South Shore Vacations from $353
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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.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Save 100% on your flight
Price was $977, price is now $652 per person
$652
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
8.6/10 Excellent! (1,003 reviews)
Nice hotel in downtown Pittsburgh. Room and common area were clean and well maintained.
Reviewed on Dec 8, 2025
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $631, price is now $452 per person
$452
per person
Feb 6 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
7.6/10 Good! (37 reviews)
Everyone I encountered was amazing through our experience related to our stay. There was an event occurring in the main entry way during our stay and the valet assisted us in locating parking, called the front desk and checked in from the door, they were very informative and helpful, even the building staff were very friendly and helpful helped us with the door on arrival. It would be nice to be able to use valet service, especially since it is paid parking anyways, and also enter through the nicer main lobby rather than a service entrance and padded frieght elevator... I did chose the Penn because of its prestige, location, amenities, and to view/enjoy craftsmanship of the architecture and chandilers specifically (as a former apprentice of the artist). Overall great stay.
Reviewed on Dec 9, 2025
EVEN Hotel Pittsburgh Downtown by IHG
Downtown Pittsburgh
Price was $592, price is now $426 per person
$426
per person
Jan 25 - Jan 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
8.8/10 Excellent! (1,135 reviews)
The room was adequate size. The mattress and pillows were good. The breakfast was excellent. And I really liked the common area.
Reviewed on Dec 10, 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
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.
South Shore Hotel Deals
Sheraton Pittsburgh Hotel at Station Square
300 West Station Square Drive Pittsburgh PA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $153 total per night from Dec 21 to Dec 22
$153 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Room was very clean and location was exceptional we walked bridge into city so close and close to the i cline and the boat trips
Reviewed on Dec 9, 2025
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Dec 29 to Dec 30
$125 total
Dec 29 - Dec 30
Total with taxes and fees
8.2/10 Very Good! (3,228 reviews)
The hotel was immaculate. The view was the greatest view. You can see so much then they had a SKY lounge room that you can just look out of the windows and see everything hotel was very clean very well. Kept everyone on the staff was very polite. I would definitely stay there again. They even allowed ...
Reviewed on Dec 8, 2025
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $123 total per night from Dec 21 to Dec 22
$123 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,405 reviews)
Customer Service
Reviewed on Dec 1, 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 Shore
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.
Station Square
4/5(569 reviews)
You can do some window-shopping at Station Square during your trip to Pittsburgh. Experience the entertainment choices and acclaimed theater scene in this vibrant area.
Things to do
Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena
$72
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
Pittsburgh Steelers Football Game at Acrisure Stadium
$452
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.