Highland Park Vacations from $326
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The Latest Highland Park Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG
East Liberty
Price was $424, price is now $326 per person
$326
per person
Jan 3 - Jan 5
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8/10 Very Good! (1,014 reviews)
We’ve stayed at the Indigo Hotel numerous times … super friendly staff, clean nice-sized rooms, great location. I love staying here.
Reviewed on Oct 27, 2025
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was $548, price is now $395 per person
$395
per person
Jan 3 - Jan 5
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,079 reviews)
Room and view was great! Clean and updated. Bar/restaurant was nice. There were some people (teens) loitering in common halls near bar but they were removed when the front deak was alerted. Great area for walking to restaurants and bars in downtown.
Reviewed on Oct 26, 2025
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $559, price is now $435 per person
$435
per person
Jan 3 - Jan 5
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,004 reviews)
Not impressed with breakfast, but location was excellent, elevator was fast, service was good
Reviewed on Oct 14, 2025
Melwood Suites Unit 107 Studio
Oakland
Price was $553, price is now $432 per person
$432
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
9.6/10 Exceptional! (35 reviews)
Elegant place with everything organized extremely well!
Reviewed on Jul 25, 2025
Kimpton Hotel Monaco Pittsburgh by IHG
Downtown Pittsburgh
Price was $621, price is now $487 per person
$487
per person
Jan 3 - Jan 5
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,243 reviews)
Loved how the property was decorated. Staff was very friendly. Loved the restaurants close by too.
Reviewed on Oct 23, 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
$150 nightly
The price is $172 total per night from Nov 21 to Nov 22
$172 total
Nov 21 - Nov 22
Total with taxes and fees
8/10 Very Good! (3,058 reviews)
Very nice!
Reviewed on Oct 25, 2025
La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd, Coraopolis, PA
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $86 total per night from Oct 30 to Oct 31
$86 total
Oct 30 - Oct 31
Total with taxes and fees
8/10 Very Good! (2,071 reviews)
Give a free water bottle to the customers.
Reviewed on Oct 24, 2025
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Nov 9 to Nov 10
$108 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Very nice hotel.
Reviewed on Oct 22, 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
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 fascinating museums in this vibrant area.
Things to do
Pittsburgh Ghosts Steel City Haunted Tour
$26
per adult
100% of travellers recommend
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.