Shelter Island Heights Vacations

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Shelter Island Heights Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

$711
per person
Nov 26 - Nov 30
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to New York (JFK)
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stonebridge Golf Links and Country Club and Blydenburgh County Park are located nearby.
Courtyard by Marriott Long Island Islip/Courthouse Complex

Courtyard by Marriott Long Island Islip/Courthouse Complex

$756
per person
Nov 26 - Nov 30
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to New York (JFK)
Book a stay at this business-friendly hotel in Central Islip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bethpage Ballpark and SUSA Orlin & Cohen Sports Complex are located nearby.
Muy limpio todo la recepcionista muy amable todo

Reviewed on Sep 1, 2026

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Top Hotel Deals

The Chequit

The Chequit

23 Grand Ave Shelter Island Heights NY
0.07 km from city center
Stay at this hotel in Shelter Island Heights. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Shelter Island Country Club and Sunset ...
The Pridwin Hotel

The Pridwin Hotel

81 Shore Road Shelter Island Heights NY
2.26 km from city center
Book a stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
West Neck Guesthouse

West Neck Guesthouse

31 W Neck Rd Shelter Island Heights NY
1.03 km from city center
Stay at this B&B in Shelter Island Heights. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shelter Island Country Club and Sunset Beach ...
Sound View Greenport

Sound View Greenport

58775 County Rd 48 Greenport NY
3.7 km from city center
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
22.9 km from city center
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
22.5 km from city center
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY
31.46 km from city center
Book a stay at this beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Popular attractions Hither Woods Preserve and Hither ...
Offshore Montauk

Offshore Montauk

71 S Emerson Ave Montauk NY
34.71 km from city center
Stay at this hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point are located ...
Water's Edge Resort & Spa

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT
22.98 km from city center
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
34.97 km from city center
Book a stay at this beach hotel in Montauk. Enjoy a beach locale, daily housekeeping, and a picnic area. Popular attractions Montauk Point Lighthouse and Montauk ...
Marram

Marram

21 Oceanview Terrace Montauk NY
35.51 km from city center
Book a stay at this beach hotel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Montauk Point Lighthouse and Montauk Point ...
Montauk Yacht Club

Montauk Yacht Club

32 Star Island Rd Montauk NY
35.46 km from city center
Book a stay at this luxury hotel in Montauk. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition ...
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
23.01 km from city center
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Montauk Manor

Montauk Manor

236 Edgemere St. Montauk NY
34.3 km from city center
Stay at this aparthotel in Montauk. Enjoy free WiFi, an outdoor pool, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in ...
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
34.84 km from city center
Book a stay at this beach motel in Montauk. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
JetBlue Airways
Frontier Airlines
American Airlines
Delta
Sat, Oct 10 - Sun, Oct 11
SJU
Luis Munoz Marin Intl.
JFK
John F. Kennedy Intl.
$297
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Oct 10 from Luis Munoz Marin Intl. to John F. Kennedy Intl., returning Sun, Oct 11, priced at $297 found 3 days ago