South Oakland Vacations from ￥128,264

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The Latest South Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was ￥164,277, price is now ￥128,264 per person
￥128,264
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8/10 Very Good! (1,003 reviews)
The room was perfect

Reviewed on Dec 30, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was ￥174,961, price is now ￥129,166 per person
￥129,166
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.4/10 Very Good! (1,385 reviews)
It’s clean. But I don’t think it is 250 sqf for the king bed room. It’s probably only 180 sqf. It’s small. I didn’t like the high pillows. It bothered me a lot.

Reviewed on Dec 30, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was ￥213,682, price is now ￥163,518 per person
￥163,518
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Rooms were great and the location was perfect!

Reviewed on Dec 27, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was ￥189,667, price is now ￥149,917 per person
￥149,917
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.2/10 Very Good! (3,142 reviews)
Bathroom has a see through door. Nice room overall, no microwave/fridge, not sure if it was supposed to be an upgrade or not. Not noisy, it was quiet, nice view of the river!!

Reviewed on Jan 2, 2026

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Price was ￥191,569, price is now ￥156,248 per person
￥156,248
per person
Feb 25 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8/10 Very Good! (1,009 reviews)
Staff was amazing! Wonderful and accommodating. They made the difference.

Reviewed on Jan 1, 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 which includes a bridge and a river or creek

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(2,251 area reviews)

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

Find hotels in Downtown Pittsburgh

South Oakland Hotel Deals

Hotel Indigo Pittsburgh University-Oakland by IHG

Hotel Indigo Pittsburgh University-Oakland by IHG

3.5 out of 5
329 Technology Drive Pittsburgh PA
Fully refundable
The price is ￥17,835 per night from Feb 1 to Feb 2
￥17,835
￥20,333 total
Feb 1 - Feb 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Great staff, beautiful hotel. If you prefer quiet, river view rooms are the way to go. Also rooms feel a little dark but it has modern, clean decor. Overall I would definitely stay here again

Reviewed on Dec 24, 2025

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 ￥20,815 per night from Jan 18 to Jan 19
￥20,815
￥23,729 total
Jan 18 - Jan 19
includes taxes & fees
8.2/10 Very Good! (3,307 reviews)
Our room was very clean. The staff was very friendly. Overall a great stay!

Reviewed on Jan 2, 2026

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ￥24,908 per night from Jan 14 to Jan 15
￥24,908
￥28,394 total
Jan 14 - Jan 15
includes taxes & fees
9/10 Wonderful! (1,870 reviews)
Nice staff, helpful. Great location. I loved the architecture of the building.

Reviewed on Dec 30, 2025

Omni William Penn Hotel
See all 1,860 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.

Frequently asked questions

How much does a South Oakland vacation package cost?
From as low as ￥128,264. Yes, you read that correctly. Our South Oakland packages are a simple way to make your dollar go further. Combine your favorite flights, hotels and rental car and discover this top destination.
How do I get a cheap travel package to South Oakland?
It's easy. Just bundle everything together. Hotels, flights and rental cars — combine whatever you need into a South Oakland vacation package to save a ton of cash. Score even better deals when you add extras such as activities or tours to your booking. But that's not the only impressive part. You have the freedom to customize your vacation your own way. We offer more than 550 partner airlines and 1,000,000 properties across the world, so that everyone has a chance to travel and live out those vacation dreams.
Where should I stay in South Oakland?
Most visitors to South Oakland put both Acrisure Stadium and PNC Park on their to-do lists. Why not select a hotel right near these popular attractions?
What are the top hotels in South Oakland?
Hotel Indigo Pittsburgh University-Oakland, an IHG Hotel and Hampton Inn Pittsburgh University/Medical Center are a couple of the most popular hotels in South Oakland. Why not check out the rates and facilities at each and then decide?
How far in advance should I book my South Oakland vacation?
Your best bet is to book early. Air carriers typically advertise flights around a year prior to departure, and this is an ideal opportunity to score some of the cheapest prices. Boss just told you to take your vacation time next month? That's alright! Expedia are never short on fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia South Oakland travel package include?
Rental cars, flights and hotels, or any combination of the three — it's up to you! Whether you're exploring South Oakland with the family or enjoying a solo break, there's a package to fit your budget and style. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking a South Oakland travel package?
Locking in all the parts of your escape together is one of the easiest ways to save. Combine car rentals, airfares and hotels into a handy package. But you're not limited to hotels. Expedia has all sorts of properties, including vacation rentals such as beach villas and short-term homes. You've got loads of choices!
Can I choose my airline with a South Oakland Expedia vacation package?
Yes, you can. We have more than 550 partner airlines worldwide, so choose the carrier that suits your budget and travel needs.
If I'm not able to travel, can I cancel my South Oakland vacation package?
Don't stress if you're rethinking your South Oakland vacation package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally get that life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in South Oakland

Oakland featuring a garden

University of Pittsburgh

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh
PNC Park showing a city

PNC Park

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
The Gates Hillman Center is a unique building that houses the computer science program and research. I love how outside the box the building is #StunningStructures

Carnegie Mellon University

Take a campus tour or just explore the area of Carnegie Mellon University, during your trip to Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

Carnegie Mellon University

Things to do

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

￥15,548
per adult
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

￥2,038
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories

Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories

￥4,285
per traveler
Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories
See all activities in Pittsburgh
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.