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Smithtown Vacations

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

Hotwire can help you find your travel bliss with Smithtown 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 Smithtown

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 Smithtown 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 Smithtown well.

Smithtown Flight + Hotel packages

Top Hotel Deals

See all 101 Hotels in Smithtown
Americas Best Value Inn-Smithtown/Long Island

Americas Best Value Inn-Smithtown/Long Island

755 Smithtown Bypass, Smithtown
    1.0 out of 5.0
     
     

    Situated in Smithtown, this hotel is 2.1 mi (3.5 km) from Smithaven Mall and within 6 mi (10 km) of Stonebridge Golf Links and Country Club and Blydenburgh County ...

    Americas Best Value Inn-Smithtown/Long Island$110

    Americas Best Value Inn-Smithtown/Long Island$110
    Smithtown Inn

    Smithtown Inn

    880 W Jericho Turnpike, Smithtown
      2.0 out of 5.0
       
       

      Situated in Smithtown, this motel is 0.8 mi (1.3 km) from Caleb Smith State Park and within 3 mi (5 km) of Blydenburgh County Park and Stonebridge Golf Links ...

      Extended Stay America - Long Island - Melville

      Extended Stay America - Long Island - Melville

      100 Spagnoli Rd, Melville
        2.5 out of 5.0
         
         

        Situated near the airport, this hotel is within 2 mi (3 km) of Adventureland, Farmingdale State College, and Old Bethpage Village Restoration. American Airpower ...

        Extended Stay America - Long Island - Melville$121

        Extended Stay America - Long Island - Melville$121
        Danfords Hotel and Marina

        Danfords Hotel and Marina

        25 E Broadway, Port Jefferson
          3.5 out of 5.0
           
           

          Located in the heart of Port Jefferson, this spa hotel is steps from Harborfront Park, Maritime Explorium, and Port Jefferson. Theatre Three and Mather House ...

          Danfords Hotel and Marina$199

          Danfords Hotel and Marina$199
          DoubleTree by Hilton Norwalk

          DoubleTree by Hilton Norwalk

          789 Connecticut Ave, Norwalk
            3.5 out of 5.0
             
             

            Situated on the Strip, this hotel is within 3 mi (5 km) of SoNo Switch Tower Museum, Lockwood-Mathews Mansion, and Stepping Stones Museum for Children. Historic ...

            DoubleTree by Hilton Norwalk$95

            DoubleTree by Hilton Norwalk$95
            Jake's 58 Hotel & Casino

            Jake's 58 Hotel & Casino

            3635 Express Dr N, Islandia
              3.5 out of 5.0
               
               

              Situated in Islandia, this hotel is 1.2 mi (1.9 km) from Lakeland County Park and within 6 mi (10 km) of Stonebridge Golf Links and Country Club and Blydenburgh ...

              Jake's 58 Hotel & Casino$152

              Jake's 58 Hotel & Casino$152
              The Inn At Fox Hollow Hotel

              The Inn At Fox Hollow Hotel

              7755 Jericho Turnpike, Woodbury
                4.0 out of 5.0
                 
                 

                Located in the heart of Woodbury, this golf aparthotel is within 3 mi (5 km) of Oyster Bay Golf Course, Oheka Castle, and Plainview Shopping Center. Cold Spring ...

                The Inn At Fox Hollow Hotel$176

                The Inn At Fox Hollow Hotel$176
                La Quinta Inn & Suites Islip-MacArthur Airport

                La Quinta Inn & Suites Islip-MacArthur Airport

                10 Aero Rd, Bohemia
                  2.5 out of 5.0
                   
                   

                  Situated near the airport, this hotel is 1.7 mi (2.8 km) from Bohemia Historical Society Museum and within 6 mi (10 km) of Lakeland County Park and Connetquot ...

                  La Quinta Inn & Suites Islip-MacArthur Airport$118

                  La Quinta Inn & Suites Islip-MacArthur Airport$118
                  Courtyard by Marriott Long Island MacArthur Airport

                  Courtyard by Marriott Long Island MacArthur Airport

                  5000 Express Dr S, Ronkonkoma
                    3.0 out of 5.0
                     
                     

                    Situated near the airport, this hotel is 6.3 mi (10.2 km) from Patchogue Theatre for the Performing Arts and 8.8 mi (14.1 km) from Stonebridge Golf Links and ...

                    Courtyard by Marriott Long Island MacArthur Airport$101

                    Courtyard by Marriott Long Island MacArthur Airport$101
                    Comfort Inn Syosset

                    Comfort Inn Syosset

                    24 Oak Dr, Syosset
                      3.0 out of 5.0
                       
                       

                      Situated in the business district, this hotel is 2.7 mi (4.3 km) from Plainview Shopping Center and 2.9 mi (4.7 km) from Oyster Bay Golf Course. Broadway Mall ...

                      Comfort Inn Syosset$119

                      Comfort Inn Syosset$119

                      Top Flight Deals

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