Highland Park Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

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

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 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

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 £116 per night from 21 Apr to 22 Apr
£116
21 Apr - 22 Apr
includes taxes & fees
8.2/10 Very Good! (3,456 reviews)
Everything was great

Reviewed on 9 Apr 2026

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 £156 per night from 30 Apr to 1 May
£156
30 Apr - 1 May
includes taxes & fees
9.2/10 Wonderful! (1,982 reviews)
Absolutely gorgeous hotel. Incredibly clean and quiet, and all around amazing. My only complaint is that the "bouncer" for the speakeasy was rude. He at one point told the lady next to me that we needed to "calm down" because we were laughing. It was saint Patrick's day weekend and the other guests ...

Reviewed on 6 Apr 2026

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 £134 per night from 12 Apr to 13 Apr
£134
12 Apr - 13 Apr
includes taxes & fees
8.4/10 Very Good! (1,479 reviews)
We’ve stayed here many times. Always great

Reviewed on 4 Apr 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 2,003 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Popular places to visit

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
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

5/5(1 review)

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

University of Pittsburgh
Kennywood

Kennywood

Spend a fun-filled day making your way between over 30 rides and attractions in one of the oldest continually running amusement parks in the United States.

Kennywood

Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

£22
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

£10
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

£37
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. Flight-inclusive packages are ATOL protected.