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South Portland Vacations

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

Hotwire can help you find your travel bliss with South Portland 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 South Portland

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 South Portland 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 South Portland well.

Top Hotel Deals

See all 235 Properties in South Portland
Howard Johnson Hotel by Wyndham South Portland

Howard Johnson Hotel by Wyndham South Portland

675 Main Street I-95, South Portland
    2.0 out of 5.0
     
     

    Situated in South Portland, this hotel is within 3 mi (5 km) of Maine Military Museum, Maine Mall, and Sable Oaks Golf Course. Victoria Mansion and Portland ...

    Howard Johnson Hotel by Wyndham South Portland$99

    Howard Johnson Hotel by Wyndham South Portland$99
    Days Inn by Wyndham Airport/Maine Mall

    Days Inn by Wyndham Airport/Maine Mall

    461 Maine Mall Rd, South Portland
      2.0 out of 5.0
       
       

      Situated near the airport, this hotel is within 1 mi (2 km) of Maine Mall and Sable Oaks Golf Course. Nonesuch River Golf Club and Tate House Museum are also ...

      Days Inn by Wyndham Airport/Maine Mall$90

      Days Inn by Wyndham Airport/Maine Mall$90
      DoubleTree by Hilton Hotel Portland

      DoubleTree by Hilton Hotel Portland

      363 Maine Mall Rd, South Portland
        3.5 out of 5.0
         
         

        Located directly accross from the Maine Mall with easy access to all major highways, Portland International Jetport and just minutes to Portlands old port, our ...

        DoubleTree by Hilton Hotel Portland$118

        DoubleTree by Hilton Hotel Portland$118
        Tru by Hilton Portland Airport Area

        Tru by Hilton Portland Airport Area

        369 Maine Mall Road, South Portland
          3.0 out of 5.0
           
           

          Situated in South Portland, this hotel is within 1 mi (2 km) of Maine Mall and Sable Oaks Golf Course. Nonesuch River Golf Club and Tate House Museum are also ...

          Tru by Hilton Portland Airport Area$134

          Tru by Hilton Portland Airport Area$134
          Econo Lodge Maine Mall

          Econo Lodge Maine Mall

          80 John Roberts Rd., South Portland
            2.0 out of 5.0
             
             

            Situated in a shopping district, this hotel is 0.6 mi (1 km) from Maine Mall and within 3 mi (5 km) of Sable Oaks Golf Course and Nonesuch River Golf Club. Tate ...

            Econo Lodge Maine Mall$89

            Econo Lodge Maine Mall$89
            Hampton Inn Portland Airport

            Hampton Inn Portland Airport

            171 Philbrook Ave, South Portland
              2.5 out of 5.0
               
               

              Situated in the suburbs, this hotel is 0.4 mi (0.6 km) from Maine Mall and within 3 mi (5 km) of Sable Oaks Golf Course and Nonesuch River Golf Club. Tate House ...

              Hampton Inn Portland Airport$134

              Hampton Inn Portland Airport$134
              Courtyard by Marriott Portland Airport

              Courtyard by Marriott Portland Airport

              100 Southborough Dr, South Portland
                3.0 out of 5.0
                 
                 

                Situated near the airport, this hotel is within 2 mi (3 km) of Maine Mall, Nonesuch River Golf Club, and Sable Oaks Golf Course. Scarborough Downs and Beech ...

                Courtyard by Marriott Portland Airport$134

                Courtyard by Marriott Portland Airport$134
                Comfort Inn Airport

                Comfort Inn Airport

                90 Maine Mall Rd, South Portland
                  2.5 out of 5.0
                   
                   

                  This smoke-free hotel is 1 mile from Portland International Jetport and 5 miles from the Old Port waterfront district.

                  Comfort Inn Airport$120

                  Comfort Inn Airport$120
                  Quality Inn & Suites

                  Quality Inn & Suites

                  738 Main Street, South Portland
                    2.5 out of 5.0
                     
                     

                    Situated in South Portland, this motel is within 3 mi (5 km) of Maine Military Museum, Maine Mall, and Sable Oaks Golf Course. Victoria Mansion and Portland ...

                    Quality Inn & Suites$90

                    Quality Inn & Suites$90
                    Best Western Merry Manor Inn

                    Best Western Merry Manor Inn

                    700 Main St, South Portland
                      2.5 out of 5.0
                       
                       

                      Situated in South Portland, this hotel is within 3 mi (5 km) of Maine Military Museum, Maine Mall, and Sable Oaks Golf Course. Victoria Mansion and Portland ...

                      Best Western Merry Manor Inn$112

                      Best Western Merry Manor Inn$112

                      Top Flight Deals

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