Southwest Pennsylvania Vacation Packages

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Top Southwest Pennsylvania Vacation Deals

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

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
per person
Jun. 29 - Jul. 1
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
7.6/10 Good! (42 reviews)
Great staff and management. Extremely clean property. In the middle of downtown!

Reviewed on Apr. 30, 2024

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
per person
Jul. 5 - Jul. 8
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
8.4/10 Very Good! (1,001 reviews)
The mattress was horrible. The shower was lukewarm. We called in advance to request a rollaway bed to be in our room (which staff offered with no mention of any additional cost). The rollaway was not present when we arrived. When we called the desk, a rollaway was brought up, but the quality was terrible. An 11 year old slept on it and could feel every spring in the mattress. In the end, we were charged a fee for the rollaway bed. A fee that was never mentioned to us at all!

Reviewed on May 11, 2024

Hampton Inn Pittsburgh/Monroeville

Hampton Inn Pittsburgh/Monroeville

3 out of 5
per person
Jul. 5 - Jul. 8
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
8/10 Very Good! (1,010 reviews)
Property is convenient located off the highway. Need some upgrades

Reviewed on May 12, 2024

The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
per person
Jul. 5 - Jul. 8
Roundtrip non-stop flight included
Winnipeg (YWG) to Pittsburgh (PIT)
8.6/10 Excellent! (349 reviews)
Beautifully designed rooms. Nice welcoming amenities.

Reviewed on May 6, 2024

Homewood Suites by Hilton Pittsburgh Downtown

Homewood Suites by Hilton Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
per person
Jun. 29 - Jul. 1
Roundtrip flight included
Toronto (YYZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,003 reviews)
Check in was great! It was within walking distance of shops and restaurants.

Reviewed on May 14, 2024

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
Downtown Pittsburgh which includes a bridge and a river or creek

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 hotel + flight trips in Downtown Pittsburgh

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 $203 per night from May 23 to May 24
CA $203
CA $231 total
includes taxes & fees
May 23 - May 24
7.4/10 Good! (2,721 reviews)
"The bed and pillows were comfortable and the view was nice. The bathroom was very small and the towels a bit worn."

Reviewed on May 12, 2024

Wyndham Grand Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
Homewood Suites by Hilton Pittsburgh Downtown
3 out of 5
1410 Smallman Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jun. 3 to Jun. 4
CA $190
CA $217 total
includes taxes & fees
Jun 3 - Jun 4
8.8/10 Excellent! (1,006 reviews)
"Very nice hotel. Within walking distance of PNC Park and in a very nice neighborhood. Look forward to returning to Pittsburgh, and will look to book at this hotel."

Reviewed on May 12, 2024

Homewood Suites by Hilton Pittsburgh Downtown
La Quinta Inn by Wyndham Pittsburgh Airport
La Quinta Inn by Wyndham Pittsburgh Airport
2.5 out of 5
8507 University Blvd, Coraopolis, PA
Fully refundableReserve now, pay when you stay
The price is CA $106 per night from May 28 to May 29
CA $106
CA $120 total
includes taxes & fees
May 28 - May 29
7.8/10 Good! (1,511 reviews)
"I enjoyed the close dining and shopping options. The staff were friendly and helpful. The airport shuttle and extended parking were super helpful."

Reviewed on May 14, 2024

La Quinta Inn by Wyndham Pittsburgh Airport
See all 2,720 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $776. 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.

Discover the most popular places to visit in Southwest Pennsylvania

Image for Deep Creek Lake

Deep Creek Lake

Explore the great outdoors at Deep Creek Lake, a popular spot to commune with nature in Cumberland.

Deep Creek Lake
Image for PNC Park

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
Image for 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

Image for Philadelphia Ghost Tour by Candlelight

Philadelphia Ghost Tour by Candlelight

CA $33
Per adult
100% of travellers recommend
Philadelphia Ghost Tour by Candlelight
See all activities in Southwest Pennsylvania

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.