Famously known in the Hamptons for having the best pumpkin picks in the patch, Hank’s PumpkinTown in Water Mill has the best pumpkins to carve for the ultimate Jack-o-lantern! Handpick your pumpkin, in sizes ranging from small to ginormous, that offers the best canvas to capture your Halloween emotion this year. Shocked? Happy? Scared? Excited? All moods will look great out on your doorstep. 240 Montauk Hwy., Water Mill
East Hampton Library Halloween Trivia Night
For a frighteningly fun night, sign up as a group or play solo at East Hampton Library's Halloween Trivia Night. From 6 to 8 p.m. on Oct. 29, break out your spooky facts because the highest scoring team wins a prize! Register here and head to the Baldwin Family Lecture Room at 6 p.m. sharp. 159 Main St., East Hampton
Bring your furry best friend and celebrate the third annual Wag-O-Ween Spooktacular at the Southampton Animal Shelter from 11 a.m. to 3 p.m. on Oct. 24. Kids and pups dress up to enter the doggie or kiddie costume contest and march in the parade for a chance to win a prize. With a Halloween photo booth, bake sale, face painting, games and dog costumes and toys for sale, this might be the most adorable Spooktacular out there. 102 Old Riverhead Road West, Hampton Bays
Halloween Fest
Head to Downtown Riverhead for a weekend full of shopping, dining and Halloween festivities all day on Oct. 23. Dress up and browse the spooky jack-o-lantern displays, or try your shot at the coffin race before trick-or-treating from 4 to 6 p.m. End the day with the Grand Parade on Main Street at 7 p.m. Downtown Riverhead
Get lost in eight acres of ten-foot-tall corn and enjoy the ocean views from the two-mile path at the Fairview Farm Corn MAiZE. Every weekend until Nov. 7, experience everything this farmland has to offer, from pumpkin picking to the corn cannon, for a fun, not-so-spooky Halloween adventure. 19 Horsemill Lane, Bridgehampton
