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

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $484, price is now $282 per person
$282
per person
Apr 7 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (LGA)
7.8/10 Good! (80 reviews)
The rooms need more amenities such as a coffee maker some cups and utensils, as well as a guide to the television set.

Reviewed on Dec 28, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $861, price is now $461 per person
$461
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
The compressor from the heat pump in the room was so loud it would wake me up every time it kicked on all night long

Reviewed on Jan 17, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,894, price is now $1,584 per person
$1,584
per person
Apr 10 - Apr 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
You need more dinner options in hotel

Reviewed on Jan 17, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,085, price is now $600 per person
$600
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,348 reviews)
Cleanliness was excellent and the staff was very friendly

Reviewed on Jan 18, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,351, price is now $775 per person
$775
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
We had one of the best hotel experiences we’ve ever had. The atmosphere is young, welcoming, design-driven, and genuinely comfortable. Denise, Fior, and Angela truly embody what great hosts should be: warm, attentive, and effortless in their communication. Everything felt seamless from start to finish. We were pleasantly surprised with a room upgrade, and the facilities were modern, spotless, and extremely comfortable. It honestly felt unreal to have such a high-quality experience at a price we could afford in New York. The location couldn’t be bette, close to everything we needed and just steps from the subway. We even enjoyed a lovely complimentary wine tasting, which was a great touch. We’ll absolutely be back on our next trip to New York.

Reviewed on Jan 18, 2026

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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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.

Find hotels in Silver Beach

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
$322 nightly
The price is $368 total per night from Feb 11 to Feb 12
$368 total
Feb 11 - Feb 12
Total with taxes and fees
8.2/10 Very Good! (719 reviews)
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

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
$79 nightly
The price is $91 total per night from Jan 20 to Jan 21
$91 total
Jan 20 - Jan 21
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
muy limpias

Reviewed on Jan 8, 2026

Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$143 nightly
The price is $164 total per night from Feb 16 to Feb 17
$164 total
Feb 16 - Feb 17
Total with taxes and fees
8.4/10 Very Good! (606 reviews)
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

Sound View Greenport
See all 3,999 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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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.

Gardiner's Bay Country Club

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.

Mashomack Preserve

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.

Shelter Island Historical Society
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.