Southwest Pennsylvania Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was CA $1,247, price is now CA $962 per person
CA $962
per person
Jun 9 - Jun 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,459 reviews)
Everything was great

Reviewed on Apr 9, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was CA $2,921, price is now CA $1,980 per person
CA $1,980
per person
Jun 3 - Jun 8
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (81 reviews)
The bed was very comfortable, the kitchen was great, the TV was nice but no local channels, I didn't use the washer/dryer but nice to have in the room. The only issue was road noise came through the large windows.

Reviewed on Mar 31, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $1,856, price is now CA $1,368 per person
CA $1,368
per person
Jun 10 - Jun 13
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
Central Oakland
Price was CA $2,022, price is now CA $1,543 per person
CA $1,543
per person
Jun 3 - Jun 8
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.8/10 Excellent! (1,006 reviews)
Loved the location just that it was a LOUD hotel. Not sure if we were next to the service elevator but heard bangs, opening closing of doors all night!

Reviewed on Apr 6, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was CA $2,187, price is now CA $1,717 per person
CA $1,717
per person
Jun 3 - Jun 8
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,059 reviews)
Was only there over night. Staff was great. Room was clean and well appointed. The room just needs a little work on the ceiling. Would recommend this hotel.

Reviewed on Mar 30, 2026

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

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(190 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?

 

Choose your dates

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 $189 per night from Apr 21 to Apr 22
CA $189
CA $216 total
Apr 21 - Apr 22
includes taxes & fees
8.2/10 Very Good! (3,456 reviews)
Everything was great

Reviewed on Apr 9, 2026

Wyndham Grand Pittsburgh Downtown
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Apr 12 to Apr 13
CA $215
CA $250 total
Apr 12 - Apr 13
includes taxes & fees
8.4/10 Very Good! (1,479 reviews)
We’ve stayed here many times. Always great

Reviewed on Apr 4, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
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 $254 per night from Apr 30 to May 1
CA $254
CA $289 total
Apr 30 - May 1
includes taxes & fees
9.2/10 Wonderful! (1,982 reviews)
Absolutely gorgeous hotel. Incredibly clean and quiet, and all around amazing. My only complaint is that the "bouncer" for the speakeasy was rude. He at one point told the lady next to me that we needed to "calm down" because we were laughing. It was saint Patrick's day weekend and the other guests ...

Reviewed on Apr 6, 2026

Omni William Penn Hotel
See all 3,196 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Southwest Pennsylvania

PNC Park

PNC Park

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

PNC Park
PPG Paints Arena

PPG Paints Arena

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.

PPG Paints Arena
University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

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

University of Pittsburgh

What to do in Southwest Pennsylvania

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

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

CA $81
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions

Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions

CA $81
per adult
76% of travellers recommend
Go City: Philadelphia Explorer Pass - Choose 3 to 7 Attractions
Sphinx Gallery

Penn Museum Admission Ticket

CA $31
per adult
100% of travellers recommend
Penn Museum Admission Ticket
See all activities in Southwest Pennsylvania

Frequently asked questions

Can I cancel my flight booking to Southwest Pennsylvania due to COVID-19?
Our Customer Service Portal has important information about canceling or changing your flight due to COVID-19. Before reserving your tickets, it's a good idea to check the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to Southwest Pennsylvania that have flexible change policies?
We understand that plans can change in a flash, so locking in a flexible airfare with Expedia is a sensible idea. Tick the "No change fee" box under the "Flexible change policies" filter. Your affordable, flexible flight to Southwest Pennsylvania is only a few clicks away.
What are some of the general tips for travelers to Southwest Pennsylvania during the COVID-19 outbreak?
COVID-19 has changed the way we travel, but it hasn't curbed our love of exploring. Here are some tips on how to cope with travel's new challenges:
  • Look into if any restrictions apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so don't forget to check before you lock in your flight.
  • When you pass through airport checkpoints, keep your face mask on. You will be asked to lower it briefly to verify your identity. Travelers who refuse to wear a mask may be denied entry or boarding.
  • Instead of handing a TSA officer your boarding pass, position it directly on the reader yourself. After that, hold it up for inspection.
  • You're allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. You'll need to remove it for X-ray screening.
  • To reduce handling during the screening process, put items such as your phone, wallet and keys into your carry-on rather than into the bins.
  • Transport all food items in a clear plastic bag and also place them in a screening bin. Keeping food separate from your carry-on means it's less likely a TSA employee will need to open and touch your bag for inspection.

Which airlines fly to Southwest Pennsylvania?
American Airlines runs flights into or near Southwest Pennsylvania, including 929 that jet into Pittsburgh Intl. Airport (PIT) each month. Select your travel dates and then secure your ticket early for an unbeatable deal.
How can I find cheap tickets to Southwest Pennsylvania?
A good strategy for picking up cheap tickets is to be flexible with your dates. Begin with searching for your flight to Southwest Pennsylvania, then click on the "flexible dates" box to see prices for nearby days. Another handy tip? Book well in advance. To give you an idea of costs, was the best price for a flight to Southwest Pennsylvania in the last seven days.
How much is a flight to Southwest Pennsylvania?
One-way trips departing from () sold for as little as in the last seven days. During this time, the price of a return journey to Southwest Pennsylvania ranged between and . If you spot a bargain ticket, book quickly — these fares don't wait around for long.
What are the most popular airports to fly into in Southwest Pennsylvania?
Pittsburgh Intl. Airport (PIT) is the main entry point for those headed to Southwest Pennsylvania. Roughly 3773 monthly flights land at this airport.
When is the cheapest time to fly to Southwest Pennsylvania?
If you'd prefer to spend your hard-earned vacation money getting to know Southwest Pennsylvania rather than on your trip there, depart earlier in the week. The most affordable day to travel is normally Tuesday, with Monday close behind. With many folks traveling on the weekend, Saturday typically has the most expensive fares.
How much is a plane ticket to Southwest Pennsylvania?
In the last seven days, plane tickets to Southwest Pennsylvania varied between and . Prices tend to go up over time, so grab an awesome deal today.
Which airlines with flights to Southwest Pennsylvania employ COVID-19 cleanliness policies?
Physical distancing is just one element of new travel measures to reduce the spread of COVID-19. From the moment you check in, these airlines will bring you to Southwest Pennsylvania with greater peace of mind:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

Explore a world of travel with Expedia

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