Luxury Hotels & Resorts in Highland Park from AU$117

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Park Luxury Hotels

Tonight
21 Dec - 22 Dec
Tomorrow
22 Dec - 23 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Our top choices for Highland Park luxury hotels

Property amenity
The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
4.5 star property
Oakland
9.2 out of 10, Wonderful, (724)
"Great Stay Overall, would recommend for anyone who is visiting Pittsburgh… "
United States
Peris J
The price is AU$324
includes taxes & fees
29 Dec - 30 Dec
The Oaklander Hotel, Autograph Collection
Terrace/patio
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
4.0 star property
Downtown Pittsburgh
8.4 out of 10, Very good, (1411)
"Room was clean and staff was nice. Location was great! A little pricey though paying for breakfast and parking."
United States
Raneisha
The price is AU$186
includes taxes & fees
27 Dec - 28 Dec
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Lobby
EVEN Hotel Pittsburgh Downtown by IHG

EVEN Hotel Pittsburgh Downtown by IHG

EVEN Hotel Pittsburgh Downtown by IHG
4.0 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (1148)
"Great stay!"
United States
Dawson
The price is AU$183
includes taxes & fees
5 Jan - 6 Jan 2026
EVEN Hotel Pittsburgh Downtown by IHG
Exterior
Fairmont Pittsburgh

Fairmont Pittsburgh

Fairmont Pittsburgh
4.5 star property
Downtown Pittsburgh
8.8 out of 10, Excellent, (1000)
"Staff and location of the hotel "
United States
Lynne
The price is AU$360
includes taxes & fees
1 Jan - 2 Jan 2026
Fairmont Pittsburgh
Exterior
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree
4.0 star property
Pittsburgh
8.4 out of 10, Very good, (1008)
"Clean room, helpful staff, great breakfast buffet."
United States
Steve
The price is AU$163
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Pittsburgh - Green Tree
Exterior
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG
4.5 star property
Downtown Pittsburgh
9.4 out of 10, Exceptional, (1269)
"Great stay"
United States
Brandon
The price is AU$257
includes taxes & fees
8 Jan - 9 Jan 2026
Kimpton Hotel Monaco Pittsburgh by IHG
Staircase
Villagio Boutique Hotel

Villagio Boutique Hotel

Villagio Boutique Hotel
4.0 star property
North Side
9.6 out of 10, Exceptional, (72)
"Large comfortable room."
United States
Tony
The price is AU$186
includes taxes & fees
20 Jan - 21 Jan 2026
Villagio Boutique Hotel
Exterior
Mansions on Fifth Hotel

Mansions on Fifth Hotel

Mansions on Fifth Hotel
4.0 star property
Shadyside
8.8 out of 10, Excellent, (1000)
"Hotel was easy to locate, very friendly staff, and comfortable, quiet accomodations."
United States
Dennis
Mansions on Fifth Hotel
Lobby
Omni William Penn Hotel

Omni William Penn Hotel

Omni William Penn Hotel
4.0 star property
Downtown Pittsburgh
9.2 out of 10, Wonderful, (1846)
"The staff were friendly and the decorations were lovely. Great room and location, will be back!"
United States
Saundra
The price is AU$268
includes taxes & fees
22 Dec - 23 Dec
Omni William Penn Hotel
Lobby
Renaissance Pittsburgh Hotel

Renaissance Pittsburgh Hotel

Renaissance Pittsburgh Hotel
4.0 star property
Downtown Pittsburgh
9.0 out of 10, Wonderful, (1000)
"Staff was exceptional ! Friendly, professional and helpful! Nice little bar and food and close to theaters and good restaurants! "
United States
Sandy
The price is AU$291
includes taxes & fees
22 Dec - 23 Dec
Renaissance Pittsburgh Hotel
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.
View all properties

Top Highland Park Hotel Reviews

Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

10/10 Excellent
"Valet parking and check-in were great. The room was nice, but I wish I had gotten the king room. I like the decor much better in the king. It seemed a little sparse. The bathroom, especially the shower was delightful"
Tracey 1-night trip
Posted 14 hours ago
Hotel Indigo Pittsburgh East Liberty by IHG

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Highland Park?
Expedia can help you arrange a flight to Pittsburgh International Airport (PIT) airport or Latrobe, PA (LBE-Arnold Palmer Regional) airport, and then you can select from various places to stay that will deliver the luxury you'd like to find. Amenities are important when you plan a holiday, so we make it easy to get what you need to make your stay relaxing and comfortable. If you want an upscale hotel that has fine dining, a spa or several swimming pools, Expedia can help you find the best luxury hotel experience that Highland Park has to offer. Highland Park has some interesting things to see and do including Three Rivers Heritage Trail, so you might want to take in the local sights during your visit.
What's there to see and do in Highland Park?
Enjoy Highland Park with a stop at Three Rivers Heritage Trail, PNC Park and Bakery Square. If you have extra time while you're in the area, you might want to see The Frick Pittsburgh and Carnegie Museum of Art.

Explore a world of travel with Expedia