Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Santa Cruz Vacations

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

Hotwire can help you find your travel bliss with Santa Cruz 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 Santa Cruz

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 Santa Cruz 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 Santa Cruz well.

Top Hotel Deals

See all 25 Hotels in Santa Cruz
Santa Cruz Plaza

Santa Cruz Plaza

Plaza De Armas 286, Santa Cruz
    4.0 out of 5.0
     
     

    This family-friendly Santa Cruz hotel is located in the historical district, just steps from Plaza de Armas and Museo de Colchagua. Hacienda El Huique and MontGras ...

    Hotel Casa Pando

    Hotel Casa Pando

    Cabello 421, Santa Cruz
      2.5 out of 5.0
       
       

      Situated in Santa Cruz, this hotel is within 1 mi (2 km) of Plaza de Armas and Museo de Colchagua. MontGras Winery and Hacienda El Huique are also within 12 ...

      Hotel Boutique Vendimia Premium

      Hotel Boutique Vendimia Premium

      Ismael Valdes 92, Santa Cruz
        3.5 out of 5.0
         
         

        Situated in the entertainment district, this romantic hotel is within a 15-minute walk of Museo de Colchagua and Plaza de Armas. MontGras Winery and Hacienda ...

        La Perla Hotel

        La Perla Hotel

        El Rosal, Parcela 4, Lote A, Capellanía, Santa Cruz
          3.5 out of 5.0
           
           

          Situated in the suburbs, this hotel is 1.2 mi (1.9 km) from Museo de Colchagua and 1.3 mi (2.1 km) from Plaza de Armas. MontGras Winery and Hacienda El Huique ...

          La Sara Hotel Boutique B&B

          La Sara Hotel Boutique B&B

          Parcela 28 El Huape s/n, Santa Cruz
            3.0 out of 5.0
             
             

            Situated in Cunaco, this bed & breakfast is 5.4 mi (8.7 km) from Museo de Colchagua and within 12 mi (20 km) of Plaza de Armas and MontGras Winery. Hacienda ...

            Casa Calfu Hostal Bed and Breakfast

            Casa Calfu Hostal Bed and Breakfast

            21 de Mayo 552, Santa Cruz
              3.0 out of 5.0
               
               

              Situated in Santa Cruz, this hostel is close to Plaza de Armas and Museo de Colchagua. Area attractions also include MontGras Winery.

              TerraViña

              TerraViña

              Camino Los Boldos S/n, Santa Cruz
                3.0 out of 5.0
                 
                 

                Situated in Santa Cruz, this hotel is 1.4 mi (2.3 km) from Plaza de Armas and 1.6 mi (2.5 km) from Museo de Colchagua. MontGras Winery and Hacienda El Huique ...

                Hotel Vendimia Parador

                Hotel Vendimia Parador

                Camino Los Boldos SN, Santa Cruz
                  3.0 out of 5.0
                   
                   

                  Situated in Santa Cruz, this hotel is close to Plaza de Armas and Museo de Colchagua. Area attractions also include MontGras Winery.

                  Hotel Cava Colchagua

                  Hotel Cava Colchagua

                  Barreales´s Way, Santa Cruz
                    2.5 out of 5.0
                     
                     

                    Located in the heart of Santa Cruz, this spa hotel is 1.9 mi (3 km) from Plaza de Armas and 2 mi (3.3 km) from Museo de Colchagua. MontGras Winery and Hacienda ...

                    Barrica Lodge

                    Barrica Lodge

                    Camino La Villa s/n, Santa Cruz
                      3.5 out of 5.0
                       
                       

                      Situated in Santa Cruz, this lodge is close to MontGras Winery. Area attractions also include Plaza de Armas and Museo de Colchagua.

                      Top Flight Deals

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