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Pine Island Vacations

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

Hotwire can help you find your travel bliss with Pine Island 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 Pine Island

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 Pine Island 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 Pine Island well.

Top Hotel Deals

See all 68 Hotels in Pine Island
Cider Mill Inn Bed and Breakfast

Cider Mill Inn Bed and Breakfast

207 Glenwood Road, Pine Island
    3.5 out of 5.0
     
     

    Situated in a rural location, this bed & breakfast is 1.5 mi (2.3 km) from Scenic Farms Golf Course and 2 mi (3.2 km) from Pine Island Town Park. Warwick Valley ...

    Minerals Hotel

    Minerals Hotel

    1 Stonehill Dr, Vernon
      4.0 out of 5.0
       
       

      Conveniently located near the ski slopes, this Vernon resort is within 1 mi (2 km) of Granite Peak Quad, Mountain Creek Ski Resort, and Mountain Creek Waterpark. ...

      Minerals Hotel$147

      Minerals Hotel$147
      Microtel Inn & Suites by Wyndham Middletown

      Microtel Inn & Suites by Wyndham Middletown

      19 Crystal Run Crossing, Middletown
        2.0 out of 5.0
         
         

        Located in the heart of Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. ...

        Microtel Inn & Suites by Wyndham Middletown$84

        Microtel Inn & Suites by Wyndham Middletown$84
        Super 8 by Wyndham Middletown

        Super 8 by Wyndham Middletown

        563 Route 211 E, Middletown
          2.0 out of 5.0
           
           

          Situated in Middletown, this motel is within 3 mi (5 km) of Orange County Fairgrounds, Orange County Fair Speedway, and Paramount Theatre. Soons Orchards and ...

          Super 8 by Wyndham Middletown$73

          Super 8 by Wyndham Middletown$73
          Best Western Inn at Hunt's Landing

          Best Western Inn at Hunt's Landing

          120 Rtes 6 & 209, Matamoras
            3.0 out of 5.0
             
             

            Situated on a river, this hotel is within 6 mi (10 km) of Tri-States Rock, Witness Monument, and The Columns Museum. The Upper Mill and Grey Towers National ...

            Best Western Inn at Hunt's Landing$80

            Best Western Inn at Hunt's Landing$80
            Americas Best Value Inn, Central Valley

            Americas Best Value Inn, Central Valley

            139 Route 32, Woodbury
              2.0 out of 5.0
               
               

              Situated in a state park, this motel is 0.3 mi (0.6 km) from Woodbury Common Premium Outlets and 1.4 mi (2.2 km) from Mary H Harriman Memorial Park. Palaia Vineyards ...

              Americas Best Value Inn, Central Valley$69

              Americas Best Value Inn, Central Valley$69
              Hampton Inn Harriman Woodbury

              Hampton Inn Harriman Woodbury

              60 Centre Dr, Woodbury
                2.5 out of 5.0
                 
                 

                Situated in a shopping district, this hotel is within 1 mi (2 km) of Woodbury Common Premium Outlets and Mary H Harriman Memorial Park. The Golf Club at Mansion ...

                Hampton Inn Harriman Woodbury$151

                Hampton Inn Harriman Woodbury$151
                Comfort Inn & Suites Goshen - Middletown

                Comfort Inn & Suites Goshen - Middletown

                20 Hatfield Ln, Goshen
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Goshen, this hotel is within 2 mi (3 km) of Orange County Genealogical Society, Goshen Historic Track, and Harness Racing Museum and ...

                  Comfort Inn & Suites Goshen - Middletown$129

                  Comfort Inn & Suites Goshen - Middletown$129
                  Sleep Inn & Suites Middletown - Goshen

                  Sleep Inn & Suites Middletown - Goshen

                  3491 Route 6, Middletown
                    2.5 out of 5.0
                     
                     

                    Located in the heart of Middletown, this hotel is within 2 mi (3 km) of Orange County Genealogical Society, Goshen Historic Track, and Harness Racing Museum ...

                    Sleep Inn & Suites Middletown - Goshen$114

                    Sleep Inn & Suites Middletown - Goshen$114
                    Courtyard by Marriott Middletown

                    Courtyard by Marriott Middletown

                    24 Crystal Run Xing, Middletown
                      3.0 out of 5.0
                       
                       

                      Situated in Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. Paramount Theatre ...

                      Courtyard by Marriott Middletown$125

                      Courtyard by Marriott Middletown$125

                      Top Flight Deals

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