Shorewood Trips (flight + hotel)

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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

Top hotels in Shorewood

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 P6,320 per night from Aug 3 to Aug 4
P6,320
P7,268 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Swimming pool is the best
"The pool was the best part of the hotel. Warm and deep enough, long enough to actually swim some 1/2 laps"

Reviewed on Jul 14, 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 P56,907 per night from Jul 23 to Jul 24
P56,907
P77,669 total
Jul 23 - Jul 24
includes taxes & fees
8.2/10 Very Good! (645 reviews)
"the property is beautiful however there was construction being done upon the premises and certain areas were closed off"

Reviewed on Jul 14, 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 P4,581 per night from Jul 20 to Jul 21
P4,581
P5,269 total
Jul 20 - Jul 21
includes taxes & fees
7.6/10 Good! (999 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 4,128 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 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.

Popular places to visit

Wades Beach

Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Wades Beach

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

P8,964
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

P7,946
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.