Skip to content

Search vacations and save

Now accepting reservations through June 3, 2016.

Traveling with an infant?


Just a moment as we search for your

Searching for your vacation.


Pittsburgh, PA vacations

With a past built by steel and coal, Pittsburg has come a long way in transforming into a wonderful vacation destination. Head down to The Waterfront Complex for a day of shopping, dining, and fun at the waterpark. Sports enthusiasts can catch a live event from one of many professional teams and history buffs can check out the Ford Pitt Museum and the antique cable car at Duquene Incline. For a truly unique experience, head out to Frank Lloyd Wright’s Fallingwater.

  • Deals, hotels, and activities
  • Destination information

Featured Pittsburgh, PA hotels

These are just a few of our available hotels in Pittsburgh, PA, we have many more available! Perform a search to see all the options Southwest Vacations has to offer.

Featured things to do

Here are just a handful of activities available. We have tons more! You can add these and many others to your vacation package during the booking process.

Pittsburgh, PA


Book a Pittsburgh, Pennsylvania vacation package from Southwest Airlines Vacations today and explore the sights and sounds of this great city. Home to world-class art museums, professional sports teams, spectacular restaurants, and nightlife, Pittsburgh is a big city with a big heart! Plus save up to $120 roundtrip per person because Bags Fly FREE+ with Southwest Airlines Vacations!

You’ll feel right at home in Pittsburgh no matter where you stay. Choose from a selection of hotel options that meet your vacation needs and budget.

Sports in Pittsburgh: A mecca for professional football, baseball, hockey, and more, Pittsburgh is the place to be for sports fans. Here, visitors can cheer on world famous sports teams the likes of the 6-time Superbowl champs, the Pittsburgh Steelers; the 2009 Stanley Cup champions, the Pittsburgh Penguins; and MLB’s Pittsburgh Pirates. Where there is always a game to see, Pittsburgh, Pennsylvania has a rich tradition for world-class sports teams and serious fun.

Family Entertainment in Pittsburgh: Great for kids, teens, and adults alike, popular family-friendly attractions in Pittsburgh include the Family Series lineup at the Pittsburgh International Children's Theater; circus performances and concerts at the Mellon Arena Family Shows; underwater tunnels and kid-friendly animal exhibits at the Pittsburgh Zoo & PPG Aquarium; hands-on fun at the Carnegie Science Center and Children's Museum of Pittsburgh; world-class roller coasters, games, and food at the historic Kennywood Amusement Park; and the annual Pittsburgh International Children's Festival, where your little ones can experience interactive cultural and educational activities, roving artists, and exhibition booths.

Arts and Cultural Attractions in Pittsburgh: Like any big city, Pittsburgh has a lot going on, but its world-class arts and cultural offerings truly add to its appeal. Whether you’re taking in a Broadway Show at the historical Benedum Center for the Performing Arts; a classical ballet masterpiece at the Pittsburgh Ballet Theatre; a concert by the 100-voice, independent symphonic Mendelssohn Choir of Pittsburgh, the Pittsburgh Opera, the Pittsburgh Symphony; or exploring spectacular museums like The Andy Warhol Museum or the Carnegie Museum of Art, Pittsburgh will delight and amaze your senses.

Discover the benefits of booking with Southwest Airlines Vacations.

+First and second checked bags. Weight and size limits apply.


Travel Protection. Tell Me More. Bags Fly Free. Sign Up for Weekly Vacation Package Deals via E-mail.