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Hip Strip Vacations

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

Hotwire can help you find your travel bliss with Hip Strip 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 Hip Strip

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 Hip Strip 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 Hip Strip well.

Hip Strip Flight + Hotel packages

Top Hotel Deals

See all 248 Hotels in Hip Strip
El Greco Resort

El Greco Resort

11 Queens Drive, Montego Bay
    3.5 out of 5.0
     
     

    Located in the heart of Montego Bay, this hotel is within 1 mi (2 km) of Dump-Up Beach and Events Park, Sam Sharpe Square, and Museum of St. James. Harbour Street ...

    El Greco Resort$77

    El Greco Resort$77
    Deja Resort - All Inclusive

    Deja Resort - All Inclusive

    92 Gloucester Avenue, Montego Bay
      3.5 out of 5.0
       
       

      This hotel lies on Montego Bay's Hip Strip stretch of shopping, dining, and nightlife directly across the street from famed Doctor's Cave Beach. The all-inclusive ...

      Deja Resort - All Inclusive$169

      Deja Resort - All Inclusive$169
      Doctors Cave Beach Hotel

      Doctors Cave Beach Hotel

      Gloucester Avenue, Montego Bay
        2.0 out of 5.0
         
         

        This family-friendly Montego Bay hotel is located near the beach, just steps from Cornwall Beach and Doctor's Cave Beach. AquaSol Theme Park and Walter Fletcher ...

        Doctors Cave Beach Hotel$76

        Doctors Cave Beach Hotel$76
        Royal Decameron Montego Beach - All Inclusive

        Royal Decameron Montego Beach - All Inclusive

        2 Gloucester Avenue, Montego Bay
          3.0 out of 5.0
           
           

          Situated on the north end of Montego Bay's Hip Strip of shops, restaurants, clubs, and casino, this 143-room beachfront all-inclusive resort includes sand sunbathing ...

          Royal Decameron Cornwall Beach All Inclusive

          Royal Decameron Cornwall Beach All Inclusive

          Cornwall Beach, Montego Bay
            3.5 out of 5.0
             
             

            Nestled on the beach, this Montego Bay resort is within a 10-minute walk of Cornwall Beach and Dead End Beach. Walter Fletcher Beach and Dump-Up Beach and Events ...

            Donway, A Jamaican Style Village

            Donway, A Jamaican Style Village

            36 Gloucester Avenue, Montego Bay
              3.0 out of 5.0
               
               

              Situated on the Strip, this resort is within a 5-minute walk of AquaSol Theme Park and Walter Fletcher Beach. Fort Montego and Fort Montego Craft Market are ...

              Donway, A Jamaican Style Village$63

              Donway, A Jamaican Style Village$63
              Altamont West Hotel

              Altamont West Hotel

              33 Gloucester Avenue, Montego Bay
                3.5 out of 5.0
                 
                 

                Situated near the beach, this hotel is within a 5-minute walk of AquaSol Theme Park and Walter Fletcher Beach. Fort Montego and Fort Montego Craft Market are ...

                Polkerris Bed & Breakfast

                Polkerris Bed & Breakfast

                13 Corniche Road, Montego Bay
                  3.5 out of 5.0
                   
                   

                  Situated near the beach, this bed & breakfast is steps from AquaSol Theme Park and Walter Fletcher Beach. Fort Montego and Fort Montego Craft Market are also ...

                  The Wexford Hotel Montego Bay

                  The Wexford Hotel Montego Bay

                  39 Gloucester Avenue, Montego Bay
                    3.5 out of 5.0
                     
                     

                    Situated near the beach, this hotel is within a 5-minute walk of AquaSol Theme Park and Walter Fletcher Beach. Fort Montego and Fort Montego Craft Market are ...

                    Montego Bay Club Resort

                    Montego Bay Club Resort

                    11 Queens Drive, Gloucester Avenue, Montego Bay
                      3.0 out of 5.0
                       
                       

                      Located in the heart of Montego Bay, this aparthotel is within a 15-minute walk of Cornwall Beach, AquaSol Theme Park, and Walter Fletcher Beach. Dead End Beach ...

                      Top Flight Deals

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