Greenport West Vacations from $493

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Your Greenport West Vacation

Book a Greenport West vacation package and get set to experience the best of this city. Consider staying in the neighborhood of Orient Point, which is good for views, fishing and nature. You'll want to take in some sights during your trip to Greenport West. Find time for leading attractions such as 67 Steps Beach, Raphael Winery and Railroad Museum of Long Island. No matter your travel plans or the size of your budget, organizing a tailored Greenport West vacation is easy with Expedia.

The Latest Greenport West vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $893, price is now $493 per person
$493
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.

Reviewed on Aug 28, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $3,480, price is now $1,630 per person
$1,630
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
Great hotel. Small rooms

Reviewed on Aug 31, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $2,404, price is now $1,302 per person
$1,302
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Everyone was helpful and super friendly.

Reviewed on Aug 28, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $1,307, price is now $727 per person
$727
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (563 reviews)
Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound

Reviewed on Aug 18, 2025

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Save 100% on your flight
Price was $924, price is now $516 per person
$516
per person
Nov 5 - Nov 9
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (6,299 reviews)
The elevator was slow- but honestly really old building so to be expected

Reviewed on Aug 31, 2025

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Discover the most popular places to visit in Greenport West

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 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 West

Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

$139
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
See all activities in Greenport West

Greenport West Hotel Deals

Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road), Greenport, NY
$376 nightly
The price is $430 total per night from Sep 21 to Sep 22
$430 total
Sep 21 - Sep 22
Total with taxes and fees
Cliffside Resort Condominiums
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

4 out of 5
1400 Silvermere Rd, Greenport, NY
$341 nightly
The price is $390 total per night from Sep 30 to Oct 1
$390 total
Sep 30 - Oct 1
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
$183 nightly
The price is $209 total per night from Sep 21 to Sep 22
$209 total
Sep 21 - Sep 22
Total with taxes and fees
The Atlantic Hotel
See all 4,165 properties in Greenport West
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.

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Frequently asked questions

How much does a Greenport West vacation package cost?
Offering excellent value package deals from $493 on Expedia, you'll be pleasantly surprised at how much a vacation to Greenport West costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Greenport West?
You can typically find reduced prices and better availability in November, December and January. Check out our cheap Greenport West vacation packages and you could land some great off-season deals.
How many days is enough for Greenport West?
The ideal length for your Greenport West vacation depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to hit all the major sights and discover some hidden gems along the way.
How to find the best Greenport West package deals?
Use Expedia's filter tool to find some terrific Greenport West package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Greenport West package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Greenport West vacation as a package?
You can enjoy significant savings on your Greenport West getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Greenport West?
If you've got your Greenport West vacation dates finalized, book early to bag some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Greenport West?

  1. Pick your dates: The things you'd like to do in Greenport West and your favorite season can help you decide when to go.
  2. Set a budget: Factor in expenses such as food, flights and transportation when calculating how much to save for your trip to Greenport West. Then, choose a hotel that matches your budget, whether that's an economical option or a deluxe getaway.
  3. Use Expedia's trip planning tool to discover Greenport West: Research every aspect of your trip to Greenport West with this handy planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you're more familiar with Greenport West, you can work out the right length of your vacation. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  5. Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the right Greenport West vacation package for you.
  6. Book any activities or excursions: Here's the fun part — locking in everything you want to see and do. Explore some of the exciting things to do in Greenport West in Greenport West and book your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Greenport West vacation packages?
Set off on your dream getaway to Greenport West with our Book Now, Pay Later vacations. No need to scrimp and save or wait until the next payday — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.