Greenport Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Taozi

Top hotels in Greenport

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is 7.606.269 ₫ per night from 9 Sept to 10 Sept
7.606.269 ₫
9.975.914 ₫ total
9 Sept - 10 Sept
includes taxes & fees
8.4/10 Very Good! (560 reviews)
"Feels like a remote vacation destination just a couple of hours from home. Self-contained property with private beach and pool away from crowds and tourists, but close to town."

Reviewed on 13 Aug 2025

Sound View Greenport
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
9.2/10 Wonderful! (171 reviews)
"Great location, clean, staff very nice"

Reviewed on 15 Aug 2025

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Greenporter Hotel
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The price is 5.756.721 ₫ per night from 7 Sept to 8 Sept
5.756.721 ₫
7.862.806 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (505 reviews)
"Great hotel. Staff were amazing! Loved that you could use their sister property by the beach and stay in town. Just did not like having to pay for overnight parking."

Reviewed on 14 Aug 2025

The Harbor Front Inn
See all 4,220 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.

Popular places to visit

Kontokosta Winery

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

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

67 Steps Beach

Greenport Carousel

You can learn about the history of Greenport with a visit to Greenport Carousel. While you're in the area, stroll along the beaches.

Greenport Carousel

Frequently asked questions

How much does a Greenport holiday 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 holiday 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 holiday packages. Travelling 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 holiday 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 neighbourhoods like Greenport West and Pipes Cove. You could even slot in a day trip from Greenport.
Is it worth booking a holiday package to Greenport?
Greenport is a good holiday destination with attractions like 67 Steps Beach among the many things to keep you entertained. Whether you're travelling with the family or getting away with friends, a Greenport holiday 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," "Traveller 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Greenport holiday as a package?
Expedia holiday 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 customised Greenport holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Greenport?
If you're planning an impromptu Greenport holiday, 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. Choose when to go: Check your diary and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to holiday in Greenport.
  2. 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.
  3. 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.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised Greenport holiday package.