South Side Vacations

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Find the Best South Side Vacation Packages

South Side Hotel Deals

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
2.5 out of 5
20 S 10th St, Pittsburgh, PA
Fully refundable
The price is NT$2,871 per night from Apr 2 to Apr 3
NT$2,871
NT$3,273 total
includes taxes & fees
Apr 2 - Apr 3
7/10 Good! (1,002 reviews)
"Amazing experience"

Reviewed on 2025/3/16

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
HYATT house Pittsburgh-South Side
HYATT house Pittsburgh-South Side
3 out of 5
2795 S Water St, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is NT$4,324 per night from Apr 6 to Apr 7
NT$4,324
NT$4,929 total
includes taxes & fees
Apr 6 - Apr 7
8.6/10 Excellent! (1,007 reviews)
"It’s across the street from a lot of shopping and Fun! It’s dog friendly and there is a super nice dog park right outside!"

Reviewed on 2025/3/23

HYATT house Pittsburgh-South Side
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 NT$5,317 per night from Apr 1 to Apr 2
NT$5,317
NT$6,062 total
includes taxes & fees
Apr 1 - Apr 2
7.8/10 Good! (2,798 reviews)
"The property is pretty and has several dining and shopping options. There is a great park for walking right across the street."

Reviewed on 2025/3/23

Wyndham Grand Pittsburgh Downtown
See all 1,661 properties in South Side
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 Side vacation package cost?
Much less than you might think — from only , actually! By combining hotels, flights and car rentals into a customized package, your getaway to South Side is just clicks away.
How do I get a cheap travel package to South Side?
Search for flights that suit your busy schedule, add a hotel to your booking and watch the savings grow with a South Side vacation package. It’s as easy as that! From hotels and flights to rental cars and tours, Expedia is where your cheap getaway begins. And with more than 550 airlines and 1,000,000 properties around the world to select from, you won’t be short of choice.
Where should I stay in South Side?
Travelers come from all over the world to experience Acrisure Stadium and PNC Park in South Side. Book a room near these must-see attractions to make sightseeing a breeze.
What are the top hotels in South Side?
If it’s your first visit to South Side, lock in a room at Kasa South Side Pittsburgh or SpringHill Suites by Marriott Pittsburgh Southside Works. Both hotels offer friendly service and are favorites with lots of travelers.
How far in advance should I book my South Side vacation?
Reward yourself with the widest variety at the cheapest prices by booking your South Side vacation early. Airlines generally publish flight tickets around a year before departure, so reserve your spot as soon as you can. That said, Expedia is committed to providing you with the best bargains around, so it’s never a bad time to book your dream vacation!
What does an Expedia South Side travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply select your favorite bundle and get access to incredible deals. Once you’ve made your booking, add on a few tours and activities and watch your savings stack up. When it comes to crafting your South Side break, you’re in charge!
What should I know before booking a South Side travel package?
You’ll score impressive savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste your time or money? Whether you’re organizing a ritzy romantic getaway or a low-cost family road trip, explore our package deals today.
Can I choose my airline with a South Side Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you want to fly to South Side in business or coach, simply pick from the available airline options. Expedia has access to over 550 partner airlines around the world.
If I'm not able to travel, can I cancel my South Side vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel or amend your South Side vacation package at no cost if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may charge a fee. Need more information? Look up our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in South Side

PNC Park showing a city

PNC Park

4.5/5(780 reviews)

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

PNC Park
Mario Lemieux statue

PPG Paints Arena

4.5/5(596 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

PPG Paints Arena
Oakland featuring a garden

University of Pittsburgh

4.5/5(843 reviews)

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.