Shorewood Vacation Packages

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Top Holiday Package Deals in Shorewood

Price found within the past 48 hours. Click for updated prices.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,647, price is now CA $993 per person
CA $993
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (3,144 reviews)
I will definitely be staying here again! The bed was comfy and there was no noise from the streets. I stayed in room 1223 and it’s right next to the elevators with a king bed. The ac was cold and stayed on for extra white noise which I love because it helps me sleep. The Throwback restaurant and bar is out the front door of the hotel and take 2 lefts. It’s a great spot to watch sports and eat.

Reviewed on Jun 21, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was CA $5,544, price is now CA $2,435 per person
CA $2,435
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,526, price is now CA $3,439 per person
CA $3,439
per person
Sep 10 - Sep 14
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

Sofitel New York

Sofitel New York

4.5 out of 5
Manhattan
Price was CA $2,638, price is now CA $1,676 per person
CA $1,676
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,245 reviews)
Great stay at the Sofitel New York! The hotel was very clean, the beds were comfortable, and the staff was excellent from check-in to check-out. Everyone was friendly and helpful, which made our stay even more enjoyable. We would definitely stay here again!

Reviewed on Jun 21, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $1,995, price is now CA $1,322 per person
CA $1,322
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,063 reviews)
Bien ubicado. Buen Desayuno. Cerca de pequeños restaurantes muy lindos. Un poco lejos del subway.

Reviewed on Jun 21, 2026

Where to stay in Shorewood

Find the best Shorewood areas and neighborhoods for the activities you enjoy most. Learn more about Shorewood
Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.

Menantic Creek

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

Find hotels in Menantic Creek

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 CA $1,793 per night from Jul 21 to Jul 22
CA $1,793
CA $2,459 total
Jul 21 - Jul 22
includes taxes & fees
8.4/10 Very Good! (804 reviews)
"Room had a musty odor."

Reviewed on Jun 21, 2026

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is CA $708 per night from Jul 5 to Jul 6
CA $708
CA $930 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (658 reviews)
"The Soundview is one of my favorite hotels in greenport ( favorite) we had an amazing room I never wanted to leave!!"

Reviewed on Jun 20, 2026

Sound View Greenport
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 CA $135 per night from Jun 22 to Jun 23
CA $135
CA $156 total
Jun 22 - Jun 23
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"The rooms were just old. Pillows were flat and towels thin."

Reviewed on Jun 21, 2026

Pier Blue Inn Old Saybrook - Essex
See all 4,154 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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Shorewood vacation package cost?
Chart your own course with our Shorewood vacation packages, which start from just CA $993. 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.

Discover the most popular places to visit in Shorewood

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

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