A calm lake with a central island, surrounded by a dense forest and a stone bridge.

Highland Park Hotels, Pittsburgh

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Check prices for these dates

This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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Our top choices for Highland Park hotels

A double door with a stone frame and a decorative arch above it.

1. The Maverick by Kasa

The Maverick by Kasa
3.0 star property
2 km from Highland Park
9.0 out of 10, Wonderful, (1,006 reviews)
"Awesome stay"
United States
Jessica
The price is AU$196
includes taxes & fees
30 Sept - 1 Oct
The Maverick by Kasa
An outdoor seating area with a stone fire pit, cushioned sofas, and a table with chairs.

2. Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside
3.0 star property
Bloomfield, 3 km from Highland Park
9.0 out of 10, Wonderful, (1,007 reviews)
"Great location, wonderful staff and very reasonable prices"
United States
David
The price is AU$239
includes taxes & fees
24 Sept - 25 Sept
Hyatt House Pittsburgh/Bloomfield/Shadyside
A rooftop lounge with a stone fire pit, cushioned seating, and a view of the cityscape.

3. SpringHill Suites by Marriott Pittsburgh Bakery Square

SpringHill Suites by Marriott Pittsburgh Bakery Square
3.0 star property
2.3 km from Highland Park
8.8 out of 10, Excellent, (1,002 reviews)
"A nice hotel"
United States
ijeoma
The price is AU$244
includes taxes & fees
19 Oct - 20 Oct
SpringHill Suites by Marriott Pittsburgh Bakery Square
A table set with candles and a bouquet of flowers, overlooking a cityscape at night.

4. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
3.0 star property
Lawrenceville, 4 km from Highland Park
8.6 out of 10, Excellent, (1,154 reviews)
"Absolutely loved it there."
United States
Sydney
The price is AU$169
includes taxes & fees
4 Oct - 5 Oct
TRYP by Wyndham Pittsburgh/Lawrenceville
A large stone building with a central entrance, multiple windows, and a symmetrical facade.

5. Mansions on Fifth Hotel

Mansions on Fifth Hotel
4.0 star property
Shadyside, 3.8 km from Highland Park
8.8 out of 10, Excellent, (1,011 reviews)
"Beautiful hotel!"
United States
Orlando
The price is AU$215
includes taxes & fees
4 Oct - 5 Oct
Mansions on Fifth Hotel
A bar area with a wooden backdrop, a glass display case with bottles, and four black bar stools.

6. Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center
3.5 star property
4.7 km from Highland Park
9.0 out of 10, Wonderful, (942 reviews)
"Great stay!"
United States
Jenny
The price is AU$248
includes taxes & fees
12 Oct - 13 Oct
Courtyard by Marriott Pittsburgh University Center
A spacious indoor area with multiple tables and chairs, a brick wall, and hanging star-shaped lights.

7. Residence Inn Pittsburgh Oakland/University Place

Residence Inn Pittsburgh Oakland/University Place
3.0 star property
Oakland, 5.8 km from Highland Park
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was good and location was good"
United States
Betsey
The price is AU$215
includes taxes & fees
18 Oct - 19 Oct
Residence Inn Pittsburgh Oakland/University Place
A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.

8. Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown
4.0 star property
Downtown Pittsburgh, 7.6 km from Highland Park
9.4 out of 10, Exceptional, (2,372 reviews)
"The hotel staff was very friendly, the pool and hot tub were wonderful, and the breakfast options plentiful."
United States
Lisa
The price is AU$205
includes taxes & fees
18 Oct - 19 Oct
Drury Plaza Hotel Pittsburgh Downtown
A rooftop terrace with outdoor seating, a city skyline view, and a clear sky.

9. Comfort Inn & Suites Pittsburgh-Northshore

Comfort Inn & Suites Pittsburgh-Northshore
4.0 star property
7.2 km from Highland Park
7.6 out of 10, Good, (620 reviews)
"Clean room, real friendly staff that made check in and out very easy and painless. Wonderful location with parking on site. Clean lobby, and a small delicious variety of breakfast options. Would 100% stay again."
United States
Robert
The price is AU$158
includes taxes & fees
4 Oct - 5 Oct
Comfort Inn & Suites Pittsburgh-Northshore
A courtyard with brick buildings, outdoor seating, and a red awning.

