Highland Park Holidays

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Our guide on 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

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 Benedum Center 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

Our pick of the best Highland Park Hotel Deals

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 NZ$256 per night from 17 Aug to 18 Aug
NZ$256
17 Aug - 18 Aug
includes taxes & fees
8/10 Very Good! (2,978 reviews)
"Hotel was great.only complaint is the room smelled like a dirty fishtank"

Reviewed on 4 Aug. 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 NZ$274 per night from 21 Aug to 22 Aug
NZ$274
21 Aug - 22 Aug
includes taxes & fees
9/10 Wonderful! (1,581 reviews)
"Property was great. I feel like WiFi should be included in the price of the room."

Reviewed on 5 Aug. 2025

Omni William Penn Hotel
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
The price is NZ$249 per night from 24 Aug to 25 Aug
NZ$249
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (399 reviews)
"Very convenient to UPitt and Carnegie Mellon"

Reviewed on 3 Aug. 2025

Courtyard by Marriott Pittsburgh University Center
See all 1,758 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.

Discover the most popular places to visit in Highland Park

Three Rivers Heritage Trail

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.

Three Rivers Heritage Trail
PNC Park which includes a city

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
University of Pittsburgh

University of Pittsburgh

Explore the campus of University of Pittsburgh, a top university in Pittsburgh. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.

University of Pittsburgh

Activities

Private Shopping Tour from Pittsburgh to Tanger Outlet Pittsburgh

Private Shopping Tour from Pittsburgh to Tanger Outlet Pittsburgh

NZ$371
per adult
Private Shopping Tour from Pittsburgh to Tanger Outlet Pittsburgh
Photo by Vidar Nordli-Mathisen on Unsplash

Pittsburgh Whiskey Tasting Pass

NZ$58
per adult
Pittsburgh Whiskey Tasting Pass
Learning about history + architecture + art

Best of the Burgh Walking Tour of Pittsburgh

NZ$54
per adult
100% of travellers recommend
Best of the Burgh Walking Tour of Pittsburgh
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.