Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Pleasant Hills Vacations

Pack those stellar shades. We have Pleasant Hills vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Pleasant Hills – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Pleasant Hills vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Pleasant Hills

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Pleasant Hills vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Pleasant Hills well.

Top Hotel Deals

See all 206 Properties in Pleasant Hills
South Hills Motel

South Hills Motel

651 Clairton Blvd, West Mifflin
    2.0 out of 5.0
     
     

    Situated in West Mifflin, this motel is 0.9 mi (1.5 km) from Century III Mall and within 6 mi (10 km) of South Park Golf Course and Grand Theater. South Hills ...

    South Hills Motel$65

    South Hills Motel$65
    Omni William Penn Hotel

    Omni William Penn Hotel

    530 William Penn Place, Pittsburgh
      4.0 out of 5.0
       
       

      The historic Omni William Penn Hotel is opposite Steel Plaza T Station in downtown Pittsburgh. Guests can walk 4 blocks to Heinz Hall for the Performing Arts, ...

      Omni William Penn Hotel$139

      Omni William Penn Hotel$139
      Drury Plaza Hotel Pittsburgh Downtown

      Drury Plaza Hotel Pittsburgh Downtown

      745 Grant Street, Pittsburgh
        3.0 out of 5.0
         
         

        Located in Downtown Pittsburgh, this hotel is within 1 mi (2 km) of U.S. Steel Tower, PNC Park, and Monongahela Incline. University of Pittsburgh and Heinz Field ...

        Drury Plaza Hotel Pittsburgh Downtown$150

        Drury Plaza Hotel Pittsburgh Downtown$150
        Wyndham Grand Pittsburgh Downtown

        Wyndham Grand Pittsburgh Downtown

        600 Commonwealth Pl, Pittsburgh
          3.5 out of 5.0
           
           

          This downtown hotel is at the gateway to the cultural district, facing Point State Park and Pittsburgh's famed Three Rivers.

          Wyndham Grand Pittsburgh Downtown$99

          Wyndham Grand Pittsburgh Downtown$99
          Distrikt Hotel Pittsburgh

          Distrikt Hotel Pittsburgh

          453 Boulevard of the Allies, Pittsburgh
            3.5 out of 5.0
             
             

            Located in Downtown Pittsburgh, this hotel is within a 15-minute walk of Allegheny County Courthouse and Monongahela Incline. PNC Park and Heinz Field are also ...

            Distrikt Hotel Pittsburgh$139

            Distrikt Hotel Pittsburgh$139
            La Quinta Inn Pittsburgh Airport

            La Quinta Inn Pittsburgh Airport

            8507 University Blvd, Coraopolis
              2.5 out of 5.0
               
               

              This family-friendly Coraopolis hotel is located near the airport, within 2 mi (3 km) of Joe Walton Football Stadium and Robert Morris University. Moon Park ...

              La Quinta Inn Pittsburgh Airport$72

              La Quinta Inn Pittsburgh Airport$72
              Wyndham Pittsburgh University Center

              Wyndham Pittsburgh University Center

              100 Lytton Avenue, Pittsburgh
                3.5 out of 5.0
                 
                 

                Located in Oakland, this hotel is within 1 mi (2 km) of Soldiers and Sailors Memorial Hall and Museum, University of Pittsburgh, and Carnegie Mellon University. ...

                Wyndham Pittsburgh University Center$118

                Wyndham Pittsburgh University Center$118
                Sheraton Pittsburgh Hotel at Station Square

                Sheraton Pittsburgh Hotel at Station Square

                300 West Station Square Drive, Pittsburgh
                  3.5 out of 5.0
                   
                   

                  Standing along the banks of the Monongahela River, this hotel is in Station Square, the city's playground, brimming with restaurants, shops, and nightlife; the ...

                  Sheraton Pittsburgh Hotel at Station Square$122

                  Sheraton Pittsburgh Hotel at Station Square$122
                  Springhill Suites by Marriott Pittsburgh North Shore

                  Springhill Suites by Marriott Pittsburgh North Shore

                  223 Federal St, Pittsburgh
                    3.0 out of 5.0
                     
                     

                    Located in North Shore, this hotel is within a 15-minute walk of PNC Park and Heinz Field. Monongahela Incline and Duquesne Incline are also within 3 mi (5 ...

                    Springhill Suites by Marriott Pittsburgh North Shore$143

                    Springhill Suites by Marriott Pittsburgh North Shore$143
                    Wyndham Garden Pittsburgh Airport

                    Wyndham Garden Pittsburgh Airport

                    1 Industry Lane, Pittsburgh
                      3.0 out of 5.0
                       
                       

                      Situated near the airport, this hotel is within 6 mi (10 km) of The Mall at Robinson, Moon Golf Club, and Moon Park. Pittsburgh Botanic Garden and Joe Walton ...

                      Wyndham Garden Pittsburgh Airport$67

                      Wyndham Garden Pittsburgh Airport$67

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.