Greenport Vacation Rentals

Greenport Travel Guide

Greenport is a small village of 2,230 people in Long Island, New York. Despite its small size, it’s the perfect place for groups of family and friends to spend a vacation as it offers a number of beautiful parks, fine restaurants, and shopping malls.

Things to Do in Greenport

Greenport’s guests can spend the day sun tanning and swimming at Fifth Street Beach and Park, before following up with a BBQ and an hour or two on the park’s various playgrounds. They can also book a session with East End Charters and spend the afternoon exploring the Greenport area by sea or make their way to Mitchell Park where they can experience the magic of the Camera Obscura, ride the antique carousel, or go skating during the winter months. Guests who enjoy learning can educate themselves on the history of the area at the Railroad Museum of Long Island, the East End Seaport Maritime Museum, and the Fireboat Firefighter Museum which offers demonstrations, tours, and stories. Guests of legal age can spend their spare time sampling the village’s local beers at the Greenport Harbor Brewing Co, while are lovers can admire the unique artworks showcased at the Nova Constellatio Gallery.

Best Places to Stay in Greenport

The available rentals in Greenport are perfect for hosting get togethers and spending quality time with your loved ones. Spacious and decorated with modern decor, they are comforting and warm. Guests can rent a vacation house, a hotel room, or a single room in someone’s home, offering variety to meet every traveler’s budget.

Best Time to Visit Greenport

The best time to visit is during the month of September. During this month, the weather is still warm and welcoming, but accommodation prices have dropped.

Best Events in Greenport

Greenport is known for its events. Many of the village’s residents attend events in both Greenport and the surrounding cities. A few of these fun events include the Maritime Festival, the Parade of Lights and Tree Lighting, the Halloween Costume Skate, the Fall Folk Festival, and the North Folk TV Festival. Although all of these events are well loved, the Maritime Festival is a particular favorite offering a parade, kayak and boat races, water sport demonstrations, model ship building and wood carving, food, artisan vendors, children’s activities, local beers, movie screenings, and live entertainment.

Things to Do for Families in Greenport

Families in Greenport can spend a weekend browsing the village’s various shops and boutiques, a few of the best being Creations By Lisa, Impulse Boutique, and Island’s End Woodcraft. They can take a short trip to Riverhead to burn excess energy at Safari Adventure, which features a calming spa, a sensory area, a 3 & under area, slides, an inflatable obstacle course and disco dome bouncer, and a playground.