
Osborne Vacation Packages
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Top Osborne Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,361, price is now CA $913 per person
CA $913
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,476 reviews)
Room was clean and comfortable, plenty of food options nearby.
Reviewed on Apr 26, 2026

The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was CA $1,831, price is now CA $1,401 per person
CA $1,401
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,002 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.
Reviewed on Apr 10, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was CA $1,458, price is now CA $1,143 per person
CA $1,143
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,476 reviews)
Ive never stayed at a hotel with valet parking before. Parking situations tend to make me anxious and I had no idea what to expect. We pulled up and a guy came right over and talked to us. Asked how long we'd be staying, how soon we would need the car if at all during the stay and all that.
Check in was fairly normal as any other place. Fast and easy.
We stayed for St. Pats and one of the biggest things we were excited about was utilizing the rooftop to watch the parade and what an amazing experience that was!! Highly recommend!
The only thing that I think could've been better (which is really just my own opinion) is better explaining the hold that is placed on your card when you check in, then how the valet parking is deducted from that hold rather than you paying. It was a little confusing when i saw it all on my statement but i did work everything out and it was fine!
Definitely plan to come back for another stay
Reviewed on Apr 28, 2026

Stay Pittsburgh
Downtown Pittsburgh
Price was CA $1,278, price is now CA $1,031 per person
CA $1,031
per person
Jun 10 - Jun 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8/10 Very Good! (269 reviews)
Ideal spot for an event in the city! Great location, great place to stay! I will be back!
Reviewed on Apr 25, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $1,386, price is now CA $1,156 per person
CA $1,156
per person
Jun 10 - Jun 13
found 16 hours ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.4/10 Very Good! (92 reviews)
Pros: cRoom was clean and nice size. Kitchen had everything we have it at home except for food. Bed was very comfortable. Staff and valet were very helpful. We arrived to town early and were checked in at 1pm which was nice, because we wanted to walk to the NFL draft.
Cons: one side of the hotel is next to train tracks, Friday night we counted four trains and could hear the trains loud and clear. We counted 4 trains pass by our room between 11 PM and 3:30 AM, so we didn’t sleep most of the night. The hotel has virtually no amenities, no restaurant, and no free breakfast.
Reviewed on Apr 26, 2026
Osborne Hotel Deals

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from Apr 30 to May 1
CA $286
CA $326 total
Apr 30 - May 1
includes taxes & fees
8.2/10 Very Good! (3,508 reviews)
Mattress stains and no mat
Reviewed on Apr 27, 2026

Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $320 per night from May 30 to May 31
CA $320
CA $365 total
May 30 - May 31
includes taxes & fees
9.2/10 Wonderful! (2,005 reviews)
👍
Reviewed on Apr 27, 2026

The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from May 10 to May 11
CA $162
CA $185 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,657 reviews)
Lovely view of the river from our room. Access to great dining at the casino. The staff were friendly and helpful. We will be back again.
Reviewed on Apr 28, 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.
Discover the most popular places to visit in Osborne

PNC Park
4.5/5(69 reviews)
Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

University of Pittsburgh
4.5/5(36 reviews)
Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Acrisure Stadium
4.5/5(94 reviews)
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
What to do in Osborne

Pittsburgh Pirates Baseball Game at PNC Park
CA $97
per adult

Pittsburgh Pirates Home Game Ticket at PNC Park
CA $26
per adult

Pittsburgh: Museum of Illusions Entrance Ticket
CA $40
per adult
80% of travellers recommend
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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.







