Greenport Vacations from $254

Book a Hotel + Flight or Car together to unlock savings

Photo by Taozi

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Millennium Hilton New York One UN Plaza

Millennium Hilton New York One UN Plaza

4 out of 5
Manhattan
Save 100% on your flight
Price was $557, price is now $254 per person
$254
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.2/10 Very Good! (1,948 reviews)
Rooms left much to be desired. Not a proper placement to room anyone considering rooms were being renovated above which directly affected the plumbing in our room.

Reviewed on Oct 27, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,255, price is now $531 per person
$531
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
18.4/10 Exceptional! (2,007 reviews)
The staff was very friendly. We were able to leave our luggage before check in and after checkout. Complimentary beverages and refills were provided. I booked through third party and no issues with reservation. We had the family suite which included 2 full beds, 1 king, 2 bathrooms. It was very clean and perfect size for 4 adults.

Reviewed on Nov 14, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,395, price is now $762 per person
$762
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
19.6/10 Exceptional! (1,405 reviews)
Charming boutique hotel with a modern Scandinavian feel. Staff were friendly and helpful. Nice “personal touches” (e..g., cute stuffed mascot gift, free coffee/tea/soft drinks). Room was small but comfortably fit all accommodations. Private balcony was a nice plus and rooftop was great.

Reviewed on Nov 14, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,421, price is now $787 per person
$787
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
18.4/10 Exceptional! (3,350 reviews)
Did not have breakfast

Reviewed on Nov 14, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,346, price is now $749 per person
$749
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
18/10 Exceptional! (2,794 reviews)
I was allowed an early check-in which was wonderful! But then the key stopped working and the wifi instructions were unclear.

Reviewed on Nov 14, 2025

Don't see what you're looking for?
See all available trips from Singapore to Greenport
View all trips

Discover the most popular places to visit in Greenport

Kontokosta Winery

4/5(9 reviews)

You can enjoy a tasting or tour at Kontokosta Winery during your travels to Greenport West. Wander the beautiful beaches in this family-friendly area.

Kontokosta Winery

67 Steps Beach

4.5/5(4 reviews)

Why not spend a carefree afternoon at 67 Steps Beach during your travels in Greenport? Take in the festivals and sunsets in the area.

67 Steps Beach

Railroad Museum of Long Island

You can spend time studying the exhibits at Railroad Museum of Long Island during your travels in Greenport. Stroll along this family-friendly area's waterfront, or simply enjoy its wineries.

Railroad Museum of Long Island

What to do in Greenport

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

$179
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
See all activities in Greenport

Greenport Hotel Deals

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
$213 nightly
The price is $243 total per night from Nov 30 to Dec 1
$243 total
Nov 30 - Dec 1
Total with taxes and fees
8.4/10 Very Good! (587 reviews)
Staff was amazing , room clean view phenomenal

Reviewed on Nov 5, 2025

Sound View Greenport
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
$174 nightly
The price is $198 total per night from Dec 11 to Dec 12
$198 total
Dec 11 - Dec 12
Total with taxes and fees
8.6/10 Excellent! (527 reviews)
Beautiful view and room. Staff friendly and accommodating. Excellent location.

Reviewed on Oct 27, 2025

The Harbor Front Inn
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
8.8/10 Excellent! (248 reviews)
The unit was cute and well-appointed. I would recommend a new refrigerator in the unit, as the freezer door was broken.

Reviewed on Nov 12, 2025

Get rates
Cliffside Resort Condominiums
See all 4,198 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Greenport vacation package cost?
You'll find cheap prices from $254 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.

Explore a world of travel with Expedia

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