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.
Night Hotel Broadway
Manhattan
Price was $1,796, price is now $1,393 per person
$1,393
per person
Dec 22 - Dec 26
found 12 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a steam room, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Central Park and Lincoln Center are located nearby.
Good location , one night stay for work , perfect spot to stay , i don’t understand some review not positive , this is New York not a all inclusive resort at Bahamas!
Thank you! See you again
Reviewed on Nov 14, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was $2,540, price is now $1,769 per person
$1,769
per person
Dec 22 - Dec 26
found 12 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
The bar cafe in the lobby was amazing! Quick check in, clean property and very spacious rooms for this price point in NYC
Reviewed on Nov 13, 2026
Eurostars Wall Street
Manhattan
Price was $1,998, price is now $1,482 per person
$1,482
per person
Dec 22 - Dec 26
found 12 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to New York (JFK)
Book a stay at this boutique hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wall Street and Brooklyn Bridge are located nearby.
Completely caught off guard by this property:
The Expedia photos looked great, the lobby was fine but the actual room was shabby and sub-par.
The room and bathroom had the bare minimum amenities, smelled of stale cigarette smoke and was generally below expectations. Probably ok for a budget vacationer but I’m making a note to avoid this for a work stay.
Reviewed on Nov 11, 2026
The William Hotel Midtown, New York
Manhattan
Price was $2,205, price is now $1,648 per person
$1,648
per person
Dec 22 - Dec 26
found 12 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
Citadines Connect Fifth Avenue - Times Square New York
Manhattan
Price was $1,947, price is now $1,480 per person
$1,480
per person
Dec 22 - Dec 26
found 12 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to New York (JFK)
Book a stay at this business-friendly hotel in New York. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bryant Park and Rockefeller Center are located nearby.
The Westin New York Grand Central
Manhattan
Price was $1,819, price is now $1,474 per person
$1,474
per person
Dec 22 - Dec 26
found 12 hours ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Grand Central Terminal and Bryant Park are located nearby.
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See all available trips from Columbus to Shelter Island Heights
View all tripsTop Hotel Deals
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 ...
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 ...
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. ...
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 ...
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 ...
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 ...
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 free WiFi, a beach locale, and daily housekeeping. Popular attractions Montauk Point Lighthouse and Montauk ...
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
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 ...
Ocean Resort Inn
95 S Emerson Ave Montauk NY
34.87 km from city center
Book a stay at this beach motel in Montauk. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
Zey Hotel
439 Main Street Greenport NY
2.31 km from city center
Book a stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on site, and daily housekeeping. Popular attractions Greenport Harbor Brewing ...
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 ...
Saybrook Point Resort & Marina
2 Bridge St Old Saybrook CT
22.2 km from city center
Book a stay at this spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
Don't see what you're looking for?
See all available properties in Shelter Island Heights
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.
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.
Wed, Feb 10 - Tue, Feb 23
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$148 Roundtrip, found 3 days ago
$148
Roundtrip
found 3 days ago
Sat, Dec 5 - Wed, Dec 9
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Wed, Jan 6 - Sun, Jan 17
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$209 Roundtrip, found 3 days ago
$209
Roundtrip
found 3 days ago
Thu, Dec 10 - Mon, Dec 14
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$219 Roundtrip, found 5 days ago
$219
Roundtrip
found 5 days ago
Thu, Jan 7 - Sun, Jan 10
MCO
Orlando Intl.
SWF
Stewart Intl.
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago