
Shorewood Vacations from $282
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Your Shorewood Vacation
Our Shorewood vacation packages are a fast and convenient way to plan and book your next break. Uncover the magic of this unique neighborhood without the burden of having to plan everything yourself. Your trip to Shorewood wouldn't be complete without a stop at big-name attractions nearby such as Sunset Beach, Gardiners Bay Country Club and Crescent Beach. Stop daydreaming and start doing. When it's time to lock in your ideal vacation to Shorewood, Expedia will help get you there.
The Latest Shorewood Vacation Packages

Windrose On Hudson
Reviewed on Dec 28, 2025

The Inn At Fox Hollow Hotel
Reviewed on Jan 17, 2026


Hotel Riu Plaza Manhattan Times Square
Reviewed on Jan 18, 2026

INNSiDE by Meliá New York Nomad
Reviewed on Jan 18, 2026
Where to stay in Shorewood

Silver Beach
While Silver Beach might 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.
Shorewood Hotel Deals

Gurney's Montauk Resort & Seawater Spa
Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible !
Reviewed on Jan 12, 2026

Pier Blue Inn Old Saybrook - Essex
muy limpias
Reviewed on Jan 8, 2026

Sound View Greenport
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...
Reviewed on Jan 10, 2026
Discover the most popular places to visit in Shorewood
Gardiner's Bay Country Club
Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.
Mashomack Preserve
Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.
Shelter Island Historical Society
You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.


















