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Greencastle Vacations

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

Hotwire can help you find your travel bliss with Greencastle 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 Greencastle

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 Greencastle 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 Greencastle well.

Top Hotel Deals

See all 81 Hotels in Greencastle
Comfort Inn Greencastle

Comfort Inn Greencastle

50 Pine Dr, Greencastle
    2.5 out of 5.0
     
     

    Situated in Greencastle, this hotel is 5.7 mi (9.2 km) from Martins Mill Bridge and within 12 mi (20 km) of Maryland Theater and Renfrew Museum and Park. Hagerstown ...

    Comfort Inn Greencastle$86

    Comfort Inn Greencastle$86
    Super 8 by Wyndham Greencastle

    Super 8 by Wyndham Greencastle

    735 Buchanan Trl E, Greencastle
      2.0 out of 5.0
       
       

      Situated in Greencastle, this motel is 5.7 mi (9.2 km) from Martins Mill Bridge and within 12 mi (20 km) of Renfrew Museum and Park and Maryland Theater. Franklin ...

      Super 8 by Wyndham Greencastle$52

      Super 8 by Wyndham Greencastle$52
      White Hall Manor Bed & Breakfast

      White Hall Manor Bed & Breakfast

      501 E. Baltimore Street, Greencastle
        3.0 out of 5.0
         
         

        Situated in Greencastle, this bed & breakfast is 5.4 mi (8.7 km) from Martins Mill Bridge and 9.6 mi (15.4 km) from Renfrew Museum and Park. Maryland Theater ...

        Country Inn & Suites by Radisson, Hagerstown, MD

        Country Inn & Suites by Radisson, Hagerstown, MD

        17612 Valley Mall Rd, Hagerstown
          3.0 out of 5.0
           
           

          Situated in Hagerstown, this hotel is within 9 mi (15 km) of Maryland Theater, Hagerstown Premium Outlets, and Hagerstown Speedway. Martins Mill Bridge and Antietam ...

          Country Inn & Suites by Radisson, Hagerstown, MD$84

          Country Inn & Suites by Radisson, Hagerstown, MD$84
          Country Inn & Suites by Radisson, Chambersburg, PA

          Country Inn & Suites by Radisson, Chambersburg, PA

          399 Beddington Blvd, Chambersburg
            3.0 out of 5.0
             
             

            Situated in Chambersburg, this hotel is 0.3 mi (0.4 km) from Cluggy's Family Amusement Center and within 3 mi (5 km) of Wilson College and Capitol Theatre. Franklin ...

            Country Inn & Suites by Radisson, Chambersburg, PA$76

            Country Inn & Suites by Radisson, Chambersburg, PA$76
            The Lodges at Gettysburg

            The Lodges at Gettysburg

            685 Camp Gettysburg Road, Gettysburg
              3.0 out of 5.0
               
               

              Situated on a lake, this cabin is within 6 mi (10 km) of Liberty Mountain Ski Resort, Devil's Den, and Little Round Top. Gettysburg National Cemetery and Jennie ...

              The Lodges at Gettysburg$118

              The Lodges at Gettysburg$118
              Hampton Inn Hagerstown

              Hampton Inn Hagerstown

              1716 Dual Hwy, Hagerstown
                2.5 out of 5.0
                 
                 

                Situated in a rural location, this hotel is 2.6 mi (4.1 km) from Maryland Theater and 2.6 mi (4.1 km) from Hagerstown Premium Outlets. Hagerstown Speedway and ...

                Hampton Inn Hagerstown$84

                Hampton Inn Hagerstown$84
                Baymont by Wyndham Hagerstown

                Baymont by Wyndham Hagerstown

                431 Dual Highway, Hagerstown
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Hagerstown, this hotel is 0.7 mi (1.2 km) from Maryland Theater and 2.7 mi (4.4 km) from Hagerstown Premium Outlets. Hagerstown Speedway ...

                  Baymont by Wyndham Hagerstown$72

                  Baymont by Wyndham Hagerstown$72
                  Motel 6 Chambersburg, PA

                  Motel 6 Chambersburg, PA

                  1095 Wayne Ave, Chambersburg
                    2.5 out of 5.0
                     
                     

                    Situated in Chambersburg, this hotel is within 3 mi (5 km) of Capitol Theatre, Franklin County Visitors Bureau, and Cluggy's Family Amusement Center. Wilson ...

                    Motel 6 Chambersburg, PA$50

                    Motel 6 Chambersburg, PA$50
                    Holiday Inn Express Hotel & Suites Chambersburg

                    Holiday Inn Express Hotel & Suites Chambersburg

                    1097 Wayne Ave, Chambersburg
                      2.5 out of 5.0
                       
                       

                      Situated in a rural location, this hotel is within 3 mi (5 km) of Capitol Theatre, Franklin County Visitors Bureau, and Cluggy's Family Amusement Center. Wilson ...

                      Holiday Inn Express Hotel & Suites Chambersburg$98

                      Holiday Inn Express Hotel & Suites Chambersburg$98

                      Top Flight Deals

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