Greenport Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Top Greenport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $1,706
per person
Dec 4 - Dec 7
found 18 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,950 reviews)
Rooms were clean, staff was helpful, at checkout they hold your luggage which was very nice and the location was excellent
Reviewed on Sep 23, 2026
Ready to book your vacation to Greenport?
Greenport Hotel Deals
Sound View Greenport
58775 County Rd 48 Greenport NY
CA $343
CA $432 total
Oct 14 - Oct 15
includes taxes & fees
Zey Hotel
439 Main Street Greenport NY
CA $237
CA $271 total
Sep 27 - Sep 28
includes taxes & fees
9.2/10 Wonderful! (408 reviews)
"This place was great!! Staff was wonderful! Perfectly located .. exceeded my expectations😊"
Reviewed on Sep 22, 2026
The Harbor Front Inn
209 Front St Greenport NY
CA $328
CA $414 total
Oct 15 - Oct 16
includes taxes & fees
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)
Why not spend a carefree afternoon at 67 Steps Beach during your travels in Greenport? Take in the festivals and sunsets in the area.
Kontokosta Winery
9.2/10 (48 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.
Greenport Carousel
9.4/10 (50 reviews)
You can learn about the history of Greenport with a stop at Greenport Carousel. While you're in the area, stroll along the beaches.
Safe Harbor Stirling
Explore the waterfront in Greenport with a trip to Safe Harbor Stirling. While you're in the area, stroll along the beaches.
East End Seaport Maritime Museum
9.0/10 (9 reviews)
You can spend time browsing the exhibits at East End Seaport Maritime Museum in Greenport. Stroll along this family-friendly area's waterfront, or simply enjoy its wineries.
Greenport Harbor Brewing Company
You can take time to visit Greenport Harbor Brewing Company during your travels to Greenport. While you're in the area, stroll along the beaches.
Railroad Museum of Long Island
9.0/10 (7 reviews)
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.
Greenport Farmers' Market
9.4/10 (23 reviews)
You can browse for the perfect souvenirs at Greenport Farmers' Market during your visit to Greenport. Stroll along this family-friendly area's waterfront, or simply enjoy its wineries.
Frequently asked questions
How much does a Greenport vacation package cost?
You'll find cheap prices from CA $1,694 on Expedia for your Greenport getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Greenport costs.
What are the cheapest months to go to Greenport?
You can usually find lower rates and greater availability in January, February and November. Explore our cheap Greenport vacation packages and you could get some great off-season deals.
How many days is enough for Greenport?
Allow at least 2 days for your Greenport vacation to take in everything that makes this place special. Stroll around popular areas, including Greenport West and Pipes Cove. Then head to the major sights such as Sparkling Pointe and Truman's Beach. With a well-organized itinerary, you'll be kept busy with room for some me-time too. Want to travel outside of Greenport? Consider fitting in a day trip or two.
Is it worth booking a vacation package to Greenport?
It's no wonder a Greenport vacation is on the must-do list of many travellers. Popular attractions like 67 Steps Beach are just the beginning of things to see and do here.
How to find the best Greenport package deals?
Bagging a cheap Greenport package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Greenport package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Greenport vacation as a package?
You can enjoy significant savings on your Greenport break by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Greenport?
If you have your Greenport vacation dates finalized, book as early as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Greenport?
- Pick your dates: What you want to do in Greenport and your favourite season can help you decide when to go.
- Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and experiences. Your hotel will likely be the largest expense during your trip to Greenport.
- Work out your trip length: Think about how much time you'd like to spend discovering Greenport. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Combine your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the perfect Greenport vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
