Shorewood Vacation Packages

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Top Holiday Package Deals in Shorewood

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,429 reviews)
The room was poorly cleaned, as usual unfortunately for my experience with Hyatt in general. Otherwise no complaints, and view was great! Public transportation was right there as well!

Reviewed on Jul. 24, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 16 - Oct 19
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Very tiny room with no good light, could barely see there. Also blanket doesnt have a cover up. No proper bathroom.

Reviewed on Jul. 17, 2025

The Manner, The Unbound Collection by Hyatt

The Manner, The Unbound Collection by Hyatt

5 out of 5
Manhattan
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (33 reviews)
it was cute, only negative was no tv in the room but it was such a great experience

Reviewed on Jun. 16, 2025

ModernHaus SoHo

ModernHaus SoHo

4.5 out of 5
Manhattan
per person
Oct 9 - Oct 16
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (1,006 reviews)
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Reviewed on Jul. 2, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Facilities mediocre. Location and staff excellent.

Reviewed on Jul. 19, 2025

Where to stay in Shorewood

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

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Wades Beach and Shelter Island Historical Society.

Find hotels in Menantic Creek

Shorewood Hotel Deals

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Aug 3 to Aug 4
CA $151
CA $174 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (1,013 reviews)
"The room was clean, bed and pillows comfortable. A/C worked well. Plenty of on site parking"

Reviewed on Jul. 23, 2025

Quality Inn Old Saybrook - Westbrook
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 $1,186 per night from Jul 28 to Jul 29
CA $1,186
CA $1,619 total
Jul 28 - Jul 29
includes taxes & fees
8.2/10 Very Good! (648 reviews)
"I love it"

Reviewed on Jul. 22, 2025

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 refundableReserve now, pay when you stay
The price is CA $110 per night from Jul 29 to Jul 30
CA $110
CA $126 total
Jul 29 - Jul 30
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"Very convenient to the beaches and very clean room. I had some trouble with the door lock but nothing major. I'm a doofus. Will definitely return."

Reviewed on Jul. 16, 2025

Pier Blue Inn Old Saybrook - Essex
See all 4,066 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.
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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 $648. 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

Things to do

Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

CA $218
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Picture 1 for Activity From Mattituck: North Fork Area Bike Tour with Food Tasting

From Mattituck: North Fork Area Bike Tour with Food Tasting

CA $187
per adult
From Mattituck: North Fork Area Bike Tour with Food Tasting
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.