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Oakmont Vacations

Pack those stellar shades. We have Oakmont 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 Oakmont – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Oakmont 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 Oakmont

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 Oakmont 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 Oakmont well.

Top Hotel Deals

See all 192 Hotels in Oakmont
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
    Distrikt Hotel Pittsburgh

    Distrikt Hotel Pittsburgh

    453 Boulevard of the Allies, Pittsburgh
      3.5 out of 5.0
       
       

      This hotel is located in Pittsburgh (Downtown Pittsburgh), close to Allegheny County Courthouse, Monongahela Incline, and PNC Park. Also nearby are Duquesne ...

      Distrikt Hotel Pittsburgh$119

      Distrikt Hotel Pittsburgh$119
      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 ...

        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$124

          Wyndham Grand Pittsburgh Downtown$124
          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$125

              Sheraton Pittsburgh Hotel at Station Square$125
              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$110

                Springhill Suites by Marriott Pittsburgh North Shore$110
                Holiday Inn Express Hotel & Suites Pittsburgh-South Side

                Holiday Inn Express Hotel & Suites Pittsburgh-South Side

                20 S 10th St, Pittsburgh
                  3.0 out of 5.0
                   
                   

                  Located in South Side Flats, this hotel is within 1 mi (2 km) of Rex Theater and Monongahela Incline. University of Pittsburgh and PNC Park are also within 3 ...

                  Holiday Inn Express Hotel & Suites Pittsburgh-South Side$106

                  Holiday Inn Express Hotel & Suites Pittsburgh-South Side$106
                  Kimpton Hotel Monaco Pittsburgh

                  Kimpton Hotel Monaco Pittsburgh

                  620 William Penn Place, Pittsburgh
                    4.5 out of 5.0
                     
                     

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

                    Kimpton Hotel Monaco Pittsburgh$139

                    Kimpton Hotel Monaco Pittsburgh$139
                    Hyatt Place Pittsburgh Airport

                    Hyatt Place Pittsburgh Airport

                    6011 Campbells Run Rd, Pittsburgh
                      3.0 out of 5.0
                       
                       

                      Situated near the airport, this hotel is 0.8 mi (1.3 km) from The Mall at Robinson and within 6 mi (10 km) of Moon Golf Club and Pittsburgh Botanic Garden. Moon ...

                      Hyatt Place Pittsburgh Airport$85

                      Hyatt Place Pittsburgh Airport$85

                      Top Flight Deals

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