Long Island Mountain Vacations

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Flight and Mountain hotel deals in Long Island

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
CA $1,399
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
Great

Reviewed on Aug 17, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

Manhattan
CA $1,538
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,268 reviews)
Very close to Times Square and nice dining options near by.

Reviewed on Aug 17, 2026

Radio Hotel

Radio Hotel

Manhattan
CA $1,444
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,493 reviews)
Cleanliness isn’t all the way there

Reviewed on Aug 17, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,926
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Didn’t allow me to get late checkout . Upon arrival the valet wasn’t even outside to help with baggage , for such an expensive hotel , I’d say my expectations were completely unmet

Reviewed on Aug 16, 2026

NobleDEN Hotel

NobleDEN Hotel

Manhattan
CA $2,412
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,634 reviews)
Nice hotel in a fun location straddling little Italy and Chinatown and real close to SoHo shopping. Loved the rooftop patio.

Reviewed on Aug 16, 2026

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5* Mountain holidays in Long Island

Price found within the past 48 hours. Click for updated prices.
The Fifth Avenue Hotel

The Fifth Avenue Hotel

Manhattan
CA $2,404
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (262 reviews)
Lovely, attentive staff and a genuinely helpful concierge who booked us a fantastic dinner. I really can’t say enough about the entire staff from the moment we checking until to the end. This Hotel has One the most beautiful restaurant with fantastic service and food. I truly loved my room . The maid was keeping the room clean and paid so much attention to little details that my wife and I cared so much about. . Five star and Fantastic breakfast and dinner!!! All the waiters staff very professional and friendly. I highly recommend this hotel.

Reviewed on Aug 12, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,926
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Didn’t allow me to get late checkout . Upon arrival the valet wasn’t even outside to help with baggage , for such an expensive hotel , I’d say my expectations were completely unmet

Reviewed on Aug 16, 2026

5th & 55th Residence Club

5th & 55th Residence Club

Manhattan
CA $3,095
per person
Oct 24 - Oct 26
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (5 reviews)
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3 Night Mountain holidays in Long Island

Price found within the past 48 hours. Click for updated prices.
Radio Hotel

Radio Hotel

Manhattan
CA $995
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,493 reviews)
Cleanliness isn’t all the way there

Reviewed on Aug 17, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $2,926
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Didn’t allow me to get late checkout . Upon arrival the valet wasn’t even outside to help with baggage , for such an expensive hotel , I’d say my expectations were completely unmet

Reviewed on Aug 16, 2026

The Shelburne Sonesta New York

The Shelburne Sonesta New York

Manhattan
CA $1,092
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,043 reviews)
Very convenient as we went to music festival on Randall island, the ferry was a 10 min walk

Reviewed on Aug 16, 2026

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4 Night Mountain holidays in Long Island

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

Manhattan
CA $1,714
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
Great

Reviewed on Aug 17, 2026

1 Hotel Central Park

1 Hotel Central Park

Manhattan
CA $2,791
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

CA $3,497
per person
Sep 24 - Sep 28
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Didn’t allow me to get late checkout . Upon arrival the valet wasn’t even outside to help with baggage , for such an expensive hotel , I’d say my expectations were completely unmet

Reviewed on Aug 16, 2026

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Things to do

Tyrannosaurs rex skeleton in the American Museum of Natural History in New York

American Museum of Natural History Tickets

CA $52
per adult
82% of travellers recommend
American Museum of Natural History Tickets
American Dream: SEA LIFE New Jersey Aquarium

American Dream: SEA LIFE New Jersey Aquarium

CA $53
per traveller
88% of travellers recommend
American Dream: SEA LIFE New Jersey Aquarium
Edge Observation Deck at Hudson Yards

Edge Immersive Observation Deck Ticket

CA $61
per adult
94% of travellers recommend
Edge Immersive Observation Deck Ticket
See all activities in Long Island

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.