Shorewood Holidays from AU$3,012

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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.
Hotel St. James

Hotel St. James

Manhattan
AU$3,012
per person
30 Oct - 6 Nov
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
8.8/10 Excellent! (7,727 reviews)
Room was ok, bed uncomfortable, AC very loud. Also had 2 rooms and wanted to have them close together. Did not accomodate (due to no room left to do so). They even said that they should have put them together earlier but didn't. They have a place to leave baggage after you check out, but people can go in and out as they like - the door to is isn't locked or any bag tags to track anything. The only real benefit was that it was rather inexpensive and close to Times Square/Broadway.

Reviewed on 24 Aug 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
Save 100% on your flight
AU$3,389
per person
30 Oct - 6 Nov
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
9.2/10 Wonderful! (3,902 reviews)
Concorde Hotel New York

Concorde Hotel New York

Manhattan
Save 100% on your flight
AU$3,287
per person
30 Oct - 6 Nov
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
Terrible. Totally uncooperative on a reservation change. The worst. Don't go.

Reviewed on 21 Aug 2026

The Lombardy Hotel

The Lombardy Hotel

Manhattan
AU$3,346
per person
30 Oct - 6 Nov
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (1,565 reviews)
So clean! Great location!

Reviewed on 24 Aug 2026

Margaritaville Resort Times Square

Margaritaville Resort Times Square

Manhattan
AU$3,320
per person
30 Oct - 6 Nov
found 1 day ago
Return flight included
Sydney (SYD) to New York (JFK)
9/10 Wonderful! (4,305 reviews)

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
A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Crescent Beach and Sunset Beach.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Shelter Island Historical Society are some notable places to visit nearby.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

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Montclair Colony

If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Sunset Beach and Crescent Beach.

Our pick of the best Shorewood Hotel Deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundable
AU$140
25 Aug - 26 Aug
includes taxes & fees
8/10 Very good! (1,017 reviews)
"Needs to be updated badly. Would have spent more money to stay somewhere better."

Reviewed on 23 Aug 2026

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
AU$513
15 Sept - 16 Sept
includes taxes & fees
Sound View Greenport
Water's Edge Resort & Spa

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
AU$398
14 Sept - 15 Sept
includes taxes & fees
Water's Edge Resort & Spa
See all 4,033 properties in Shorewood
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$3,012. 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.

Activities

Public Schooner Sail in Greenport

Sunday Brunch Sail in Greenport

AU$213
per adult
Sunday Brunch Sail in Greenport
Private Beach Fire at Town Line Beach

Private Beach Fire Montauk

AU$358
per adult
Private Beach Fire Montauk
See all activities in Shelter Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.