Billings Vacation Packages
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Top Billings Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea
Manhattan
Price was CA $1,828, price is now CA $1,201 per person
CA $1,201
per person
Mar 18 - Mar 24
found 3 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (46 reviews)
Stayed here around Christmas and it was the quietest place I’ve stayed in the city. Easy instructions and had a smooth in and out. Room is pretty small but if you’re not planning on being in a lot it’s a perfect place to sleep and clean up. Very VERY quiet building and area. Perfect for me and my mom, would definitely stay again.
Reviewed on Feb 7, 2026
The George
Price was CA $2,099, price is now CA $1,396 per person
CA $1,396
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (444 reviews)
The place is beautiful. Clean and comfortable. A little chilly where breakfast was served but it was unusually very cold outside. Love the library to relax Def highly recommend
Reviewed on Feb 2, 2026
1 Hotel Brooklyn Bridge
Price was CA $2,336, price is now CA $1,598 per person
CA $1,598
per person
Apr 3 - Apr 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10
Reviewed on Jan 29, 2026
Billings Hotel Deals
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Feb 19 to Feb 20
CA $143
CA $161 total
Feb 19 - Feb 20
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
Property was cleared of snow quickly
Reviewed on Feb 10, 2026
DoubleTree by Hilton Poughkeepsie Convention Center
40 Civic Center Plz Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Mar 8 to Mar 9
CA $117
CA $137 total
Mar 8 - Mar 9
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Very, very nice hotel. We were checked in quickly by a wonderful front desk crew, especially Henry. The hotel itself is spotless, parking is free, it's literally steps away from the convention center which was nice considering we were there when it was quite cold. The rooms were perfect and clean. ...
Reviewed on Feb 9, 2026
Hampton Inn & Suites Poughkeepsie
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Feb 28 to Mar 1
CA $121
CA $141 total
Feb 28 - Mar 1
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
👍
Reviewed on Feb 7, 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.
