South Shore Vacations from $401

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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.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

$401
per person
Nov 13 - Nov 18
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
6.6/10 (1,006 reviews)
Clean、Close to the airport, with convenient surrounding amenities.

Reviewed on Aug 19, 2026

Stay Pittsburgh

Stay Pittsburgh

Downtown Pittsburgh
Save 100% on your flight
$785
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8/10 Very Good! (314 reviews)
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh
Save 100% on your flight
$1,292
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)
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh
$477
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,705 reviews)
Fairmont Pittsburgh

Fairmont Pittsburgh

Downtown Pittsburgh
Save 100% on your flight
$1,606
per person
Oct 3 - Oct 10
found 5 hours 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.

Find hotels in Downtown Pittsburgh
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.

Find hotels in North Shore
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.

Find hotels in Oakland
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.

Find hotels in North Side
A courtyard with a fountain, brick walls, and trees.

Shadyside

Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible.

Find hotels in Shadyside

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 23 - Aug 24
Total with taxes and fees
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
$134 nightly
$153 total
Aug 30 - Aug 31
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
$118 nightly
$135 total
Sep 7 - Sep 8
Total with taxes and fees
9.4/10 Exceptional! (2,190 reviews)
"Use valet parking, self parking is a huge pain here due to casino security. Very satisfied with the room, the breakfast, the location."

Reviewed on Aug 20, 2026

The Landing Hotel at Rivers Casino
See all 2,043 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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Kid Friendly Vacations
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Golf Vacations
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Luxury Vacations
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Romantic Vacations
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Ski Vacations
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LGBTQ Friendly Vacations
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Adventure Vacations
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Where to go when
Where to go when
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Honeymoon Vacations
Mountain Vacations
Mountain Vacations
Fishing Vacations
Fishing Vacations
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Waterpark Vacations
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Yoga Vacations
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Cheap Vacations
Solo Vacations
Solo Vacations

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: 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
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

$13
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
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.