South Shore Vacations from ￥273,457
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The Latest South Shore Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino
North Side
￥295,597
per person
Nov 8 - Nov 13
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Pittsburgh (PIT)
9.4/10 Exceptional! (2,103 reviews)
Hotel was very well maintained and easy walking distance to baseball and football facilities. Complementary valet parking was an added bonus.
Reviewed on Aug 20, 2026
Etage Executive Living
Downtown Pittsburgh
￥310,990
per person
Nov 8 - Nov 13
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,855 reviews)
My stay at Etage was wonderful! The apartment was beautiful and clean. The views were spectacular. The front desk staff were so pleasant and helpful. My few issues, which were minor, A few of the drawers were broken and we could not close them, I did not have a remote to control the bedside lamps and could not use them and lastly the tv's/remote were confusing and difficult to use for my elderly parents and there were many issues with the cable connection making it difficult to even use the tv's. None of those issues would stop me from returning for another visit or recommending Etage to others. Thank you for providing a wonderful experience for my family.
Reviewed on Aug 20, 2026
Where to stay in South Shore
Find the best South Shore areas and neighborhoods for the activities you enjoy most. Learn more about South Shore
Downtown Pittsburgh
2 out of top 10 points of interest in this area
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.
North Shore
2 out of top 10 points of interest in this area
Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations.
Oakland
1 out of top 10 points of interest in this area
Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation.
North Side
1 out of top 10 points of interest in this area
If you're spending time in North Side, check out sights like PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station.
Shadyside
Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible.
South Shore Hotel Deals
Sheraton Pittsburgh Hotel at Station Square
300 West Station Square Drive Pittsburgh PA
Fully refundableReserve now, pay when you stay
￥27,129
￥30,927 total
Aug 23 - Aug 24
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
￥21,218
￥24,188 total
Aug 30 - Aug 31
includes taxes & fees
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
￥16,636
￥18,966 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (2,187 reviews)
"Hotel was very well maintained and easy walking distance to baseball and football facilities. Complementary valet parking was an added bonus."
Reviewed on Aug 20, 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 Shore vacation package cost?
Less than you might think — from just ￥273,457, actually! By combining hotels, flights and car rentals into a custom-built travel package, your South Shore escape is just clicks away.
How do I get a cheap travel package to South Shore?
One of the easiest ways to save dollars (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 your style and see your savings stack up. Of course, a package deal is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 properties around the globe, which lets you customize your South Shore vacation.
Where should I stay in South Shore?
Urban explorers come from every corner of the globe to experience Acrisure Stadium and PNC Park in South Shore. Stay near these fantastic attractions to make sightseeing a breeze.
What are the top hotels in South Shore?
When it comes to welcoming places to stay in South Shore, you can't beat Sheraton Pittsburgh Hotel at Station Square. Be sure to browse its deals and land a bargain.
How far in advance should I book my South Shore vacation?
Earlier is always better. Airlines generally release flight tickets up to a year in advance, and this is when you can score some rock-bottom prices. Just been told you should take some vacation time next month? That's alright! Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia South Shore travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings grow. When it comes to creating your South Shore break, you're in charge!
What should I know before booking a South Shore travel package?
Locking in all the parts of your getaway together is a smart way to save. Bundle your flights, car rentals and hotels into a tidy package. But it's not just hotels. Expedia has all sorts of properties, including vacation rentals like beachfront villas and serviced residences. Your choices are almost endless!
Can I choose my airline with a South Shore Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you certainly can. Just select your favorite carrier and put together the perfect South Shore trip.
If I'm not able to travel, can I cancel my South Shore vacation package?
Because we know life can throw you a few curveballs, the answer is yes. For further information, check out our Customer Service Portal. But generally speaking, if you've booked your South Shore vacation package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
Stay near popular South Shore attractions
Station Square
8.6/10 (1,102 reviews)
You can do some window-shopping at Station Square during your trip to Pittsburgh. Experience the acclaimed theater scene and entertainment choices in this vibrant area.
Monongahela Incline
9.0/10 (402 reviews)
Spectacular views of the Pittsburgh cityscape await at the top of the steepest funicular railway in the United States.
Highmark Stadium
8.6/10 (12 reviews)
Catch an event at Highmark Stadium during your trip to Pittsburgh. Amble around this vibrant area's riverfront or attend a sporting event.
Things to do
Pittsburgh: Museum of Illusions Entrance Ticket
￥4,629
per adult
90% of travellers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
￥2,088
per adult
Whiskey Rebellion & Prohibition Tour
￥7,821
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.