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Ocean Pines Vacations

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

Hotwire can help you find your travel bliss with Ocean Pines 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 Ocean Pines

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 Ocean Pines 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 Ocean Pines well.

Top Hotel Deals

See all 1,096 Properties in Ocean Pines
Windjammer Home 4 Bedrooms 3 Bathrooms Home

Windjammer Home 4 Bedrooms 3 Bathrooms Home

125 Windjammer Road, Berlin
    3.0 out of 5.0
     
     

    Located in Ocean Pines, this vacation home is 1.9 mi (3.1 km) from Ocean Pines Golf and Country Club and 2.1 mi (3.3 km) from River Run Golf Club. Casino at ...

    Frigate Run in Ocean Pines Apartment 4

    Frigate Run in Ocean Pines Apartment 4

    13 Frigate Run, Berlin
      3.5 out of 5.0
       
       

      Located in Ocean Pines, this apartment building is 1.5 mi (2.4 km) from Ocean Pines Golf and Country Club and 1.9 mi (3 km) from River Run Golf Club. Casino ...

      Whitecap Lane 9 4 Bedrooms 2.5 Bathrooms Home

      Whitecap Lane 9 4 Bedrooms 2.5 Bathrooms Home

      9 Whitecap Lane, Berlin
        3.5 out of 5.0
         
         

        Located in Ocean Pines, this vacation home is 1.5 mi (2.4 km) from Ocean Pines Golf and Country Club and 1.9 mi (3.1 km) from River Run Golf Club. Casino at ...

        Villas of Ocean Pines

        Villas of Ocean Pines

        11029 Cathell Road, Berlin
          3.0 out of 5.0
           
           

          Located in Ocean Pines, this vacation home is 2.1 mi (3.4 km) from River Run Golf Club and 2.3 mi (3.7 km) from Casino at Ocean Downs. Ocean Pines Golf and Country ...

          Ocean Pines on the Canal

          Ocean Pines on the Canal

          10 Beach Court, Berlin
            3.0 out of 5.0
             
             

            Located in Ocean Pines, this hotel is 1 mi (1.6 km) from Ocean Pines Golf and Country Club and 2.7 mi (4.4 km) from River Run Golf Club. Casino at Ocean Downs ...

            River Run Apartment 3

            River Run Apartment 3

            11610 Master Ln., Berlin
              3.5 out of 5.0
               
               

              Located in Ocean Pines, this apartment building is 1.4 mi (2.2 km) from River Run Golf Club and within 6 mi (10 km) of Ocean Pines Golf and Country Club and ...

              Fenwick Inn

              Fenwick Inn

              13801 Coastal Highway, Ocean City
                2.0 out of 5.0
                 
                 

                Situated by the ocean, this hotel is steps from Ocean City Beach and Lost Treasure Golf. Maryland Beach and Golf Down Under are also within 15 minutes.

                Fenwick Inn$143

                Fenwick Inn$143
                Grand Hotel & Spa

                Grand Hotel & Spa

                2100 N Baltimore Ave, Ocean City
                  3.0 out of 5.0
                   
                   

                  Located on the Ocean City Boardwalk, The Grand Hotel & Spa offers beach access and is within 2 miles of Roland E Powell Convention Center.

                  Grand Hotel & Spa$159

                  Grand Hotel & Spa$159
                  Princess Royale Hotel & Conference Center

                  Princess Royale Hotel & Conference Center

                  Oceanfront on 91st Street, Ocean City
                    3.0 out of 5.0
                     
                     

                    This Ocean City hotel is on the beach, within one-half mile of the Ocean Plaza Mall Shopping Center. The Ocean City Convention Center is 3 miles away and the ...

                    Princess Royale Hotel & Conference Center$219

                    Princess Royale Hotel & Conference Center$219
                    Dunes Manor Hotel and Dunes Suites

                    Dunes Manor Hotel and Dunes Suites

                    2800 Baltimore Ave, Ocean City
                      3.0 out of 5.0
                       
                       

                      Located in Midtown Ocean City, this beachfront resort is in the city center and within a 5-minute walk of Ocean City Boardwalk and Jolly Roger Amusement Park. ...

                      Dunes Manor Hotel and Dunes Suites$149

                      Dunes Manor Hotel and Dunes Suites$149

                      Top Flight Deals

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