Oakland, PA

Pittsburgh
Oakland featuring outdoor art
From the Carnegie complex to the French revival chapel, this student haven offers an eclectic and historic destination beside a vast park.

With its three universities and many museums, Oakland is one of Pittsburgh’s most innovative and cultural hubs. It is split into several parts, with a pair of historic districts lined with architectural gems. Enjoy the student ambiance around the campuses of the University of Pittsburgh, Carlow University and Carnegie Mellon University.

Wander along the colleges’ adjacent streets and choose from an eclectic variety of culinary delights. For an architectural contrast, make your way through the Schenley Farms Historic District, the Oakland Square Historic District and the Oakland Civic Center Historic District.

Learn about the region’s past by exploring the exhibits of the Carnegie Museum of Natural History, which stands in an imposing building in North Oakland. It was set up by local industrialist Andrew Carnegie, who is responsible for several Pittsburgh institutions. Study the works lining the walls of the adjacent Carnegie Museum of Art and inspect the tomes of the Carnegie Library of Pittsburgh.

Marking the Carnegie complex’s western side is Schenley Plaza, where you’ll find the Stephen Foster Memorial and the Cathedral of Learning. Marvel at the gothic revival design of this tower that rises from the campus of the University of Pittsburgh.

A short walk northeast stands Heinz Memorial Chapel, a non-sectarian chapel with remarkable stained-glass windows.

Get a sense of the local culture in Market Square. Watch basketball in the Petersen Events Center.

Oakland covers the eastern side of Pittsburgh, along the western edge of Schenley Park. Travel by bus to a stop in the heart of the area, which is on the northern side of the Monongahela River.

While you’re in this part of the city, consider visiting nearby quarters such as Terrace Village, the Hill District and the South Side Flats.


Popular places to visit

Things to do


Oakland Hotel Deals

Wyndham Pittsburgh University Center
Wyndham Pittsburgh University Center
3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
The price is $107 per night from Jun 9 to Jun 10
$107
$122 total
includes taxes & fees
Jun 9 - Jun 10
Stay at this hotel in Pittsburgh. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,285 reviews)
"Great price/reward equation. Renovated rooms are nice and the staff is very helpful. Location is perfect"

Reviewed on May 28, 2024

Wyndham Pittsburgh University Center
Hampton Inn Pittsburgh University/Medical Center
Hampton Inn Pittsburgh University/Medical Center
2.5 out of 5
3315 Hamlet Street, Pittsburgh, PA
The price is $127 per night from Jun 16 to Jun 17
$127
$144 total
includes taxes & fees
Jun 16 - Jun 17
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the ...
7.8/10 Good! (969 reviews)
"Great hotel in a lovely lovation. Easily accessible by public transit, a short walk away from restaurants. Located in pedastrian-friendly area with 15-20min walk to the river. Our room also had a nice view of the downtown and the river."

Reviewed on May 31, 2024

Hampton Inn Pittsburgh University/Medical Center
Residence Inn Pittsburgh Oakland/University Place
Residence Inn Pittsburgh Oakland/University Place
3 out of 5
3341 Forbes Ave, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is $134 per night from Jun 30 to Jul 1
$134
$153 total
includes taxes & fees
Jun 30 - Jul 1
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (648 reviews)
"It has been years since we were in this area of Pittsburgh. Although we had a general idea of where the property was, we turned left one block before we should have. When we came around the block a second time, we asked an attendant at another motel across the street for assistance. He was able to ..."

Reviewed on May 29, 2024

Residence Inn Pittsburgh Oakland/University Place
The Oaklander Hotel, Autograph Collection
The Oaklander Hotel, Autograph Collection
4.5 out of 5
5130 Bigelow Boulevard, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is $243 per night from Jun 30 to Jul 1
$243
$277 total
includes taxes & fees
Jun 30 - Jul 1
Stay at this 4.5-star luxury hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (512 reviews)
"Great experience!"

Reviewed on May 22, 2024

The Oaklander Hotel, Autograph Collection
Hotel Indigo Pittsburgh University-Oakland, an IHG Hotel
Hotel Indigo Pittsburgh University-Oakland, an IHG Hotel
3.5 out of 5
329 Technology Drive, Pittsburgh, PA
Fully refundable
The price is $125 per night from Jun 30 to Jul 1
$125
$143 total
includes taxes & fees
Jun 30 - Jul 1
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant ...
8.6/10 Excellent! (916 reviews)
"Very Convenient to both University of Pittsburgh and all the downtown activities, including PNC Park & Acrisure Stadium. Great for pets. Would definitely recommend to friends and family."

Reviewed on May 28, 2024

Hotel Indigo Pittsburgh University-Oakland, an IHG Hotel
Omni William Penn Hotel
Omni William Penn Hotel
4 out of 5
530 William Penn Place, Pittsburgh, PA
The price is $169 per night from Jul 1 to Jul 2
$169
$193 total
includes taxes & fees
Jul 1 - Jul 2
Book a stay at this historic hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (1,327 reviews)
"Cxxx"

Reviewed on May 29, 2024

Omni William Penn 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.

Other neighborhoods around Oakland

Default Image

Terrace Village

While there might not be top attractions in Terrace Village, you can explore the larger area and discover places like PPG Paints Arena and PNC Park.

Terrace Village
Default Image

Middle Hill

If you're spending some time in Middle Hill, Wesley Center AME Zion Church and Bethel AME Church are top sights worth seeing.

Middle Hill
I really hadn't heard much about the city of Pittsburgh, except for Terry Bradshaw and the Steelers, and the movie The Deer Hunter. I was amazed with how clean, quaint and beautiful this town really is, now one of my favorite US cities!

Crawford-Roberts

While visiting Crawford-Roberts, you might make a stop by sights like St. Benedict the Moor Catholic Church and Freedom Corner Memorial.

Crawford-Roberts
This place is great! Great beer selection and pub menu. I tried the Fried Green Tomato Grilled Cheese Sandwich. Served with Tomato Soup and Homemade Garlic-Parm Fries. So delicious! You have to check out their grilled cheese menu! #delicious

Shadyside

4.5/5(37 area reviews)

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

Shadyside
Senator John Heinz History Center which includes interior views and signage

Strip District

4/5(17 area reviews)

Travelers come to Strip District for its abundant dining options, and you can see top attractions like Pittsburgh Opera and Senator John Heinz Regional History Centre while you're in town.

Strip District
This fabulous block is a Mecca for imagination

Bluff

Travelers enjoy Bluff for its bars and live music. Consider checking out A.J. Palumbo Center while you're in the area.

Bluff

More to Explore


Oakland, PA

Choose one or more items to build your trip: