
Deals on vacations and trips to Shelter Island
Save when you book Shelter Island package deals
Shelter Island flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A terrace, limo/town car service, and a picnic area are also on offer.

Park Lane New York
Manhattan
per person
Jul 19 - Jul 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a garden, and a lobby fireplace are also on offer.


1 Hotel Brooklyn Bridge
per person
Jul 26 - Jul 30
found 9 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.

Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
per person
Jul 19 - Jul 26
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This property features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A snack bar/deli, dry cleaning, and luggage storage are also on offer.
Top Shelter Island hotels deals

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
The price is $285 per night
$285
includes taxes & fees
$249 per night
May 8 - May 9
This hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public areas. Enjoy the 2 outdoor pools and get free self parking.
On private beach
Pool

Montauk Manor
236 Edgemere St., Montauk, NY
The price is $212 per night
$212
includes taxes & fees
$185 per night
May 12 - May 13
3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a restaurant and a bar/lounge for dining and drinks, and also a hot tub on site.
Pool
Hot Tub

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
The price is $661 per night
$661
includes taxes & fees
$579 per night
May 13 - May 14
This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
On private beach
Pool

Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
Free Cancellation
Reserve now, pay when you stay
The price is $236 per night
$236
includes taxes & fees
$205 per night
May 14 - May 15
This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.
On private beach
Pool

Baron's Cove
31 West Water Street, Sag Harbor, NY
The price is $300 per night
$300
includes taxes & fees
$263 per night
May 11 - May 12
This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, a business center, and a coffee shop are also offered.
Pool
Spa

Hyatt Place Long Island East End
451 East Main Street, Riverhead, NY
Free Cancellation
Reserve now, pay when you stay
The price is $182 per night
$182
includes taxes & fees
$159 per night
May 8 - May 9
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Pool
Pet friendly
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.
Popular places to visit
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.
Shelter Island Historical Society
4/5(1 review)
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.
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.
Photos of local treasures
Browse Shelter Island vacation photos for more inspiration
Top all inclusive vacation packages with airfare
Book a vacation to Shelter Island
Most popular
Hotels
Hotels in YonkersHotels in UticaHotels in MiddletownHotels in CanandaiguaHotels in Garden CityBeach Resorts & Hotels in MontaukHotels in Niagara FallsHotels in SyracuseHotels in RomeHotels in Lake GeorgeHotels in HiltonHotels in IthacaHotels in PoughkeepsieHotels in KingstonHotels in AlbanyHotels in OswegoHotels in MontaukHotels in OneontaHotels in Saratoga SpringsHotels in White PlainsHotels in CortlandHotels in Alexandria Bay
Packages