South Shore Vacations from $520
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your South Shore Vacation
Avoid the hassle of travel planning with a South Shore vacation package. With all the details organized before you go away, all that's left for you to do is enjoy this riverside neighborhood's cycling, views and walking. Start your trip to South Shore by heading to nearby attractions such as Acrisure Stadium, University of Pittsburgh and PNC Park. Stop daydreaming and start doing. When it's time to book your next vacation to South Shore, Expedia is here to help.
The Latest South Shore Vacation Packages
Price found within the past 48 hours. Click for updated prices.
South Broadway Manor
Price was $706, price is now $592 per person
$592
per person
Oct 16 - Oct 18
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
9.8/10 Exceptional! (115 reviews)
Pat went above and beyond. First of all, we were late and only checked in at about 3:00 in the morning. She still made herself available and provided access at this incredibly late hour. This property is super cool. It has lots of history and it feels like you're staying in a historical property. Each of the rooms is themed and has unique artifacts and decorations. Very cool experience and highly recommended!!
Reviewed on Jul 26, 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.
South Shore Hotel Deals
Sheraton Pittsburgh Hotel at Station Square
300 West Station Square Drive Pittsburgh PA
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $194 total per night from Aug 20 to Aug 21
$194 total
Aug 20 - Aug 21
Total with taxes and fees
9/10 Wonderful! (1,126 reviews)
"When we first arrived to our room just before 10pm, the air conditioning wasn't working. We discovered it had ice on it. We called the front desk, and they sent a maintenance worker. He immediately said that the air conditioning had been turned below 67 degrees and needed to be unfrozen. To be clear, ..."
Reviewed on Jul 30, 2026
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $142 total per night from Aug 30 to Aug 31
$142 total
Aug 30 - Aug 31
Total with taxes and fees
8.2/10 Very Good! (3,668 reviews)
"The hotel was nice and within walking distance of the things we needed to get to. I had a teenager who was not happy that the TVs would not allow him to play his video game. The beds say queen beds, but they were definitely smaller and on the hard side. The hotel does not offer parking (only valet ..."
Reviewed on Jul 30, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Aug 23 to Aug 24
$154 total
Aug 23 - Aug 24
Total with taxes and fees
9.4/10 Exceptional! (2,073 reviews)
"Breakfast was just, ok. The help Was really on top of things though."
Reviewed on Jul 30, 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.
Stay near popular South Shore attractions
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
$47
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
90% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
$33
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.