Southwest Pennsylvania Vacation Packages

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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 Centre. 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.

Top Southwest Pennsylvania Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.2/10 Very Good! (1,006 reviews)
Only parking options are valet for $32 extra or park in the street on some very sketchy streets

Reviewed on Jul. 23, 2025

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8/10 Very Good! (2,882 reviews)
One of the front desk staff members was very rude and dismissive when I called about somebody screaming in the hallway at 6 a.m. The rest of the staff was nice. The hotel guests were pretty noisy most of the time.

Reviewed on Jul. 25, 2025

Placemakr Downtown Pittsburgh

Placemakr Downtown Pittsburgh

4 out of 5
Downtown Pittsburgh
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
7.2/10 Good! (10 reviews)
Practical and accessible

Reviewed on Jul. 12, 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Location, location, location. The property layout is super convenient with easy access to the convention center and local amenities. Like many properties, I felt the room was not as updated and fresh as the public areas were. Check-in was extremely fast and efficient. The value is in the proximity to the freeway and downtown life.

Reviewed on Jun. 22, 2025

TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

3 out of 5
Lawrenceville
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (819 reviews)
We had a micro room and it was perfect for our three days in Lawrenceville! The history of the building was fascinating and the manager who let us in our room when we forgot our room key was so nice and very knowledgeable about the building and the area. We loved the accommodations especially the Beekman 1802 bath products!😃

Reviewed on Jul. 25, 2025

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
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Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(187 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.

Find hotels in Downtown Pittsburgh

Ready to book your vacation to Southwest Pennsylvania?

 

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Southwest Pennsylvania Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Jul 27 to Jul 28
CA $163
CA $186 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (2,960 reviews)
"Nice overall property! Parking was a bit chaotic and checkin took longer than it should have. Overall it did what we needed."

Reviewed on Jul. 25, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Aug 17 to Aug 18
CA $196
CA $224 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,571 reviews)
"Very nice hotel and staff"

Reviewed on Jul. 25, 2025

Omni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr, Pittsburgh, PA
The price is CA $176 per night from Aug 24 to Aug 25
CA $176
CA $201 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (872 reviews)
"We had a wonderful 2 night stay at the Landing hotel. Beautiful property and surrounding area. Staff were amazing. Fastest Valet I've ever experienced. Couple minor issues, the power drapes didn't always work, the mini fridge popped the breaker once but again all minor. We will be back."

Reviewed on Jul. 24, 2025

The Landing Hotel at Rivers Casino
See all 2,922 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.
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Discover the most popular places to visit in Southwest Pennsylvania

PNC Park which includes a city

PNC Park

4.5/5(67 reviews)

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

PNC Park
University of Pittsburgh

University of Pittsburgh

4.5/5(36 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh
Acrisure Stadium

Acrisure Stadium

4.5/5(94 reviews)

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

Acrisure Stadium

What to do in Southwest Pennsylvania

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

CA $41
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

CA $80
per adult
80% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

CA $81
per adult
80% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
See all activities in Southwest Pennsylvania

Frequently asked questions

How much does a Southwest Pennsylvania vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Southwest Pennsylvania from just CA $774. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Southwest Pennsylvania?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you a few dollars too. A Southwest Pennsylvania vacation package makes it a breeze to organize your ideal trip. With more than 550 airlines around the world to choose from, finding convenient flights that suit your schedule won't be a hassle. Not only that, we've got over 1,000,000 hotels globally to select from. Now that's choice! No matter who you are, Expedia can show you the world.
Where should I stay in Southwest Pennsylvania?
You'll love Pittsburgh. Popular sights, such as Acrisure Stadium and PNC Park, will keep you entertained in this lively city.
What are the top hotels in Southwest Pennsylvania?
Have a look at Club Quarters Hotel Rittenhouse Square, Philadelphia and Wyndham Grand Pittsburgh Downtown. They're top picks for many travelers to Pittsburgh. If Champion features in your travel itinerary, Wingate by Wyndham Uniontown and Holiday Inn Express & Suites Uniontown, an IHG Hotel are two welcoming options.
How far in advance should I book my Southwest Pennsylvania vacation?
It all depends on the airline, but you can usually browse through international fares on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers will sometimes nab a cheaper seat only weeks before departure dates.
What does an Expedia Southwest Pennsylvania travel package include?
It's up to you! You can select from a variety of Southwest Pennsylvania packages, such as a rental car, hotel and flight. You can also book a flight with a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your dream Southwest Pennsylvania trip looks like, get ready to save!
What should I know before booking a Southwest Pennsylvania travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've created your package, add on fun stuff like activities or sightseeing tours. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Southwest Pennsylvania Expedia vacation package?
With a vacation package, you're always in charge. Whether you'd like to fly to Southwest Pennsylvania in coach or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Southwest Pennsylvania vacation package?
Whether it's your flight or hotel, you can cancel or amend it. Booked your Southwest Pennsylvania vacation package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We'll help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.