Greenport Holidays

Photo by Taozi

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Top hotels in Greenport

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is S$726 per night from 21 Aug to 22 Aug
S$726
21 Aug - 22 Aug
includes taxes & fees
8.4/10 Very Good! (538 reviews)
Beautiful but pricing out of touch
"I’ve been coming here for ages and have recommended it to many friends over the years. Prices have gotten out of control and, to add insult to injury, they add all the extra sneaky fees. This is the North Fork. Give me a break."

Reviewed on 17 Jul, 2025

Sound View Greenport
Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
9.2/10 Wonderful! (139 reviews)
Perfect for a few days in the summer!
"The Greenporter was exactly what we needed for our visit to the North Fork. Nothing too fancy, but the bed was very comfortable and the AC was excellent. We visited during a heat wave and we really enjoyed having a pool to relax near. The pool chairs were incredibly comfortable and there was a cooler ..."

Reviewed on 18 Jul, 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 S$527 per night from 23 Jul to 24 Jul
S$527
23 Jul - 24 Jul
includes taxes & fees
8.6/10 Excellent! (490 reviews)
"Had a wonderful time at Harbor Front Inn. Two small suggestions would make my retutn stay even more wonderful. Decafe needs to be hot. It was lukewarm every morning. Two more umbrellas around the pooL would be very welcome. These things are not enough to discourage us from returning."

Reviewed on 17 Jul, 2025

The Harbor Front Inn
See all 4,315 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

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

What to do in Greenport

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

S$204
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

S$175
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities in Greenport

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.