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Cumberland Vacations

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

Hotwire can help you find your travel bliss with Cumberland 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 Cumberland

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 Cumberland 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 Cumberland well.

Top Hotel Deals

See all 17 Properties in Cumberland
Tru by Hilton Farmville

Tru by Hilton Farmville

1913 South Main Street, Farmville
    2.5 out of 5.0
     
     

    Situated in Farmville, this hotel is within 2 mi (3 km) of Robert Russa Moton Museum, Longwood Golf Course, and Longwood University. Longwood Center for the ...

    Tru by Hilton Farmville$98

    Tru by Hilton Farmville$98
    Days Inn by Wyndham Farmville

    Days Inn by Wyndham Farmville

    2015 South Main St., Farmville
      2.0 out of 5.0
       
       

      Situated in Farmville, this motel is within 2 mi (3 km) of Robert Russa Moton Museum, Longwood Golf Course, and Longwood University. Longwood Center for the ...

      Days Inn by Wyndham Farmville$71

      Days Inn by Wyndham Farmville$71
      Super 8 by Wyndham Farmville

      Super 8 by Wyndham Farmville

      Highway 15 South And Us 460 Byp, Farmville
        2.0 out of 5.0
         
         

        Situated in Farmville, this motel is within 2 mi (3 km) of Robert Russa Moton Museum, Longwood Golf Course, and Longwood University. Longwood Center for the ...

        Super 8 by Wyndham Farmville$59

        Super 8 by Wyndham Farmville$59
        Hampton Inn Farmville

        Hampton Inn Farmville

        300 Sunchase Blvd, Farmville
           
           

          Situated in Farmville, this hotel is within 1 mi (2 km) of Longwood Golf Course, Longwood Center for the Visual Arts, and Mainly Clay. J Fergeson Gallery and ...

          Quality Inn

          Quality Inn

          2108 S Main St, Farmville
            2.5 out of 5.0
             
             

            Situated in Farmville, this hotel is within 3 mi (5 km) of Robert Russa Moton Museum, Longwood Golf Course, and Longwood University. Longwood Center for the ...

            Quality Inn$76

            Quality Inn$76
            Amelia Inn & Suites

            Amelia Inn & Suites

            15181 Patrick Henry Hwy, Amelia Court House
              2.0 out of 5.0
               
               

              Located in the heart of Amelia Court House, this hotel is 2.3 mi (3.7 km) from Amelia County Court House and 2.5 mi (4.1 km) from Morefield Gem Mine. Metro Richmond ...

              Amelia Inn & Suites$76

              Amelia Inn & Suites$76
              Sandy River Adventure Resort

              Sandy River Adventure Resort

              147 Monroe Church Road, Rice
                3.0 out of 5.0
                 
                 

                Situated in Rice, this cabin is 0.1 mi (0.1 km) from The Adventure Park at Sandy River Retreat and within 6 mi (10 km) of Longwood Golf Course and Longwood Center ...

                Quality Inn

                Quality Inn

                419 N Agnew St, Burkeville
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Burkeville, this hotel is 5.6 mi (9 km) from Twin Lakes State Park and within 12 mi (20 km) of Sailor's Creek Battlefield State Park ...

                  Maysville Bed and Breakfast

                  Maysville Bed and Breakfast

                  23 Courthouse Rd, Buckingham
                    3.0 out of 5.0
                     
                     

                    Situated in Buckingham, this bed & breakfast is 1.9 mi (3 km) from Buckingham Historic Village and within 25 mi (40 km) of Holliday Lake State Park and Appomattox ...

                    Maysville Bed and Breakfast$125

                    Maysville Bed and Breakfast$125
                    Holiday Inn Express & Suites Farmville

                    Holiday Inn Express & Suites Farmville

                    404 Sunchase Blvd, Farmville
                      2.5 out of 5.0
                       
                       

                      Situated in Farmville, this hotel is within 2 mi (3 km) of Longwood Golf Course, Longwood Center for the Visual Arts, and J Fergeson Gallery. Longwood University ...

                      Holiday Inn Express & Suites Farmville$110

                      Holiday Inn Express & Suites Farmville$110

                      Top Flight Deals

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