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Greenwood Vacations

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

Hotwire can help you find your travel bliss with Greenwood 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 Greenwood

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 Greenwood 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 Greenwood well.

Top Hotel Deals

See all 125 Hotels in Greenwood
Camp Road Apartment 3

Camp Road Apartment 3

35 Camp Road, Greenwood
    3.5 out of 5.0
     
     

    Situated in Greenwood, this vacation home is close to Mt. Abram. Area attractions also include Bethel Historical Society and Dr. Moses Mason House.

    Sunset Cove Apartment 6

    Sunset Cove Apartment 6

    41 Marshall Lane, Greenwood
      3.5 out of 5.0
       
       

      Situated in Greenwood, this vacation home is close to Mt. Abram. Area attractions also include Bethel Historical Society and Dr. Moses Mason House.

      Hampton Inn by Hilton Oxford

      Hampton Inn by Hilton Oxford

      167 Main St, Oxford
        3.5 out of 5.0
         
         

        Situated in a rural location, this hotel is 3.4 mi (5.5 km) from Oxford Plains Speedway and within 12 mi (20 km) of McLaughlin Gardens and Mount Apatite Park. ...

        Hampton Inn by Hilton Oxford$109

        Hampton Inn by Hilton Oxford$109
        River View Resort

        River View Resort

        Route 2, 357 Mayville Road, Bethel
          2.5 out of 5.0
           
           

          Situated in Bethel, this motel is within 3 mi (5 km) of Big Adventure Center, Bethel Chamber of Commerce, and Bethel Hill Common. Dr. Moses Mason House and Bethel ...

          Snow Cap Inn

          Snow Cap Inn

          SUNDAY RIVER SKI RESORT, Newry
            2.5 out of 5.0
             
             

            Conveniently located near the ski slopes, this Newry hotel is 0.4 mi (0.7 km) from Sunday River and within 16 mi (25 km) of Bethel Chamber of Commerce and Mt. ...

            Mountain Village Lodge

            Mountain Village Lodge

            134 Mayville Road, Bethel
              2.0 out of 5.0
               
               

              Situated in Bethel, this motel is within a 15-minute walk of Big Adventure Center and Bethel Chamber of Commerce. Bethel Hill Common and Dr. Moses Mason House ...

              THE JOLLY DRAYMAN PUB AT THE BRIAR LEA INN

              THE JOLLY DRAYMAN PUB AT THE BRIAR LEA INN

              150 Mayville Rd, Bethel
                3.0 out of 5.0
                 
                 

                Situated in Bethel, this inn is within 1 mi (2 km) of Big Adventure Center and Bethel Chamber of Commerce. Bethel Hill Common and Dr. Moses Mason House are also ...

                The Victoria Inn B&B

                The Victoria Inn B&B

                32 Main St, Bethel
                  2.5 out of 5.0
                   
                   

                  Situated in the mountains, this bed & breakfast is steps from Bethel Hill Common and Dr. Moses Mason House. Bethel Historical Society and Bethel Chamber of Commerce ...

                  The Bethel Inn Resort

                  The Bethel Inn Resort

                  21 Broad Street, Bethel
                    3.0 out of 5.0
                     
                     

                    Situated in Bethel, this golf resort is steps from Bethel Historical Society, Dr. Moses Mason House, and Bethel Hill Common. Bethel Chamber of Commerce and Big ...

                    Highland Lake Resort

                    Highland Lake Resort

                    115 N. High St, Bridgton
                      2.5 out of 5.0
                       
                       

                      Nestled on the beach, this Bridgton motel is within a 15-minute walk of Rufus Porter Museum and Civil War Monument. Pondicherry Park is 1.1 mi (1.8 km) ...