South Shore Vacations from $471

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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.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh
$471
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,678 reviews)
Stay Pittsburgh

Stay Pittsburgh

Downtown Pittsburgh
Save 100% on your flight
$616
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8/10 Very Good! (314 reviews)
Some confusion on my end with paying the deposit, as I thought I was paying for my room a second time, but the host was quick to clear it up. Another pleasant stay at this clean and quiet property.

Reviewed on Aug 9, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh
Save 100% on your flight
$1,245
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

Bloomfield
$499
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
9/10 Wonderful! (1,012 reviews)
While the location is prime, the property itself is showing its age and the front desk staff are not fully engaged with the guest experience. For the price we paid, we expected cleaner common areas, more thoughtful communication, and daily housekeeping.

Reviewed on Aug 11, 2026

Fairmont Pittsburgh

Fairmont Pittsburgh

Downtown Pittsburgh
$793
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.8/10 Excellent! (1,002 reviews)
Rooms were clean, staff were excellent. Restaurant was not as clean as rooms

Reviewed on Aug 6, 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
A yellow bridge over a river with a cityscape in the background.

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.

A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

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.

The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

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.

A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

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.

A river with a bridge, a van on the road, and buildings in the background.

Mount Washington

Restaurant Row and scenic leafy parks lie along the ridge of a famous hill, where George Washington mapped the terrain for the British.

South Shore Hotel Deals

Sheraton Pittsburgh Hotel at Station Square

Sheraton Pittsburgh Hotel at Station Square

300 West Station Square Drive Pittsburgh PA
Fully refundableReserve now, pay when you stay
$170 nightly
$194 total
Aug 20 - Aug 21
Total with taxes and fees
9/10 Wonderful! (1,127 reviews)
"The front desk staff are very friendly and helpful. Housekeeping did an excellent job with cleaning. Nice to have coffee in the room. We had a wonderful stay and appreciate having a spotless room and comfortable beds and a very nice tv. Room is also spacious. With happy friendly staff. Our only recommendations ..."

Reviewed on Aug 10, 2026

Sheraton Pittsburgh Hotel at Station Square
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Sep 1 - Sep 2
Total with taxes and fees
Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$135 nightly
$154 total
Aug 23 - Aug 24
Total with taxes and fees
9.4/10 Exceptional! (2,136 reviews)
"The hotel itself is nice. Although smoking is not allowed, there were constantly smokers all around the patio & entrances. Then the room smelled of smoke as well, it permeated the walls, bedding, towels. Either there were smokers in the room previously, the air circulation is shared with the casino ..."

Reviewed on Aug 11, 2026

The Landing Hotel at Rivers Casino
See all 2,052 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.

Stay near popular South Shore attractions

A bridge with ornate towers and a cityscape in the background.

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.
See properties
A river with a bridge, a parking lot, and a small building.

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.
See properties

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.
See properties

Things to do

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$48
per adult
100% of travellers recommend
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

$29
per adult
90% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

$33
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
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.