Southwest Pennsylvania Vacation Packages 2026 from $626

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Your Southwest Pennsylvania Vacation

Make the most out of your next break with a tailor-made vacation package to Southwest Pennsylvania. Acquaint yourself with the rich history and all the other things that make this destination an unforgettable experience. With so much to see and do on a trip to Southwest Pennsylvania, it can be hard to know where to start. Kick off your travels in Pittsburgh at Great Allegheny Passage and Kennywood — two popular attractions here. Another great city to add to your itinerary is Washington. Be sure not to miss Hollywood Casino at the Meadows and Tanger Outlet Center. From the instant you book your Southwest Pennsylvania vacation to when you get back home, Expedia will be with you every step of the way.

The Latest Southwest Pennsylvania vacation packages

Price found within the past 48 hours. Click for updated prices.

MainStay Suites Pittsburgh Airport

$626

per person

Oct 13 - Oct 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Pittsburgh (PIT)

7.8/10 Good! (466 reviews)

No coffee and they charge for parking ($10), great access to shopping and downtown Pittsburgh as well as the airport, my mattress had a blood stain on it. Kind of gross, I had to sleep on top of the sheet. C+ rating. Kind of ridiculous they don’t offer guest coffee or a place to park for free. God knows it’s expensive enough.

Reviewed on Sep 11, 2026

Stay Pittsburgh

Downtown Pittsburgh

$850

per person

Nov 26 - Nov 28

found 1 day ago

Roundtrip non-stop flight included

Burbank (BUR) to Pittsburgh (PIT)

8/10 Very Good! (325 reviews)

Hyatt Place Pittsburgh Airport/Robinson Mall

$761

per person

Oct 13 - Oct 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Pittsburgh (PIT)

8.6/10 Excellent! (1,351 reviews)

Tygart Hotel, an Ascend Collection Hotel

$666

per person

Nov 2 - Nov 5

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Morgantown (MGW)

9.6/10 Exceptional! (294 reviews)

South Broadway Manor

$1,336

per person

Nov 24 - Nov 29

found 1 day ago

Roundtrip flight included

Denver (DEN) to Pittsburgh (PIT)

9.8/10 Exceptional! (119 reviews)

While the place itself has an ambience of the yester years for America, there is constant noise while sleeping from the A/C unit, nearby sirens from the fire station or other distractions. Our food preferences were not completely met with satisfactorily. Its overpriced and not good value

Reviewed on Sep 11, 2026

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Where to stay in Southwest Pennsylvania

Find the best Southwest Pennsylvania areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Pennsylvania

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 street with a Starbucks and a plaza with colorful steps.

Strip District

Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months.

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.

Stay near popular Southwest Pennsylvania attractions

A stadium with a unique roof structure, a large Heinz sign, and a body of water in the foreground.

Acrisure Stadium

9.2/10 (3,391 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

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PNC Park

9.4/10 (3,076 reviews)

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

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An indoor ice hockey rink with a scoreboard, audience seating, and hockey players on the ice.

PPG Paints Arena

9.2/10 (2,088 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

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A steel structure with a lattice design, reflecting a modern building with large windows.

David L Lawrence Convention Center

8.4/10 (705 reviews)

Learn about the events happening at David L Lawrence Convention Center during your trip to Pittsburgh. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.

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A city skyline at dusk with a river and a bridge.

Rivers Casino

8.6/10 (1,596 reviews)

Why not try your luck with a visit to Rivers Casino during your travels in Pittsburgh? Amble around this vibrant area's riverfront or experience its acclaimed theater scene.

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Seven Springs Mountain Resort

9.0/10 (329 reviews)

Hit the slopes in Champion with a visit to Seven Springs Mountain Resort. Take in the art scene and countryside in this romantic area.

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The Mall at Robinson

8.6/10 (518 reviews)

During your trip to Pittsburgh, you can do some window-shopping at The Mall at Robinson. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

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Sri Venkateswara Temple

8.8/10 (187 reviews)

After visiting Sri Venkateswara Temple, make a plan to see the other sights and activities in Pittsburgh. Check out the shops and top-notch restaurants in this family-friendly area.

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What to do in Southwest Pennsylvania

Museum of Illusions Philadelphia Admission Ticket

$29

per adult

100% of travellers recommend

BYOB Historically Hilarious Trolley Tour of Philadelphia

$49

per adult

94% of travellers recommend

Polaris Slingshot Rental-Philadelphia, PA

$250

per traveler

See all activities in Southwest Pennsylvania

Southwest Pennsylvania Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$141 nightly

$161 total

Oct 13 - Oct 14

Total with taxes and fees

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$144 nightly

$164 total

Sep 20 - Sep 21

Total with taxes and fees

8.2/10 Very Good! (1,331 reviews)

"Mattress needs replaced. Location was very convenient"

Reviewed on Sep 13, 2026

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

$152 nightly

$173 total

Oct 5 - Oct 6

Total with taxes and fees

9.4/10 Exceptional! (2,307 reviews)

"Super hotel!"

Reviewed on Sep 13, 2026

See all 3,191 properties in Southwest Pennsylvania

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.