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 AU$200 per night from 30 Dec to 31 Dec
AU$200
30 Dec - 31 Dec
includes taxes & fees
8.2/10 Very Good! (3,223 reviews)
The hotel was immaculate. The view was the greatest view. You can see so much then they had a SKY lounge room that you can just look out of the windows and see everything hotel was very clean very well. Kept everyone on the staff was very polite. I would definitely stay there again. They even allowed ...

Reviewed on 8 Dec 2025

Wyndham Grand Pittsburgh Downtown
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 AU$185 per night from 21 Dec to 22 Dec
AU$185
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,408 reviews)
Great staff! Room was nice. The bars nice. Very Walkable to area restaurants & Market Square. Valet service was fast.

Reviewed on 7 Dec 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
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 AU$266 per night from 21 Dec to 22 Dec
AU$266
21 Dec - 22 Dec
includes taxes & fees
9/10 Wonderful! (1,814 reviews)
Room was clean, staff was very courteous. The Christmas pop up bar in the lobby coffee shop was adorable.

Reviewed on 8 Dec 2025

Omni William Penn Hotel
See all 1,843 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.
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Discover the most popular places to visit in Highland Park

PPG Paints Arena

PPG Paints Arena

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
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
Acrisure Stadium

Acrisure Stadium

4/5(1 review)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium

Activities

Looking up to find cool details in the Downtown Skyline

Best of the Burgh Walking Tour of Pittsburgh

AU$50
per adult
100% of travellers recommend
Best of the Burgh Walking Tour of Pittsburgh
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

AU$91
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

AU$69
per adult
Whiskey Rebellion & Prohibition Tour
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.