No matter where you go, Long Island is alive with Halloween spirit—and the local real estate pros from The Agency’s Long Island locations have plenty of trick-or-treat tips. With offices and teams on the Gold Coast, North Shore, South Shore and Fire Island, our teams know all the must-see Halloween hotspots.
From Huntington’s lively downtown to the scenic charm of Northport, the region has something for everyone to enjoy this spooky season. Read on for our rundown of Long Island’s best towns for trick-or-treating.
Huntington
Huntington, Long Island, delivers the best of both worlds during Halloween, blending downtown fun with charming residential neighborhoods. Main Street in Huntington Village transforms into a bustling scene where costumed kids can enjoy trick-or-treating with local shop owners. This vibrant atmosphere makes Huntington a top Halloween destination on Long Island! Gather at the Huntington Post Office at 4pm to participate in the Costume Halloween Parade!
Be sure to stop by The Agency’s cobwebbed step-and-repeat at 229 Main Street for a scary good photo-op and delicious treats.
Bay Shore
Bay Shore is another fantastic spot for Halloween, thanks to its unique blend of historic charm and modern convenience. The area features stunning, festively decorated historic homes along Montauk Highway, setting the perfect Halloween scene. Families will appreciate the newer apartment and condo complexes, offering easy access and minimal walking while collecting maximum treats.
Northport
Northport is an exceptional place for trick-or-treating, thanks to its charming, small-town atmosphere and friendly community spirit. Northport’s picturesque Main Street is lined with beautifully decorated storefronts that enhance the holiday mood, with many local businesses actively participating in Halloween celebrations. Residential areas are equally inviting, featuring houses adorned with creative spooky decor. Hilly streets and views of Northport Bay make trick-or-treating a memorable adventure.
Stony Brook
Stony Brook is an inviting destination for Halloween festivities featuring a delightful mix of activities, including trick-or-treating, a costume parade, a scarecrow contest, and free mini pumpkins for kids.
A visit to the charming New England-style Stony Brook Village Center feels like time-traveling back to Colonial Williamsburg. The distinctly decorated streets create an enchanting experience for children and adults, making Stony Brook a must-visit on Halloween.
Garden City
Complete with tree-lined streets and majestic homes, Garden City is a beautiful backdrop for trick-or-treating. With wide, low-traffic roads, families can enjoy a safe and enjoyable experience. Historic landmarks like the Cathedral of the Incarnation and St. Paul’s Recreation Complex add a touch of gothic allure, enhancing the mystical atmosphere.
Residents are known for their generosity, and many merchants along Seventh Street join in the fun by providing candy for trick-or-treaters.
Southold
Southold is a hidden gem for Halloween lovers, combining rural beauty with lively community spirit. Families can explore the neighborhoods’ well-decorated homes and explore Southold’s historic downtown, which features local shops that often host special Halloween events. The town also hosts family-friendly events, like pumpkin carving contests, that invite residents and visitors to celebrate the season together.
Greenport
Known for its tranquil waterfront views, Greenport is a delightful destination for Halloween festivities. This village comes alive with Halloween decorations, and families can stroll through the streets to enjoy a range of seasonal displays. Local businesses also offer treats and engaging activities for kids. Be sure to check out the annual Greenport Halloween Parade, where residents showcase their creative costumes.
Mattituck
Mattituck captures the essence of a classic Long Island Halloween with its quaint neighborhoods and community spirit. Families can enjoy trick-or-treating along tree-lined streets or visit the local pumpkin patches and farms, which host special Halloween events. From hayrides to festive markets, Mattituck offers a variety of activities that ensure a memorable Halloween experience for residents and visitors alike.
To learn more about Long Island’s neighborhoods and available listings, get in touch with our local offices.