harbor
Saturday, Oct. 31, 8–10 p.m. | $25
Masonic Temple, 200 Main St., Sag Harbor
Trade the DJ for live music at this Halloween costume and dance party featuring the HooDoo Loungers, the popular East End band known for its New Orleans-inspired sound. Come in costume, and hit the dance floor. No fanfare, Just good solid live music, and fun.
Looking for more Halloween fun? See our Halloween in the Hamptons Highlights Guide for more parties, parades, haunted attractions and family-friendly festivities.
3. The Elephant Man: A Most Curious Staging — Wainscott
Thursday, Oct. 29, and Friday, Oct. 30, 7:30 p.m.; Saturday, Oct. 31, 2 and 7:30 p.m.; Sunday, Nov. 1, 2 p.m. | $33.17–$69.18
LTV Studios, 75 Industrial Road, Wainscott
The remarkable true story of Joseph Merrick comes to the stage in a production exploring beauty, dignity and the cruelty of judging people by their appearance. Presented by Mirror & Masque Theatre Co. in association with Playwrights’ Theatre of East Hampton, this staging includes moments of nudity and is strictly for ages 18 and older. A stellar local cast. Cash purchases at the door cost an additional $5 on the day of the performance.
4. Hamptons Juried: The Energy of Light Opening Reception — Amagansett
Friday, Oct. 30, 5:30–7:30 p.m. | Free
ARC Fine Art, 26 Montauk Highway, Amagansett
A new showcase for East End artists makes its debut with The Energy of Light, the inaugural Hamptons Juried exhibition. Featuring work by 51 artists interpreting the theme of light in their own ways, the exhibition celebrates the region’s creative community. Meet the artists at Friday’s opening reception. The show continues through Nov. 28, when a closing reception and awards presentation will take place.
5. Almond’s Artists & Writers Dinner With Emily Weitz — Bridgehampton
Monday, Nov. 2, 6 p.m. | $55, plus tax and gratuity
Almond, 1 Ocean Road, Bridgehampton
Journalist and songwriter Emily Weitz takes the spotlight at Almond’s Artists & Writers dinner series with No Song Left Behind, a songbook featuring lyrics from 14 original songs recorded with her band, M Takes the Mic. Weitz will share the stories behind the songs through readings, conversation and a little interactive singing. The evening includes a three-course family-style dinner and a glass of wine or draft beer. Reservations required.
Read our full Spark Hamptons story on Emily Weitz at Almond’s Artists & Writers Dinner, here.
Top 5 Events on the North Fork
1. Final Weekend of Dino Days at Waterdrinker Farm — Riverhead
Saturday, Oct. 31, and Sunday, Nov. 1, 9 a.m.–6 p.m. | $15; ages 2 & under free
Waterdrinker North Fork, Riverhead
Dinosaurs take over the farm for the final weekend of Dino Days, featuring giant animatronic dinosaurs, live shows, pumpkin picking, a corn maze and sunflower fields. It’s a last chance for families to enjoy some prehistoric fun alongside Waterdrinker’s fall attractions. Admission to the pumpkin-picking area is free; pumpkins are sold separately.
2. Halloween at Bedell Cellars: Live Music, Oysters & More — Cutchogue
Saturday, Oct. 31, 1–5 p.m. |
Bedell Cellars, 36225 Main Road, Cutchogue
Halloween gets a vineyard twist at Bedell Cellars with live music by Jay Shepard, fresh oysters from NoFo Big Oyster Co., tarot readings, spooky drink specials and bobbing for bottles. For an extra treat, Bedell is offering a Halloween donut-and-wine pairing, with ticketed seatings at noon and 1 p.m (requires separate tickets).
More Halloween happenings: Check out our Halloween on the North Fork Highlights Guide for more costume parties, haunted attractions and seasonal celebrations.
3. Stephen Sondheim’s Assassins — Mattituck
Thursday, Oct. 29, and Friday, Oct. 30, 7:30 p.m.; Sunday, Nov. 1, 2:30 p.m. | $28–$33
North Fork Community Theatre, 12700 Old Sound Ave., Mattituck
Stephen Sondheim and John Weidman’s darkly comic musical brings together nine notorious figures who attempted or carried out assassinations of American presidents. Part historical drama, part biting satire, Assassins examines fame, frustration and the darker side of the American dream. This is the final weekend of the North Fork Community Theatre production.
4. Stab the Blender & Alien Surfdogs Halloween Show — Mattituck
Saturday, Oct. 31 | Time and admission to be confirmed
Pookaberry Cafe, 140 Pike St., Mattituck
Two bands, two very different sounds and one Halloween night. Stab the Blender, featuring Bob Barta, brings New Orleans-style music to Pookaberry Cafe, while Alien Surfdogs add a dose of Halloween-inspired surf rock. A double bill with a distinctly offbeat holiday soundtrack.
5. Southold Holiday Craft Fair — Southold
Sunday, Nov. 1, 10 a.m.–3 p.m. | Free
Southold American Legion Post 803, 51655 Main Road, Southold
Halloween is barely over, but holiday shopping is already underway. The Southold American Legion Auxiliary’s 14th annual Holiday Craft Fair features more than 25 vendors selling handcrafted gifts, baked goods and specialty items. Homemade chili, hot dogs, rice pudding and refreshments will be available for purchase, along with raffle tickets for a 50/50 cash prize.
