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The Latest Shelter Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
New York Marriott Marquis
Manhattan
per person
Jul 8 - Jul 10
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
9/10 Wonderful! (2,670 reviews)
Within short walking distance of many Broadway theaters, which was my reason for being there. We were caught in a downpour after one show without umbrellas. But only had to run across the street to be under the roof of the Marriott. Huge mobs in Times Square, but you would have to dodge your way through those, no matter where you stay.
Reviewed on Jun 3, 2024
Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
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.
Shelter Island Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₩108,703 per night from Jun 10 to Jun 11
₩108,703
per night
Jun 10 - Jun 11
7.6/10 Good! (787 reviews)
"Very clean room, nice view of the costal area from balcony. They are under remodling so some areas were umderstamdaly rough. Bit the awesome staff find us the perfect room was appreciated. We will stay there again soon."
Reviewed on May 31, 2024
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is ₩139,181 per night from Jun 17 to Jun 18
₩139,181
per night
Jun 17 - Jun 18
7.4/10 Good! (966 reviews)
"Great hotel for the money, though it's a little off the beaten path (I had no idea where to find Old Saybrook from the hotel location). Still, it was perfect for my needs. They had a nice (free) continental breakfast and the pool area was great."
Reviewed on May 28, 2024
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is ₩798,763 per night from Jun 9 to Jun 10
₩798,763
per night
Jun 9 - Jun 10
8.2/10 Very Good! (570 reviews)
"Great time beautiful property"
Reviewed on May 21, 2024
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
Discover the most popular places to visit in Shelter Island
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.
Shell Beach
Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
Shelter Island Historical Society
4/5(1 review)
You can enjoy some culture when you stop by Shelter Island Historical Society in Shelter Island. Stroll along the beaches or experience the area's museums.
Other vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.