Shorewood Vacations from ¥286,528

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ¥45,448 when you book a flight and hotel together*
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The Latest Shorewood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Fifth Avenue Hotel
JW Marriott Essex House New York
Fouquet's New York
Park Lane New York
The Shelburne Sonesta New York

Where to stay in Shorewood

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

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 ¥54,486 per night from Jan 25 to Jan 26
¥54,486
¥74,700 total
Jan 25 - Jan 26, 2026
includes taxes & fees
8.2/10 Very Good! (705 reviews)
Good room. Great view! Nice heating system. Friendly staff.

Reviewed on Dec 27, 2025

Gurney's Montauk Resort & Seawater Spa
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is ¥35,855 per night from Jan 4 to Jan 5
¥35,855
¥43,935 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Wonderful hotel with very courteous staff, Water's Edge is top notch in every way

Reviewed on Dec 26, 2025

Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
7.8/10 Good! (1,001 reviews)
This hotel is clean and safe. Parking was easy. Rooms are spacious. Staff was friendly. It's not overly fancy but was perfect for a reasonable price.

Reviewed on Dec 23, 2025

Pier Blue Inn Old Saybrook - Essex
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 vacation package cost?
Chart your own course with our Shorewood vacation packages, which start from just ¥286,528. 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 vacation 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 neighborhood, 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 vacation?
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. Vacationing 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 vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Shorewood Expedia vacation 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 vacation package?
Plans can change suddenly, so yes, you can. You may be able to cancel or change your Shorewood vacation 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.

Things to do

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