Billings Vacation Packages
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Top Billings Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
Price was CA $2,005, price is now CA $1,146 per person
CA $1,146
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,459 reviews)
Friendly, clean and quick walk right into Times Square
Reviewed on Apr 29, 2026
2 bedroom luxury Empire State VIEW
Manhattan
Price was CA $6,040, price is now CA $2,946 per person
CA $2,946
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!
Reviewed on Mar 19, 2026
Topping Rose House
Price was CA $5,502, price is now CA $3,159 per person
CA $3,159
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (149 reviews)
Overall it was a great stay! Best part of the cottage was the bathroom with its deep big tub and walk in shower.
But the room itself lacked visual appeal & some conveniences usually associated with booking a cottage which is more private and removed from the house. Could use more and better art in the room. I would also trade all the storage space for a mini fridge, tea kettle or coffee maker.
Also the only full-size mirror is hidden far back in the bathroom which isn’t terrible but very inconvenient to check the outfit before heading out the door.
It’s little odd things that just made it not feel like a luxury stay.
And no one mentioned to us beforehand that the sauna, gym, pool area (even though in off season) was under renovation and not available to use.
The restaurant was amazing though, room service was wonderful. And staff were adorable. But I don’t know if we would book again tbh.
Reviewed on Mar 24, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was CA $2,075, price is now CA $1,195 per person
CA $1,195
per person
Jul 1 - Jul 5
found 10 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,963 reviews)
The room was clean and breakfast wasn’t bad.
Reviewed on Apr 28, 2026
Billings Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from May 12 to May 13
CA $176
CA $205 total
May 12 - May 13
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Very clean! Staff was superior. Small bar, but very nice. Breakfast was very good, and the coffee was excellent. A+
Reviewed on Apr 28, 2026
Spark by Hilton Fishkill
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from May 18 to May 19
CA $134
CA $155 total
May 18 - May 19
includes taxes & fees
8/10 Very Good! (78 reviews)
Good
Reviewed on Apr 29, 2026
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from May 17 to May 18
CA $176
CA $200 total
May 17 - May 18
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
It was a beautiful hotel. We enjoyed our short stay.
Reviewed on Apr 27, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
