Highland Park Packages (Flight + Hotel)

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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
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Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(15 area reviews)

Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Allegheny County Courthouse might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.

Find hotels in Downtown Pittsburgh

Top hotels in Highland Park

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ฿3,861 per night from 27 Jul to 28 Jul
฿3,861
฿4,401 total
27 Jul - 28 Jul
includes taxes & fees
8/10 Very Good! (2,903 reviews)
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Reviewed on 17 Jul 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ฿4,638 per night from 2 Aug to 3 Aug
฿4,638
฿5,288 total
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (1,553 reviews)
"It was amazing! The hotel has to be one of the best I have ever stayed at!"

Reviewed on 18 Jul 2025

Omni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ฿4,102 per night from 27 Jul to 28 Jul
฿4,102
฿4,677 total
27 Jul - 28 Jul
includes taxes & fees
8.2/10 Very Good! (1,331 reviews)
"It was wonderful! The bar/ restaurant was excellent (recommend the smash burgers)!"

Reviewed on 18 Jul 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,808 properties in Highland Park
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.

Popular places to visit

Carnegie Mellon University

Carnegie Mellon University

Explore the campus of Carnegie Mellon University, a top university in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Carnegie Mellon University
PPG Paints Arena

PPG Paints Arena

5/5(2 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.

PPG Paints Arena
Rivers Casino

Rivers Casino

4/5(1 review)

Why not try your luck with a visit to Rivers Casino during your visit to Pittsburgh? Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.

Rivers Casino

Things to do

Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

฿4,395
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
JUST THE TOUR - An open top Double Decker Bus Sightseeing Tour of Pittsburgh.

JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.

฿1,458
per adult
94% of travellers recommend
JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.
Happy hour cruiser

2 Hour Private Sightseeing Charter Boat Cruise

฿12,490
per traveller
2 Hour Private Sightseeing Charter Boat Cruise
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.