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Chester Vacations

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

Hotwire can help you find your travel bliss with Chester 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 Chester

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 Chester 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 Chester well.

Top Hotel Deals

See all 45 Hotels in Chester
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

1111 Airport Blvd, Pittsburgh
    3.5 out of 5.0
     
     

    An enclosed, climate-controlled, moving walkway connects this well-appointed hotel directly to Pittsburgh International Airport. IKEA and other top shopping ...

    Hyatt Regency Pittsburgh International Airport$127

    Hyatt Regency Pittsburgh International Airport$127
    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$66

      Wyndham Garden Pittsburgh Airport$66
      La Quinta Inn Pittsburgh Airport

      La Quinta Inn Pittsburgh Airport

      8507 University Blvd, Coraopolis
        2.5 out of 5.0
         
         

        Situated near the airport, this hotel is 1 mi (1.6 km) from Joe Walton Football Stadium and 1.3 mi (2.2 km) from Robert Morris University. Moon Golf Club and ...

        La Quinta Inn Pittsburgh Airport$72

        La Quinta Inn Pittsburgh Airport$72
        Mountaineer Casino-Racetrack-Resort

        Mountaineer Casino-Racetrack-Resort

        1420 Mountaineer Circle, New Cumberland
          3.5 out of 5.0
           
           

          Situated in New Cumberland, this spa resort is within 9 mi (15 km) of Lou Holtz Upper Ohio Valley Hall of Fame, Museum of Ceramics, and The Hall China Company. ...

          Sleep Inn & Suites Pittsburgh

          Sleep Inn & Suites Pittsburgh

          1000 Park Lane Drive Sleep Inn Bldg B, Pittsburgh
            2.5 out of 5.0
             
             

            Located in the heart of Pittsburgh, this hotel is 2.4 mi (3.8 km) from The Mall at Robinson and within 6 mi (10 km) of Moon Golf Club and Moon Park. Pittsburgh ...

            Sleep Inn & Suites Pittsburgh$85

            Sleep Inn & Suites Pittsburgh$85
            Microtel Inn & Suites By Wyndham Beaver Falls

            Microtel Inn & Suites By Wyndham Beaver Falls

            2801 Darlington Rd, Beaver Falls
              2.5 out of 5.0
               
               

              Situated in Beaver Falls, this hotel is 4.7 mi (7.5 km) from Geneva College and 8.5 mi (13.6 km) from Beaver Area Heritage Museum. Goodhope Speedway and The ...

              Microtel Inn & Suites By Wyndham Beaver Falls$75

              Microtel Inn & Suites By Wyndham Beaver Falls$75
              Days Inn by Wyndham Pittsburgh Airport

              Days Inn by Wyndham Pittsburgh Airport

              2500 Market Place Blvd, Coraopolis
                2.0 out of 5.0
                 
                 

                Situated near the airport, this hotel is 2 mi (3.2 km) from The Mall at Robinson and 3 mi (4.9 km) from Moon Golf Club. Moon Park and Joe Walton Football Stadium ...

                Days Inn by Wyndham Pittsburgh Airport$51

                Days Inn by Wyndham Pittsburgh Airport$51
                Super 8 by Wyndham Pittsburgh Airport/Coraopolis Area

                Super 8 by Wyndham Pittsburgh Airport/Coraopolis Area

                8991 University Blvd, Coraopolis
                  2.0 out of 5.0
                   
                   

                  Situated near the airport, this hotel is 1.3 mi (2.1 km) from Joe Walton Football Stadium and 1.7 mi (2.7 km) from Robert Morris University. Moon Golf Club and ...

                  Super 8 by Wyndham Pittsburgh Airport/Coraopolis Area$60

                  Super 8 by Wyndham Pittsburgh Airport/Coraopolis Area$60
                  Hilton Garden Inn Pittsburgh Airport

                  Hilton Garden Inn Pittsburgh Airport

                  9600 University Blvd, Coraopolis
                    3.0 out of 5.0
                     
                     

                    Situated in Coraopolis, this hotel is close to Joe Walton Football Stadium, Robert Morris University, and Moon Park. Local attractions also include Moon Golf ...

                    Hilton Garden Inn Pittsburgh Airport$87

                    Hilton Garden Inn Pittsburgh Airport$87
                    Best Western Plus Franciscan Square Inn and Suites

                    Best Western Plus Franciscan Square Inn and Suites

                    200 Franciscan Square, Steubenville
                      2.5 out of 5.0
                       
                       

                      Situated in Steubenville, this hotel is within a 10-minute walk of Franciscan University of Steubenville and Belleview Park. Old Fort Steuben is 2 mi (3.3 km) ...

                      Best Western Plus Franciscan Square Inn and Suites$94

                      Best Western Plus Franciscan Square Inn and Suites$94

                      Top Flight Deals

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