While the kids hit the corn mazes or go trick-or-treating, the adults are in store for lots of fun this Halloweekend. Check out these spooktacular selections of food, drink and costume party happenings!
Léon 1909, 29 West Neck Road, Shelter Island, 631-749-9123
For all of Halloween weekend, this Shelter Island spot will transform into Cantina Léon. The weekend only menu will feature tacos el pastor, shrimp ceviche, adobe chicken, antojitos, mole poblano and queso oaxaqueño. Make a reservation here.
Friday Oct. 31
Ram’s Head Inn, 108 S. Ram Island Drive, Shelter Island, 631-749-0811
Halloween trivia? Yes, please! Even better if the competition comes in costume. Head to Shelter Island for a night of Think Inc.’s creepy crawl into the stacks of knowledge stored in your brain that you didn’t know you needed. Cocktails, prizes for the best costumes and reservations — meaning, you need one. Give ’em a call to secure your spooky spot.
Port Waterfront Bar & Grill, 104 3rd St., Greenport, 631-333-2501
Doors open at 6 p.m. as Port hosts this Halloween party with $5 tap beers, $8 house wines and $10 well cocktails. Costume party with prizes and free admission; for more information, look here.
Green Hill Kitchen, 48 Front St., Greenport, 631-477-4900
Starting at 8 p.m., live music with Jack Toad and a late-night DJ set with DJ Henry will have you dancing up a storm at Green Hill. With all-night drink specials and killer prizes for Best Costume; for details, look here.
Greenport Harbor Brewing Company, 42155 Main Road, Peconic, 631-477-1100
From 7-11 p.m. Greenport Harbor has specialty cocktails, spooky specials and a costume contest with prizes for best single/duo/group costumes. Music by DJ Henry will keep things hopping; for more info, look here.

Jamesport Farm Brewery, 5873 Sound Ave., Riverhead, 844-532-2337
A Nightfaire on Sound Avenue kicks off from 5-10 p.m. where you can browse a wicked marketplace with tarot readings, vendors, handcrafted art, candles, jewelry and the Virgo Rising Mobile Bookshop. Party follows with a DJ and costume contests; $5 cover. For more details, click here.
The Chequit, 23 Grand Ave., Shelter Island, 631-749-0018
The Halloween bash at the Chequit starts at 9 p.m. with costumes, candy and creepy cocktails. For more information, look here.
Billy’s by the Bay, 2530 Manhanset Ave., Greenport, 631-477-8300
From 5-8 p.m. Sahara will provide live music at Billy’s by the Bay. For details, look here.
Eastern Front Brewing Company, 13100 Main Road, Mattituck, 631-905-1535
Eastern Front’s annual Halloween party starts at 7 p.m. with dancing and a prize for the costume contest winner. For more info, click here.
Sat. Nov. 1
Clam Bar at Alize Brewing Company, 10560 Main Road, Mattituck, 631-298-7793
The Clam Bar puts on a Halloween bash starting at 7 p.m. with a costume contest and drink specials; live music by Sahara will get you grooving. For details, look here.
RGNY, 6025 Sound Ave., Riverhead, 631-298-0075
Join the waitlist for the highly awaited Día de lost Metros celebration honoring life, death and legacy. Music, ceremonial fire, food, wine and tradition are in store for the event. More information here.
Ram’s Head Inn, 108 S. Ram Island Drive, Shelter Island, 631-749-0811
Heeeeeeere’s Ram’s Film Society! With their latest screening at the lovely Ram’s Head Inn. What better film to show on remote, quiet little Shelter Island than Stanley Kubrick’s “The Shining”? Head on over on All Saint’s Day for a spooky movie about a hotel shown in… a hotel! Now that’s meta, man. Movie starts at 6:30 p.m. (dinner reservations are being taken, too). Free.