Shorewood Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Shorewood

Find the best Shorewood areas and neighborhoods for the activities you enjoy most. Learn more about Shorewood
A calm river with a boat docked on the right bank, surrounded by lush greenery and trees.

Silver Beach

While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

A beach with a wooden sign that reads "Please take off your shoes!"

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach.

A pebble beach with calm water, a distant bridge, and a forested island.

Coecles Harbor

While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Shelter Island Historical Society are some notable places to visit nearby.

A calm lake with reflections of clouds, surrounded by trees and a distant structure.

Hay Beach

When in Hay Beach, you can plan a visit to Greenport Carousel and Greenport Harbor Brewing Company, some noteworthy sights in the nearby area.

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Montclair Colony

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

Top hotels in Shorewood

Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
6.885.648 ₫
8.607.127 ₫ total
1 Oct - 2 Oct
includes taxes & fees
Sound View Greenport
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
2.114.650 ₫
2.431.886 ₫ total
17 Sept - 18 Sept
includes taxes & fees
8/10 Very good! (1,003 reviews)
"Deverian actualizar las tv’s"

Reviewed on 11 Sept 2026

Pier Blue Inn Old Saybrook - Essex
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY
11.955.600 ₫
16.391.241 ₫ total
12 Oct - 13 Oct
includes taxes & fees
8.4/10 Very good! (850 reviews)
"Everything went smoother than I thought it would. The staff couldn’t have been kinder, helpful, or more knowledgeable. The spa treatments and massages were off the charts! We’re looking forward to our next stay and many more to come!"

Reviewed on 11 Sept 2026

Gurney's Montauk Resort & Seawater Spa
See all 3,994 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 holiday package cost?
Chart your own course with our Shorewood holiday 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 holiday package with Expedia is a great way to save. We have more than 550 partner airlines and 1null000null000 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 neighbourhood, 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 holiday?
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. Holidaying 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 holiday package lets you organise your escape your way. Plus, you'll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Shorewood Expedia holiday 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 holiday package?
Plans can change suddenly, so yes, you can. You may be able to cancel or change your Shorewood holiday 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.