10. The Priory Hotel

The Priory Hotel
3.0 star property
7.4 km from Highland Park
9.6 out of 10, Exceptional, (1,001 reviews)
"If you looking for a relaxed accommodations with some great history this is the spot."
United States
John
The price is AU$198
includes taxes & fees
28 Sept - 29 Sept
The Priory Hotel
A Hyatt Place hotel with a landscaped water feature in front.

11. Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore
3.0 star property
North Shore, 8.5 km from Highland Park
8.8 out of 10, Excellent, (1,265 reviews)
"Amazing stay."
United States
Hindira
The price is AU$189
includes taxes & fees
14 Oct - 15 Oct
Hyatt Place Pittsburgh-North Shore
An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

12. HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
3.0 star property
South Side Flats, 6.8 km from Highland Park
8.6 out of 10, Excellent, (1,003 reviews)
"Perfect place to bring dogs with the dog park right out the front door."
United States
Jonathan
The price is AU$212
includes taxes & fees
19 Oct - 20 Oct
HYATT house Pittsburgh-South Side
A modern dining area with a round table, chairs, and a sofa. There are large windows providing natural light and a view of the outdoors.

13. SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works
3.0 star property
South Side Flats, 6.8 km from Highland Park
8.6 out of 10, Excellent, (1,007 reviews)
"Great stay! The room was clean very attentive staff and good food. Will definitely be back."
United States
Angel Leonel
The price is AU$196
includes taxes & fees
12 Oct - 13 Oct
SpringHill Suites by Marriott Pittsburgh Southside Works
A modern interior with a dining area, seating, and a clock on the wall.

14. Hampton Inn & Suites Pittsburgh/Harmarville

Hampton Inn & Suites Pittsburgh/Harmarville
2.5 star property
9.9 km from Highland Park
9.2 out of 10, Wonderful, (741 reviews)
"Great stay"
United States
Gary B.
The price is AU$209
includes taxes & fees
30 Sept - 1 Oct
Hampton Inn & Suites Pittsburgh/Harmarville
A Marriott hotel with a modern glass facade, surrounded by other buildings and a historic building in the background.

15. Pittsburgh Marriott City Center

Pittsburgh Marriott City Center
3.5 star property
Downtown Pittsburgh, 7.6 km from Highland Park
8.2 out of 10, Very good, (1,323 reviews)
"Stayed for 2 nights , everything was perfect !"
United States
eric
The price is AU$244
includes taxes & fees
16 Oct - 17 Oct
Pittsburgh Marriott City Center
A multi-story hotel with a brick facade, large windows, and a flagpole with an American flag.

16. Hampton Inn & Suites Pittsburgh-Downtown

Hampton Inn & Suites Pittsburgh-Downtown
2.5 star property
Strip District, 7.2 km from Highland Park
9.4 out of 10, Exceptional, (1,354 reviews)
"Clean hotel and great staff."
United States
Michael
The price is AU$222
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn & Suites Pittsburgh-Downtown
A breakfast bar with various food items and a sign that says "Egg-Xactly The Start You Need".

17. Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
2.5 star property
South Side Flats, 8 km from Highland Park
8.0 out of 10, Very good, (1,014 reviews)
"Rooms were clean breakfast was good staff went above and beyond to help me be in a handicap room right inside the door of parking. Highly recommend this hotel. Good location"
United States
Dianne
The price is AU$146
includes taxes & fees
22 Oct - 23 Oct
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
A spacious lobby with large windows, a modern ceiling design, and a variety of seating options.

18. Cambria Hotel Pittsburgh - Downtown

Cambria Hotel Pittsburgh - Downtown
3.0 star property
Downtown Pittsburgh, 7.3 km from Highland Park
8.2 out of 10, Very good, (1,342 reviews)
"Nice clean hotel, great staff, and convenient location"
United States
Bruce
The price is AU$191
includes taxes & fees
18 Oct - 19 Oct
Cambria Hotel Pittsburgh - Downtown
A Comfort Inn hotel with a well-lit entrance, multiple floors, and a visible outdoor area.

