Shorewood Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Aug 8 - Aug 13

    Hotel Riu Plaza New York Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.0/10 - Wonderful (3,027 reviews)
    "The rooms were clean. The lobby was instagram worthy! Staff was friendly. The breakfast buffet was great t"
    Reviewed May 21, 2026
    Roundtrip Tokyo (HND) - New York (LGA)
    HND - LGA1 stop EWR - HND1 stop
    ¥442,643
    ¥332,483
    per traveler
    found 12 hours ago
    Hotel Riu Plaza New York Times Square
  • Aug 8 - Aug 15

    INNSiDE by Meliá New York Nomad + Flight

    Manhattan
    7 nights
    4.5 star property
    9.2/10 - Wonderful (2,230 reviews)
    "Great hotel. Modern with spacious rooms. "
    Reviewed May 20, 2026
    Roundtrip Osaka (KIX) - New York (JFK)
    KIX - JFK1 stop JFK - KIX1 stop
    ¥597,194
    ¥421,092
    per traveler
    found 1 day ago
    INNSiDE by Meliá New York Nomad
  • Jun 23 - Jun 28

    Hotel Riu Plaza Manhattan Times Square + Flight

    Manhattan
    5 nights
    4.0 star property
    9.2/10 - Wonderful (3,531 reviews)
    "Great location, friendly staff, generous breakfast. The room was cleaned but the bathroom had a sewage smell. "
    Reviewed May 20, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFK1 stop JFK - HND1 stop
    ¥660,277
    ¥469,598
    per traveler
    found 1 day ago
    Hotel Riu Plaza Manhattan Times Square
  • Jun 23 - Jun 28

    NobleDEN Hotel + Flight

    Manhattan
    5 nights
    4.0 star property
    9.8/10 - Exceptional (1,604 reviews)
    "The location is great, room is very clean. TV remote doesn't work. bedding is okay. This is my second time staying there. Somehow feel the first time was a whote lot better"
    Reviewed May 17, 2026
    Roundtrip Tokyo (HND) - New York (JFK)
    HND - JFK1 stop JFK - HND1 stop
    ¥581,113
    ¥453,501
    per traveler
    found 1 day ago
    NobleDEN Hotel
  • Aug 5 - Aug 12

    Concorde Hotel New York + Flight

    Manhattan
    7 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    "Great location, very friendly staff, well-appointed rooms, and nice restaurant/bar!"
    Reviewed May 19, 2026
    Roundtrip Nagoya (NGO) - New York (JFK)
    NGO - JFK1 stop JFK - NGO1 stop
    ¥518,482
    ¥412,026
    per traveler
    found 1 day ago
    Concorde Hotel 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 ¥103,292 per night from Jun 10 to Jun 11
¥103,292
¥141,614 total
Jun 10 - Jun 11
includes taxes & fees
8.2/10 Very Good! (781 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 May 11, 2026

Gurney's Montauk Resort & Seawater 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 refundable
The price is ¥13,945 per night from Jun 7 to Jun 8
¥13,945
¥16,037 total
Jun 7 - Jun 8
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"We have been coming here for years and it is the best it’s ever been! Staff is friendly and accommodating. The rooms have been renovated and clean."

Reviewed on May 17, 2026

Pier Blue Inn Old Saybrook - Essex
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 ¥31,611 per night from May 27 to May 28
¥31,611
¥40,087 total
May 27 - May 28
includes taxes & fees
9.6/10 Exceptional! (500 reviews)
"Super spacious room, everything you might need, 2nd floor was quiet and it was an incredibly convenient spot to land for the evening. Will be back!"

Reviewed on May 18, 2026

The Bentley Hotel Southampton
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 . 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.