Top 10 Highland Park Hotels of 2026

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

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Our top choices for Highland Park hotels

A modern hotel room with a large bed, a bench, and a nightstand.

1. Hotel Indigo Pittsburgh East Liberty by IHG

1.8 km from Highland Park

Guadalupe

includes taxes & fees

3 Sept - 4 Sept

An outdoor seating area with a stone fire pit, cushioned sofas, and a table with chairs.

2. Hyatt House Pittsburgh/Bloomfield/Shadyside

Bloomfield, 3 km from Highland Park

Latoya

includes taxes & fees

3 Sept - 4 Sept

A rooftop lounge with a stone fire pit, cushioned seating, and a view of the cityscape.

3. SpringHill Suites by Marriott Pittsburgh Bakery Square

2.3 km from Highland Park

ijeoma

includes taxes & fees

3 Sept - 4 Sept

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

4. The Maverick by Kasa

2 km from Highland Park

Jessica

includes taxes & fees

1 Sept - 2 Sept

A table set with candles and a bouquet of flowers, overlooking a cityscape at night.

5. TRYP by Wyndham Pittsburgh/Lawrenceville

Lawrenceville, 4 km from Highland Park

Amy

includes taxes & fees

7 Sept - 8 Sept

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

4.7 km from Highland Park

Song

includes taxes & fees

6 Sept - 7 Sept

A spacious indoor area with multiple tables and chairs, a brick wall, and hanging star-shaped lights.

7. Residence Inn Pittsburgh Oakland/University Place

Oakland, 5.8 km from Highland Park

Anabel Cristina

includes taxes & fees

7 Sept - 8 Sept

A large stone building with a central entrance, multiple windows, and a symmetrical facade.

8. Mansions on Fifth Hotel

Shadyside, 3.8 km from Highland Park

Kate

includes taxes & fees

2 Sept - 3 Sept

A courtyard with brick buildings, outdoor seating, and a red awning.

9. The Priory Hotel

7.4 km from Highland Park

JOHN

includes taxes & fees

9 Sept - 10 Sept

A breakfast bar with various food items and a sign that says "Egg-Xactly The Start You Need".

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

South Side Flats, 8 km from Highland Park

James

includes taxes & fees

7 Sept - 8 Sept

A Hyatt Place hotel with a landscaped water feature in front.

11. Hyatt Place Pittsburgh-North Shore

North Shore, 8.5 km from Highland Park

Tara

includes taxes & fees

3 Sept - 4 Sept

An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

12. HYATT house Pittsburgh-South Side

South Side Flats, 6.8 km from Highland Park

Shawn

includes taxes & fees

7 Sept - 8 Sept

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

South Side Flats, 6.8 km from Highland Park

Angel Leonel

includes taxes & fees

6 Sept - 7 Sept

A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.

14. Drury Plaza Hotel Pittsburgh Downtown

Downtown Pittsburgh, 7.6 km from Highland Park

Meghan

includes taxes & fees

20 Sept - 21 Sept

A multi-story hotel with a brick facade, large windows, and a flagpole with an American flag.

15. Hampton Inn & Suites Pittsburgh-Downtown

Strip District, 7.2 km from Highland Park

Cain

includes taxes & fees

6 Sept - 7 Sept

A modern living room with a fireplace, sofas, and a large window overlooking a cityscape at night.

16. Homewood Suites by Hilton Pittsburgh Downtown

Strip District, 7.2 km from Highland Park

Ryan

includes taxes & fees

7 Sept - 8 Sept

17. Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

10.5 km from Highland Park

Linda

includes taxes & fees

6 Sept - 7 Sept

A Comfort Inn hotel with a well-lit entrance, multiple floors, and a visible outdoor area.

18. Comfort Inn & Suites Pittsburgh South

11.5 km from Highland Park

Brittany

includes taxes & fees

7 Sept - 8 Sept

A spacious indoor area with multiple tables and chairs, a bar area with televisions, and large windows offering a view of greenery outside.

19. The Landing Hotel at Rivers Casino

9.5 km from Highland Park

Kelly

includes taxes & fees

7 Sept - 8 Sept

A buffet with labeled containers of omelets and other dishes.

20. Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG

12.7 km from Highland Park

Nita

includes taxes & fees

3 Sept - 4 Sept

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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.

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A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

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.

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The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

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.

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A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

North Side

While you're in North Side, take in top sights like PNC Park or Acrisure Stadium, and hop on the metro to see more of the city at North Side Station or Allegheny Station.

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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.

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Top Highland Park Hotel Reviews

TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent

"beautiful hotel with unique rooms. very clean! didnt have a fridge which was inconvenient as a breastfeeding/pumping mom. close to many bars, restaurants, and fun things to do in lawrenceville!"

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent

"I recently spent the most wonderful three days at the Drury downtown Pittsburgh hotel. The property is very conveniently located and walkable to most downtown attractions. The staff is beyond amazing. Specific shout out to Richard and Charlize. The complimentary breakfast buffet was superb and the evening happy hour buffet was remarkable. I especially liked the rooftop deck on the eighth floor. I also enjoyed the pool which was clean and well-maintained. My room was spacious and quite comfortable. All of the staff: housekeeping, wait staff, and maintenance crew were friendly and helpful. I highly highly recommend staying at this property. You will be treated exceptionally well."

Frequently asked questions

What is Highland Park like?

You'll be sure to have fun exploring Pittsburgh's Highland Park neighbourhood. Consider a visit to Three Rivers Heritage Trail as part of your Highland Park travel plans.

How many hotels are there in Highland Park?

If you're searching for places to stay in Pittsburgh, Expedia has something to meet your needs with 21 Highland Park hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Highland Park, will I receive a refund?

Yes! Most hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the best deals in Highland Park.

What is there to do in this Pittsburgh neighbourhood?

Three Rivers Heritage Trail is an attraction you might want to check out while you're in Highland Park. While you're out sightseeing in Pittsburgh, make sure that you visit other sights such as Kelly Strayhorn Theater or Pittsburgh Glass Center.

Hotels in Highland Park

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Our top choices for Highland Park hotels

1. Hotel Indigo Pittsburgh East Liberty by IHG

2. Hyatt House Pittsburgh/Bloomfield/Shadyside

3. SpringHill Suites by Marriott Pittsburgh Bakery Square

4. The Maverick by Kasa

5. TRYP by Wyndham Pittsburgh/Lawrenceville

6. Courtyard by Marriott Pittsburgh University Center

7. Residence Inn Pittsburgh Oakland/University Place

8. Mansions on Fifth Hotel

9. The Priory Hotel

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

11. Hyatt Place Pittsburgh-North Shore

12. HYATT house Pittsburgh-South Side

13. SpringHill Suites by Marriott Pittsburgh Southside Works

14. Drury Plaza Hotel Pittsburgh Downtown

15. Hampton Inn & Suites Pittsburgh-Downtown

16. Homewood Suites by Hilton Pittsburgh Downtown

17. Residence Inn by Marriott Pittsburgh Monroeville/Wilkins

18. Comfort Inn & Suites Pittsburgh South

19. The Landing Hotel at Rivers Casino

20. Holiday Inn Express & Suites Pittsburgh - Monroeville by IHG

Where to stay in Highland Park

Downtown Pittsburgh

North Shore

Oakland

North Side

Shadyside

Top Highland Park Hotel Reviews

TRYP by Wyndham Pittsburgh/Lawrenceville

Frequently asked questions

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