South Shore Vacations from ￥210,125

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The Latest South Shore 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 ￥282,053, price is now ￥210,125 per person
￥210,125
per person
Oct 9 - Oct 15
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Changed rooms 3 times as TV wasn’t working. Coffee machine not working. Easy to walk to restaurants. Quiet.

Reviewed on Aug 24, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was ￥345,870, price is now ￥247,768 per person
￥247,768
per person
Oct 9 - Oct 15
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Pittsburgh (PIT)
7.6/10 Good! (19 reviews)
My room was very clean with a beautiful city view. The space is well thought out and very comfortable. There are also a lot of walkable shops and restaurants. Check-in was a little awkward as there was an event in front of the main entrance that I had to walk through with my luggage and speak very loudly over while checking in. Overall it was a nice getaway experience.

Reviewed on Sep 2, 2025

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was ￥307,123, price is now ￥224,551 per person
￥224,551
per person
Oct 9 - Oct 15
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Pittsburgh (PIT)
7.8/10 Good! (170 reviews)
Only a couple of visible stains, nothing out of the ordinary. Very convenient hotel booking with affordable rates. Support was very responsive to questions. Would absolutely stay again.

Reviewed on Aug 26, 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was ￥474,838, price is now ￥361,471 per person
￥361,471
per person
Oct 9 - Oct 15
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Rooms very clean and nice. Every person I encountered was friendly and accomodating. Didn’t like paying $65 for valet parking though.

Reviewed on Aug 30, 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was ￥399,776, price is now ￥310,558 per person
￥310,558
per person
Oct 9 - Oct 15
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,214 reviews)
Very thoughtful staff. Nice happy hour and morning coffee.

Reviewed on Sep 2, 2025

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 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 Shore Hotel Deals

Sheraton Pittsburgh Hotel at Station Square

Sheraton Pittsburgh Hotel at Station Square

3.5 out of 5
300 West Station Square Drive, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ￥23,696 per night from Sep 28 to Sep 29
￥23,696
￥27,014 total
Sep 28 - Sep 29
includes taxes & fees
Sheraton Pittsburgh Hotel at Station Square
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 ￥22,254 per night from Sep 28 to Sep 29
￥22,254
￥25,370 total
Sep 28 - Sep 29
includes taxes & fees
8/10 Very Good! (2,879 reviews)
"Nice clean hotel, a little outdated. Id stay again."

Reviewed on Sep 2, 2025

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 ￥23,635 per night from Sep 29 to Sep 30
￥23,635
￥26,943 total
Sep 29 - Sep 30
includes taxes & fees
Omni William Penn Hotel
See all 1,780 properties in South Shore
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 ￥210,125, 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.

Discover the most popular places to visit in South Shore

Monongahela Incline showing a gondola

Monongahela Incline

4.5/5(321 reviews)

Spectacular views of the Pittsburgh cityscape await at the top of the steepest funicular railway in the United States.

Monongahela Incline

Things to do

Pittsburgh Segway Tour

Pittsburgh Segway Tour

￥8,572
per adult
Pittsburgh Segway Tour
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

￥19,999
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

￥8,146
per adult
Pittsburgh Pirates Baseball Game at PNC Park
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.