Greenport Vacations from $398

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Your Greenport Vacation

Say farewell to planning hassles and hello to a Greenport vacation package. With your travel details organized before you leave, you can focus on discovering the best of this city, starting with Orient Point, which is great for views, fishing and nature. Fill up your itinerary with tours of 67 Steps Beach, Railroad Museum of Long Island and Kontokosta Winery, some of the attractions you really should see during a trip to Greenport. Browse Expedia's extensive range of travel options and book your dream vacation to Greenport today.

The Latest Greenport vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was $643, price is now $398 per person
$398
per person
Jan 3 - Jan 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (8,157 reviews)
Great location for Time Square visiting.

Reviewed on Nov 13, 2026

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,754, price is now $1,583 per person
$1,583
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

Hotel Seville Nomad, in the Unbound Collection by Hyatt

Hotel Seville Nomad, in the Unbound Collection by Hyatt

4.5 out of 5
Manhattan
Price was $1,739, price is now $1,045 per person
$1,045
per person
Dec 17 - Dec 22
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,570 reviews)
We loved everything about our experience! We will stay here in the future!

Reviewed on Nov 14, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,781, price is now $1,103 per person
$1,103
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (293 reviews)
The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong

Reviewed on Nov 6, 2026

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was $1,883, price is now $1,176 per person
$1,176
per person
Dec 17 - Dec 22
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (1,813 reviews)

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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.
See properties

Greenport Hotel Deals

Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$143 nightly
The price is $163 total per night from Dec 15 to Dec 16
$163 total
Dec 15 - Dec 16
Total with taxes and fees
Zey Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$174 nightly
The price is $199 total per night from Dec 14 to Dec 15
$199 total
Dec 14 - Dec 15
Total with taxes and fees
Sound View Greenport
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$148 nightly
The price is $169 total per night from Dec 13 to Dec 14
$169 total
Dec 13 - Dec 14
Total with taxes and fees
9/10 Wonderful! (676 reviews)
"Clean and comfortable room. Great location to walk around town. Nice continental breakfast."

Reviewed on Nov 11, 2026

The Harbor Front Inn
See all 4,110 properties in Greenport
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.

Find the Best Greenport Vacation Packages

Greenport Essential Information

Language
English
Currency
U.S dollars
Population
2,200
Max Temp Winter
40ºF
Max Temp Summer
75ºF
Top Sights
Wolffer Estates Vineyard, 67 Steps Beach and Kontokosta Winery

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Frequently asked questions

How much does a Greenport vacation package cost?
You'll find cheap prices from $398 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?
September, November and December are great times to look for cheap Greenport vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Greenport?
Greenport vacations come in various shapes and sizes, but to really sink your teeth into this destination, we reckon 2 days is about right. With this timeframe, you can visit top attractions like Railroad Museum of Long Island and East End Seaport Maritime Museum and seek out some underrated gems. Don't miss out on cool areas such as Greenport West and Pipes Cove either. If you're smart with your time, you can even schedule a day trip outside of Greenport too.
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 busy. Whether you're traveling with the family or getting away with friends, a Greenport vacation promises a good time 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?

  1. Pick your dates: What you'd like to do in Greenport and your preferred season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Greenport.
  3. Explore Greenport using our trip planning tool: Gain insights into the leading attractions and best hotels for your trip to Greenport. You can also save your favorite places, collaborate with friends and family and manage your plans in one place.
  4. Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Greenport. Then, estimate how long you'll need at each, along with any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Greenport vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Have a look at our dedicated travel guide to find some awesome things to do in Greenport in Greenport. Book tickets or make reservations as soon as you can to save time and skip the hassle of looking for activities when you arrive.

Does Expedia offer Book Now, Pay Later Greenport vacation packages?
Your Greenport trip should be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you that extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.