
South Side Vacations from ¥242,392
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The Latest South Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was ¥266,778, price is now ¥242,392 per person
¥242,392
per person
Nov 1 - Nov 5
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.4/10 Very Good! (1,333 reviews)
Super clean great location ❤️
Reviewed on Aug 26, 2025


Stay Pittsburgh
Downtown Pittsburgh
Price was ¥286,480, price is now ¥253,528 per person
¥253,528
per person
Nov 1 - Nov 5
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
7.8/10 Good! (169 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

Kimpton Hotel Monaco Pittsburgh by IHG
Downtown Pittsburgh
Price was ¥333,708, price is now ¥300,354 per person
¥300,354
per person
Nov 1 - Nov 5
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,212 reviews)
One of my favorites! Always clean and comfortable Great bar/restaurant.
Reviewed on Aug 24, 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was ¥275,716, price is now ¥249,662 per person
¥249,662
per person
Nov 1 - Nov 5
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
7.6/10 Good! (16 reviews)
Unique, incredible preservation of the historical aspects of the property fused with modern design in the condos .
Reviewed on Aug 25, 2025
Find the Best South Side Vacation Packages
South Side Hotel Deals

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
20 S 10th St, Pittsburgh, PA
Fully refundable
The price is ¥12,238 per night from Sep 22 to Sep 23
¥12,238
¥13,951 total
Sep 22 - Sep 23
includes taxes & fees
7/10 Good! (1,006 reviews)
"It was our second time staying as our daughter is a freshman at Duquesne the drive to the school was just minutes away and the staff was superb!"
Reviewed on Aug 25, 2025

HYATT house Pittsburgh-South Side
2795 S Water St, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ¥21,085 per night from Sep 3 to Sep 4
¥21,085
¥24,037 total
Sep 3 - Sep 4
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Pittsburgh's Perfect Place
"When we come to Pittsburgh this is the first place we check for booking. It's dog friendly and perfect location for whatever you are doing in Pittsburgh. Lots of great walkable places to eat in the South Side. Plus if you have a dog....there is a wonderful dog park with food trucks nearby."
Reviewed on Aug 16, 2025

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is ¥22,427 per night from Aug 28 to Aug 29
¥22,427
¥25,566 total
Aug 28 - Aug 29
includes taxes & fees
8/10 Very Good! (2,990 reviews)
"."
Reviewed on Aug 25, 2025
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.
Discover the most popular places to visit in South Side

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

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.

Acrisure Stadium
Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.
What to do in South Side

Private City Kickstart Tour: Tokyo
¥19,999
per adult
100% of travellers recommend

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

JUST THE TOUR - Double Decker bus sightseeing tour of Pittsburgh.
¥6,644
per adult
94% of travellers recommend
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