Greenport Vacations
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Find the Best Greenport Vacation Packages
Greenport Hotel Deals
Sound View Greenport
58775 County Rd 48 Greenport NY
NT$7,947
NT$9,986 total
Oct 25 - Oct 26
includes taxes & fees
8.4/10 Very Good! (738 reviews)
"$900/night for a shoebox. The"
Reviewed on 2026/9/26
Zey Hotel
439 Main Street Greenport NY
NT$5,359
NT$6,122 total
Sep 29 - Sep 30
includes taxes & fees
North Fork Resort
690 Queen St Greenport NY
NT$8,660
NT$9,894 total
Oct 25 - Oct 26
includes taxes & fees
9.6/10 Exceptional! (60 reviews)
"We enjoyed our stay. The cabin was clean a few areas of feedback is that the hot water was lackluster. We had many periods of no hot water. The light fixture was very bright in the sitting area. It would’ve been nice if they had a light dimmer so we didn’t have to unscrew the bulbs. One bulb made ..."
Reviewed on 2026/9/27
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Greenport attractions
67 Steps Beach
9.6/10 (26 reviews)
Descend 67 wooden steps through lush greenery to reach this secluded Long Island Sound shoreline. Settle on natural boulder seats to witness spectacular sunsets over crystal-clear waters.
Kontokosta Winery
9.2/10 (48 reviews)
Long Island's only waterfront winery offers panoramic Sound views amid sustainable, wind-powered facilities. Savor award-winning wines in the modern tasting room or relax on the lawn overlooking vineyards.
Greenport Carousel
9.4/10 (50 reviews)
This 1920 Herschell-Spillman carousel features 36 hand-carved wooden horses in a harborside glass pavilion. Try your luck at the brass ring game—catch the golden ring for a free spin on this rare historic treasure.
East End Seaport Maritime Museum
9.0/10 (9 reviews)
This maritime museum showcases Long Island's seafaring heritage with historic Fresnel lenses and lighthouse exhibits. Explore their saltwater aquarium or visit during September's vibrant Maritime Festival.
Safe Harbor Stirling
This upscale North Fork marina offers pristine facilities and sheltered docking for vessels up to 80 feet. Enjoy the poolside cabanas before strolling to Greenport's historic village for exceptional dining.
Greenport Harbor Brewing Company
This North Fork craft brewery transforms local flavors into distinctive beers in a historic firehouse. Sample specialties like Haus Pilsner while enjoying the art-filled space that captures Long Island's maritime spirit.
Railroad Museum of Long Island
9.0/10 (7 reviews)
Housed in an 1892 freight house, this museum showcases the Long Island Rail Road's pivotal role in regional development. View vintage artifacts and model train layouts while exploring transportation heritage.
Greenport Farmers' Market
9.4/10 (23 reviews)
This waterfront market showcases the North Fork's agricultural bounty with local produce, seafood, and artisanal goods. Browse the stalls while enjoying live music and harbor views in scenic Mitchell Park.
Frequently asked questions
How much does a Greenport vacation package cost?
You'll find cheap prices on Expedia for your Greenport getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Greenport costs.
What are the cheapest months to go to Greenport?
January, February and November are the best times to search for cheap Greenport vacation packages. Traveling in less busy periods means you can generally find better prices on hotels and flights.
How many days is enough for Greenport?
We recommend booking a Greenport vacation for a minimum of 2 days. This gives you time to visit top sights including East End Seaport Maritime Museum and Greenport Farmers' Market, and also check out neighborhoods like Greenport West and Pipes Cove. You could even slot in a day trip from Greenport.
Is it worth booking a vacation package to Greenport?
Greenport is a good vacation destination with attractions like 67 Steps Beach among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Greenport vacation promises fun for everyone.
How to find the best Greenport package deals?
Finding a cheap Greenport package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Greenport package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Greenport vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Greenport vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Greenport?
If you're planning an impromptu Greenport vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Greenport?
- Choose when to go: Check your diary and pack your bags. Your favorite time of year and the type of activities available will also help you decide when to vacation in Greenport.
- Set a budget: Consider costs such as flights, food and transportation when working out how much to put aside for your trip to Greenport. Then, choose a hotel that works with your budget, whether that's a wallet-friendly option or a swankier retreat.
- Decide how long to go away for: Now that you're up to speed on Greenport, you can figure out the ideal length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Greenport vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
