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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 53 Hotels in Chester
Inn Upon Moon River Plantation

Inn Upon Moon River Plantation

119 Pinckney Street, Chester
    2.5 out of 5.0
     
     

    Situated in Chester, this bed & breakfast is within a 15-minute walk of Chester County Transportation Museum and Chester County Historical Society Museum and ...

    Legacy Suites Rock Hill SC

    Legacy Suites Rock Hill SC

    1835 Canterbury Glen Lane, Rock Hill
       
       

      Situated in Rock Hill, this hotel is close to Rock Hill Galleria, Novant Health BMX Supercross Track, and Cherry Park. Local attractions also include Piedmont ...

      Howard Johnson by Wyndham Rock Hill

      Howard Johnson by Wyndham Rock Hill

      911 Riverview Road, I-77 Exit 82B, Rock Hill
        2.0 out of 5.0
         
         

        Situated in Rock Hill, this motel is 1.1 mi (1.8 km) from Giordana Velodrome and within 3 mi (5 km) of Cherry Park and Piedmont Medical Center Trailhead. Rock ...

        Howard Johnson by Wyndham Rock Hill$59

        Howard Johnson by Wyndham Rock Hill$59
        Baymont by Wyndham Rock Hill

        Baymont by Wyndham Rock Hill

        1106 Anderson Road N, Rock Hill
          2.5 out of 5.0
           
           

          Situated in Rock Hill, this motel is 1.5 mi (2.3 km) from Cherry Park and 1.5 mi (2.4 km) from Giordana Velodrome. Piedmont Medical Center Trailhead and Rock ...

          Baymont by Wyndham Rock Hill$61

          Baymont by Wyndham Rock Hill$61
          Home2 Suites by Hilton Rock Hill

          Home2 Suites by Hilton Rock Hill

          1285 Old Springdale Rd, Rock Hill
            2.5 out of 5.0
             
             

            Situated in Rock Hill, this hotel is within 3 mi (5 km) of Clinton Junior College, Rock Hill Center for the Arts, and Comporium Telephone Museum. Old Town Amphitheater ...

            Home2 Suites by Hilton Rock Hill$107

            Home2 Suites by Hilton Rock Hill$107
            Wingate by Wyndham Rock Hill / Charlotte / Metro Area

            Wingate by Wyndham Rock Hill / Charlotte / Metro Area

            760 Galleria Blvd, Rock Hill
              2.5 out of 5.0
               
               

              Situated in Rock Hill, this hotel is 0.4 mi (0.7 km) from Rock Hill Galleria and within 6 mi (10 km) of Giordana Velodrome and The White Home. Glencairn Gardens ...

              Wingate by Wyndham Rock Hill / Charlotte / Metro Area$101

              Wingate by Wyndham Rock Hill / Charlotte / Metro Area$101
              Days Inn by Wyndham Rock Hill

              Days Inn by Wyndham Rock Hill

              875 Riverview Rd, Rock Hill
                2.0 out of 5.0
                 
                 

                Situated in Rock Hill, this motel is 1.2 mi (1.9 km) from Giordana Velodrome and within 3 mi (5 km) of Cherry Park and Piedmont Medical Center Trailhead. Rock ...

                Days Inn by Wyndham Rock Hill$48

                Days Inn by Wyndham Rock Hill$48
                Country Inn & Suites by Radisson, Rock Hill, SC

                Country Inn & Suites by Radisson, Rock Hill, SC

                865 Patriot Pkwy, Rock Hill
                  2.5 out of 5.0
                   
                   

                  Situated in Rock Hill, this hotel is within 3 mi (5 km) of Giordana Velodrome, Cherry Park, and Piedmont Medical Center Trailhead. Rock Hill Galleria and The ...

                  Country Inn & Suites by Radisson, Rock Hill, SC$71

                  Country Inn & Suites by Radisson, Rock Hill, SC$71
                  Hampton Inn Rock Hill

                  Hampton Inn Rock Hill

                  2111 Tabor Pl, Rock Hill
                    2.5 out of 5.0
                     
                     

                    Located in the heart of Rock Hill, this hotel is 0.6 mi (0.9 km) from Rock Hill Galleria and within 6 mi (10 km) of Giordana Velodrome and The White Home. Glencairn ...

                    Hampton Inn Rock Hill$99

                    Hampton Inn Rock Hill$99
                    Microtel Inn & Suites by Wyndham Rock Hill/Charlotte Area

                    Microtel Inn & Suites by Wyndham Rock Hill/Charlotte Area

                    1047 Riverview Rd, Rock Hill
                      2.0 out of 5.0
                       
                       

                      Situated in Rock Hill, this hotel is 1 mi (1.7 km) from Giordana Velodrome and within 3 mi (5 km) of Cherry Park and Piedmont Medical Center Trailhead. Rock ...

                      Microtel Inn & Suites by Wyndham Rock Hill/Charlotte Area$54

                      Microtel Inn & Suites by Wyndham Rock Hill/Charlotte Area$54

                      Top Flight Deals

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