South Oakland Travel Guide

Pittsburgh

Pittsburgh winters are brutal! #snow
Pittsburgh winters are brutal! #snow
Schenley Park which includes a bridge
Schenley Park featuring autumn leaves, a garden and a statue or sculpture
Schenley Park showing signage, a memorial and a statue or sculpture

Top hotels in South Oakland

Hotel Indigo Pittsburgh University-Oakland by IHG

Hotel Indigo Pittsburgh University-Oakland by IHG

3.5 out of 5
329 Technology Drive Pittsburgh PA
The price is ฿3,712 per night from 1 Feb to 2 Feb
฿3,712
฿4,231 total
1 Feb - 2 Feb
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy free Wi-Fi, a rooftop terrace and breakfast (surcharge). Our guests praise the helpful staff in their ...
8.6/10 Excellent! (1,001 reviews)
Breakfast menu was wonderful.

Reviewed on 12 Jan 2026

Hotel Indigo Pittsburgh University-Oakland by IHG
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 ฿3,498 per night from 12 Feb to 13 Feb
฿3,498
฿3,988 total
12 Feb - 13 Feb
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (3,361 reviews)
We ate buffet, was good.

Reviewed on 13 Jan 2026

Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
The price is ฿3,975 per night from 24 Jan to 25 Jan
฿3,975
฿4,532 total
24 Jan - 25 Jan
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness centre and valet parking (surcharge). Our guests praise the ...
8/10 Very Good! (1,120 reviews)
Fast courteous check in

Reviewed on 18 Jan 2026

Pittsburgh Marriott City Center
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
The price is ฿4,976 per night from 24 Jan to 25 Jan
฿4,976
฿5,672 total
24 Jan - 25 Jan
includes taxes & fees
Stay at this historic hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,916 reviews)
Hotel was very clean and staff was great

Reviewed on 14 Jan 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
The price is ฿3,476 per night from 28 Jan to 29 Jan
฿3,476
฿4,042 total
28 Jan - 29 Jan
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,426 reviews)
Everything was great. Room, valet parking, check-in, breakfast were all great.

Reviewed on 18 Jan 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
The price is ฿6,160 per night from 24 Jan to 25 Jan
฿6,160
฿7,022 total
24 Jan - 25 Jan
includes taxes & fees
Stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Acrisure Stadium and PNC Park are ...
9.2/10 Wonderful! (1,375 reviews)
Staff is very friendly and helpful.

Reviewed on 14 Jan 2026

The Landing Hotel at Rivers Casino
See all 1,875 properties in South Oakland
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 neighbourhoods around South Oakland

Oakland showing an administrative buidling, heritage architecture and signage

Oakland

3.5/5(3 area reviews)

Oakland is known for its ample dining options, and you can make a stop by Petersen Events Center and Soldiers and Sailors Memorial Hall and Museum while in the area.

Oakland
This fabulous block is a Mecca for imagination

Bluff

You'll enjoy the bars and live music in Bluff. You might want to make time for a stop at Ohio River Valley or A.J. Palumbo Center.

Bluff
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 Crawford-Roberts may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like PNC Park and PPG Paints Arena.

Crawford-Roberts
South Side Flats

South Side Flats

South Side Flats 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 Ohio River Valley or Rex Theater.

South Side Flats
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

5/5(1 area review)

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

Shadyside
Schenley Park which includes a bridge

Squirrel Hill

You'll enjoy the restaurants and shopping in Squirrel Hill. You might want to make time for a stop at Hunt Institute for Botanical Documentation or Pittsburgh Center for the Arts.

Squirrel Hill

South Oakland Travel Guide