Highland Park Vacations from $369
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The Latest Highland Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hawthorn Extended Stay by Wyndham Saint Clairsville
Price was $508, price is now $369 per person
$369
per person
Nov 6 - Nov 9
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.6/10 Excellent! (61 reviews)
We appreciated the space and updates to the room. The room was clean and loved the updates to the bathroom. We would definitely choose this hotel again. The breakfast was as expected with the usual cold and hot items. My only criticism is that the beds are a bit firm, pillows were flat, and the sink didn’t drain well, but I’ve stayed at worse places.
Reviewed on Aug 10, 2025
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Save 100% on your flight
Price was $675, price is now $440 per person
$440
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (2,991 reviews)
Staff was accommodating and friendly. Multiple events going on this weekend which kept everything extremely busy.
Reviewed on Sep 5, 2025
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $760, price is now $540 per person
$540
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,007 reviews)
The property was great the and the sfaff were awesome.
Reviewed on Aug 17, 2025
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Save 100% on your flight
Price was $1,237, price is now $886 per person
$886
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,344 reviews)
Quick stay. Quiet rooms.
Reviewed on Sep 3, 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(2,251 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
$151 nightly
The price is $172 total per night from Sep 28 to Sep 29
$172 total
Sep 28 - Sep 29
Total with taxes and fees
Omni William Penn Hotel
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $182 total per night from Sep 29 to Sep 30
$182 total
Sep 29 - Sep 30
Total with taxes and fees
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies, Pittsburgh, PA
$121 nightly
The price is $137 total per night from Sep 28 to Sep 29
$137 total
Sep 28 - Sep 29
Total with taxes and fees
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
Three Rivers Heritage Trail
This path winds its way through the center of Pittsburgh and ventures into the leafy suburbs filled with parks and football fields.
PNC Park
4.5/5(780 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(843 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.
Things to do
Private City Kickstart Tour: Tokyo
$172
per adult
100% of travellers recommend
Pittsburgh Steelers Football Game at Acrisure Stadium
$253
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
