Shelter Island Heights Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
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 Heights vacation package
The Chequit
23 Grand Ave Shelter Island Heights NY
0.04 mi from city center
$167 nightly
The price is $191 total per night
$191 total
Nov 22 - Nov 23
Total with taxes and fees
Guests of The Chequit enjoy features like free WiFi in public areas. Free parking is included with your stay. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Pet friendly
Parking included
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
19.54 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
14.22 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
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View all propertiesLowest 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.
