Highland Park Vacation Packages
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Top Holiday Package Deals in Highland Park
Price found within the past 48 hours. Click for updated prices.
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was CA $1,365, price is now CA $1,077 per person
CA $1,077
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (1,345 reviews)
Nice convenience quite
Reviewed on Aug. 27, 2025
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $1,813, price is now CA $1,401 per person
CA $1,401
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
7.6/10 Good! (16 reviews)
Unique, incredible preservation of the historical aspects of the property fused with modern design in the condos .
Reviewed on Aug. 25, 2025
Fairmont Pittsburgh
Downtown Pittsburgh
Price was CA $1,887, price is now CA $1,465 per person
CA $1,465
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Rooms are nice but very dark not very good lighting. rooms need more lighting so doesnt feel too depressing. staff are very friendly except for the staff at working at the starbucks, they were awful and very rude.
Reviewed on Aug. 28, 2025
Kimpton Hotel Monaco Pittsburgh by IHG
Downtown Pittsburgh
Price was CA $1,912, price is now CA $1,504 per person
CA $1,504
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,212 reviews)
One of my favorites! Always clean and comfortable Great bar/restaurant.
Reviewed on Aug. 24, 2025
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,398, price is now CA $1,107 per person
CA $1,107
per person
Nov 15 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (2,992 reviews)
I love the location
Reviewed on Aug. 27, 2025
Where to stay in Highland Park
Find the best Highland Park areas and neighborhoods for the activities you enjoy most. Learn more about Highland Park
Downtown Pittsburgh
2 out of top 10 points of interest in this area
4.5/5(187 area reviews)
Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.
Highland Park Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Sep 28 to Sep 29
CA $208
CA $238 total
Sep 28 - Sep 29
includes taxes & fees
8/10 Very Good! (2,990 reviews)
"."
Reviewed on Aug. 25, 2025
Omni William Penn Hotel
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Sep 11 to Sep 12
CA $219
CA $250 total
Sep 11 - Sep 12
includes taxes & fees
9/10 Wonderful! (1,631 reviews)
"Never felt so safe and spoiled. Bright and clean. Nothing felt cheap but actually premium. The views are amazing from 16th floor. Beds were so good I didn’t want to go home."
Reviewed on Aug. 27, 2025
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Sep 7 to Sep 8
CA $163
CA $189 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (1,341 reviews)
Reviewed on Aug. 21, 2025
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 Highland Park
PNC Park
4.5/5(67 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 acclaimed theater scene 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.
Things to do
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
CA $43
per adult
Private City Kickstart Tour: Tokyo
CA $186
per adult
100% of travellers recommend
Pittsburgh Pirates Baseball Game at PNC Park
CA $76
per adult
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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.