South Oakland Holidays from £1,127
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Your South Oakland Holiday
Packed with character and charm, South Oakland offers everything from cycling to walking. Experience the delights of this neighbourhood your way with a customized South Oakland holiday package. When it's time to explore the sights, you'll find plenty of popular attractions nearby including PNC Park, University of Pittsburgh and Carnegie Mellon University. Visit one, two (or even all!) during your trip to South Oakland. No matter what your ideal South Oakland holiday looks like, you can turn it into reality with Expedia.
Price found within the past 48 hours. Click for updated prices.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
£1,473
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
The staff at the Westin was extremely helpful and proactive. The initial room they gave us had some issues, including a smoke-like smell (not cigarette smoke). As soon as we notified reception, someone handled it extremely professionally, and within minutes we were moved to a much better room.
Reviewed on 3 Aug 2026
Etage Executive Living
Downtown Pittsburgh
£1,206
per person
9 Oct - 13 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,843 reviews)
Stayed in a one bedroom King and the room (1105) was great except two things. The King bed was a true King size but the mattress was more of a futon mattress than a real mattress. It was only about 4 inches thick so it didn't really provide much support. Other thing is the pull out couch. The staff do not clean under or between the cushions. If you need to use the pull out make sure you call ahead and tell them to clean it. I always bring an inflatable for the kids so i kept that couch closed.
Side Note: The Xfinity TV is very glitchy and we weren't provided Wi-Fi information at check in but we have hundreds of gigs of data on our phones so didn't need it, but it would have been nice to mirror our phones to the TV. Oh, and in/out parking is a pain since every time you want to leave you need to go down to the front desk, validate the ticket then go up to the parking and exit. You then need to discard that ticket and get a new ticket when you come back and the cycle starts over and over again. Can't they just give a "special" ticket for guests that they keep for their stay for in/out?
Reviewed on 6 Aug 2026
Where to stay in South Oakland
Find the best South Oakland areas and neighborhoods for the activities you enjoy most. Learn more about South Oakland
Downtown Pittsburgh
2 out of top 10 points of interest in this area
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.
North Shore
2 out of top 10 points of interest in this area
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.
Oakland
1 out of top 10 points of interest in this area
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.
North Side
1 out of top 10 points of interest in this area
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.
Mount Washington
Spend some time visiting places like Ohio River Valley while getting to know Mount Washington, and be sure to check out the abundant dining options. You can hop aboard the metro at South Hills Junction Station or Palm Garden Station to see more of the area.
Top hotels in South Oakland
Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive Pittsburgh PA
Fully refundable
£97
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"This hotel was way beyond my expectations! The room was huge, updated, modern and free of grubby carpet. A sit down breakfast was included with delicious food and a lot of variety to choose from. I was really impressed!"
Reviewed on 6 Aug 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
£105
3 Sept - 4 Sept
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
£101
23 Aug - 24 Aug
includes taxes & fees
9.4/10 Exceptional! (2,121 reviews)
"Great hotel, great location and excellent price."
Reviewed on 7 Aug 2026
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.
Frequently asked questions
How much does a South Oakland travel package cost?
Get your credit card ready, because a trip to South Oakland starts from just £1,127. When you bundle your hotels, flights and car rentals into a travel package, you'll score the best deals.
If I'm not able to travel, can I cancel my South Oakland travel package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Booked your South Oakland travel package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a fee from your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to South Oakland?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got everything you need. Pick the combination that suits you and see your savings grow. We know a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties across the world, which lets you customize your South Oakland getaway.
Does Expedia offer Book Now, Pay Later South Oakland holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway easier on the purse strings. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Take a look at these flexible payment options:
- Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can jet away on that well-earned holiday now.
- Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.
Where should I stay in South Oakland?
Make sightseeing a breeze by staying in a hotel just around the corner from South Oakland's fantastic attractions. Acrisure Stadium and University of Pittsburgh are two which top many visitors' bucket lists.
What are the top hotels in South Oakland?
Hyatt Regency Pittsburgh International Airport and Doubletree by Hilton Pittsburgh Greentree are a couple of the most popular properties in South Oakland. Why not take a look at the facilities and amenities at each and then make a decision?
How far in advance should I book my South Oakland holiday?
Be rewarded with the biggest variety at the cheapest prices by booking your trip to South Oakland early. Air carriers typically release flights anywhere up to 12 months before departure, so start your planning ASAP. Having said that, Expedia is committed to giving you the best deals around, so it's always a good time to book your dream holiday!
What does an Expedia South Oakland travel package include?
Flights, rental cars and hotels, or any combination of them — the choice is all yours! Whether you're visiting South Oakland with the entire family or adventuring with your friends, there's a package to fit your style and budget. Once you've made your booking, why not add on one or two tours and experiences?
What should I know before booking a South Oakland travel package?
Bundling your bookings into a South Oakland travel package is the easiest way to organise your trip. Not only that, you'll save big when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a South Oakland Expedia travel package?
Yes, and with more than 550 airlines to pick from globally, you have loads of choice. Browse the available options and see which airline suits your budget and needs.
Stay near popular South Oakland attractions
Pittsburgh Playhouse
You can get tickets for a performance at Pittsburgh Playhouse during your stay in Pittsburgh. Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
£36
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
£22
per adult
90% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
£24
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.