
Shelter Island Vacation Packages
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4.0-star property
NobleDEN Hotel
Manhattan
9.6/10 Exceptional! (1,655 reviews)
Dec 22 - Dec 29
7 night stay
Denver (DEN) to New York (JFK)
Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,963, price is now $1,908 per person
$1,908
per person
found 1 day ago
I love the location, helpful staff and the perfect room, cozy feeling, comfy bed and super soft towels. Perfect stay.
Reviewed on Nov 13, 2026
Top rated hotels for your Shelter Island vacation package

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
18.43 mi from city center
$411 nightly
The price is $469 total per night
$469 total
Dec 1 - Dec 2
Total with taxes and fees
Guests of Gurney's Montauk Resort & Seawater Spa have access to a private beach, a full-service spa, and an indoor pool. The front desk is staffed 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, meeting rooms, and a conference center.
On private beach
Pool

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
15.48 mi from city center
$83 nightly
The price is $95 total per night
$95 total
Nov 18 - Nov 19
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and a picnic area. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area.
Pet friendly
Parking included

Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
15.59 mi from city center
$205 nightly
The price is $236 total per night
$236 total
Nov 23 - Nov 24
Total with taxes and fees
Guests of Water's Edge Resort & Spa have access to a private beach, a full-service spa, and an indoor pool. You can put free valet parking to good use if you drive. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool
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.
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