Shorewood Holidays from AU$2,100

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Your Shorewood Holiday

Our Shorewood holiday packages are a fast and convenient way to plan and book your next break. Uncover the magic of this unique neighbourhood without the burden of having to plan everything yourself. Your trip to Shorewood wouldn't be complete without a stop at big-name attractions nearby such as Sunset Beach, Gardiners Bay Country Club and Crescent Beach. Stop daydreaming and start doing. When it's time to lock in your ideal holiday to Shorewood, Expedia will help get you there.

Top Holiday Package Deals in Shorewood

Price found within the past 48 hours. Click for updated prices.
Ace Hotel New York
Hotel Riu Plaza New York Times Square
Hotel Riu Plaza Manhattan Times Square
INNSiDE by Meliá New York Nomad
LENNOX HILL NYC

Our guide on where to stay in Shorewood

Find the best Shorewood areas and neighborhoods for the activities you enjoy most. Learn more about Shorewood

Our pick of the best Shorewood Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is AU$1,044 per night from 1 June to 2 June
AU$1,044
1 June - 2 June
includes taxes & fees
8.4/10 Very Good! (780 reviews)
Stellar staff who made us feel most welcome. Loved the diversity of the team. Unforgettable scenery and experiences. We will definitely come back!

Reviewed on 11 May 2026

Gurney's Montauk Resort & Seawater Spa
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
The price is AU$252 per night from 17 May to 18 May
AU$252
17 May - 18 May
includes taxes & fees
9.6/10 Exceptional! (496 reviews)
Great for dogs - huge fenced yard

Reviewed on 11 May 2026

The Bentley Hotel Southampton
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is AU$581 per night from 28 May to 29 May
AU$581
28 May - 29 May
includes taxes & fees
8.4/10 Very Good! (647 reviews)
They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty.

Reviewed on 11 May 2026

Sound View 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.

Frequently asked questions

How much does a Shorewood holiday package cost?
Chart your own course with our Shorewood holiday packages, which start from just AU$2,100. Handpick the flights and hotels that suit your travel plans. Then, add on one or two enriching experiences to round off your unique getaway.
How do I get a cheap travel package to Shorewood?
Creating your own Shorewood holiday package with Expedia is a great way to save. We have more than 550 partner airlines and 1 000 000 properties around the world. With such a fabulous range to choose from, you'll have no difficulty putting together your perfect trip.
Where should I stay in Shorewood?
With fascinating attractions such as Gardiners Bay Country Club and Shell Beach in this neighbourhood, look for a hotel positioned near either one. Shelter Island Historical Society is another Shorewood sight that draws in the crowds.
How far in advance should I book my Shorewood holiday?
It's tricky picking the ideal time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't stress. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Shorewood travel package include?
From hotels and flights to car rentals, Expedia can help you craft a Shorewood package that's right for you. Holidaying for a week or two? Consider a flight, rental car and hotel bundle. If your break is short, a flight and hotel deal may be more your style. Tours and activities can be added once you've made your booking. Our packages make it simple to save and plan.
What should I know before booking a Shorewood travel package?
Whether it's relaxation or adventure you're craving, a Shorewood holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Shorewood Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to pick from worldwide. With so many choices, finding the perfect carrier to whisk you off to Shorewood will be easy.
If I'm not able to travel, can I cancel my Shorewood holiday package?
Plans can change suddenly, so yes, you can. You may be able to cancel or change your Shorewood holiday package for free if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your car rental company, hotel or airline may impose a fee. Looking for more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Shorewood

Activities

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