19. Comfort Inn & Suites Pittsburgh South

Comfort Inn & Suites Pittsburgh South
2.5 star property
11.5 km from Highland Park
8.6 out of 10, Excellent, (1,081 reviews)
"Very good staff and hotel"
Canada
Manmeet
The price is AU$143
includes taxes & fees
13 Oct - 14 Oct
Comfort Inn & Suites Pittsburgh South
A hotel room with a large bed, a TV, a chair, a desk, and a view of a river and hills.

20. Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown
3.5 star property
Downtown Pittsburgh, 8.6 km from Highland Park
8.4 out of 10, Very good, (3,782 reviews)
"Great location on where we go to"
United States
Richard
The price is AU$198
includes taxes & fees
12 Oct - 13 Oct
Wyndham Grand Pittsburgh Downtown
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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Our guide on where to stay in Highland Park

Find the best Highland Park areas for the activities you enjoy most.
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

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.

A city skyline at dusk with illuminated buildings, a prominent bridge, and a river.
Photo by TM
Open Photo by TM

North Shore

Visitors often come to North Shore for its stunning river views, but many stay to explore sights like PNC Park and Acrisure Stadium. Getting around the area on the metro is easy if you take a ride at North Side Station.

A dinosaur statue in front of a historic building with inscriptions.

Oakland

Oakland is known for its ample dining options, and you can make a stop by Petersen Events Center and Carnegie Museum of Natural History while in the area.

A vintage Heinz food truck with large white wheels and red branding, displayed indoors with brick walls and windows in the background.

Strip District

Strip District is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to The Terminal or Senator John Heinz Regional History Centre.

A greenhouse with geometrically shaped flower beds and statues.

Shadyside

Unique features of Shadyside include the restaurants and shopping. Make a stop by Walnut Street or Gallerie CHIZ while you're exploring the area.

Top Highland Park Hotel Reviews

Recent Reviews in Highland Park

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

10/10 Excellent
"Room was clean and the staff were pleasant."
Jonathan 1-night trip
Posted less than an hour ago
Wyndham Grand Pittsburgh Downtown

Frequently asked questions

What other neighbourhoods are similar to Highland Park?
The best neighbourhoods similar to Highland Park, Pennsylvania, are Squirrel Hill North and Shadyside.

Squirrel Hill North shares Highland Park's residential feel and green spaces. It's known for its tree-lined streets, large homes, and family-friendly atmosphere. The area is home to Frick Park, a large urban park offering walking trails and nature centres, which residents often use for recreation. Its main commercial street, Forbes Avenue, offers a selection of independent shops, cafes, and eateries.

Families will find Squirrel Hill North particularly appealing due to its quiet streets and access to Frick Park, providing ample opportunities for outdoor activities. The neighbourhood's strong community feel and good local amenities make it a comfortable place to stay with children.

Shadyside offers a similar blend of residential comfort and upscale amenities, though with a more urban edge than Highland Park. It features a mix of Victorian homes and modern apartments, with its main shopping districts along Walnut Street, Ellsworth Avenue, and South Highland Avenue. These streets are popular for their boutique shops, art galleries, and diverse dining options, ranging from casual cafes to fine dining.

Couples looking for a mix of relaxed living and convenient access to retail and dining will enjoy Shadyside.
When is the best time to go to Highland Park?
The best time to go to Highland Park, Pennsylvania, is during the spring (April to June) and autumn (September to October) months.

Spring in Highland Park offers pleasant weather with blooming flowers and trees, particularly within Highland Park itself. The temperatures are mild, making it comfortable for exploring the park's walking trails and gardens. It's an ideal time for solo travellers and couples who enjoy outdoor activities without the summer heat or crowds.

Autumn is another excellent period, with comfortable temperatures and the added beauty of changing foliage. The park's mature trees display stunning colours, creating a picturesque setting for leisurely strolls and photography.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Highland Park hotel for you.
How can I save on a hotel booking in Highland Park with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Highland Park hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Highland Park?
Hotel prices in Highland Park often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.