Greenport Vacation Rentals

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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.

Price and Availability in Greenport

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The cheapest day to stay at a vacation rental in Greenport tends to be Wednesday, while the most expensive day tends to be Friday. Vacation homes in Greenport tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Greenport is in August, while the cheapest month is in October. The most popular time to book a vacation rental in Greenport is in the high season in August. Greenport has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Greenport

Rainy days
91° 52°
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84° 43°
0
88° 36°
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70° 18°
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59° 12°
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59°
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61°
2
66°
2
72° 27°
3
86° 39°
2
91° 46°
2
97° 61°
2
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Rainy days

This climate histogram shows you the weather patterns in Greenport. The warmest months in Greenport are June and July, when temperatures reach 97 ˚F. The coolest month is December, when temperatures drop to 0 ˚F. The wettest month in Greenport is January with 4.39 inches of rain, while the driest month is April with 0.35 inches of rain.

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

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