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

Montepulciano Vacations

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

Hotwire can help you find your travel bliss with Montepulciano 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 Montepulciano

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 Montepulciano 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 Montepulciano well.

Top Hotel Deals

See all 115 Properties in Montepulciano
Villa Di Nottola

Villa Di Nottola

S.S. 326 - Località Nottola 15, Montepulciano
     
     

    Situated in the historical district, this townhouse accommodation is 0.1 mi (0.1 km) from Val di Chiana and 1.7 mi (2.8 km) from Tenuta Valdipiatta. Church of ...

    Villa Di Nottola$98

    Villa Di Nottola$98
    Etruria Resort & Natural Spa

    Etruria Resort & Natural Spa

    Via Elio Bernabei 32, Montepulciano
      4.0 out of 5.0
       
       

      Situated in the historical district, this spa hotel is 0.1 mi (0.1 km) from Val di Chiana and 2 mi (3.2 km) from Tenuta Valdipiatta. Church of St. Agnes and ...

      Albergo Duomo

      Albergo Duomo

      Via di San Donato 14, Montepulciano
        3.0 out of 5.0
         
         

        Situated in the historical district, this hotel is 0.1 mi (0.1 km) from Val di Chiana and 2.8 mi (4.5 km) from Tenuta Valdipiatta. Cantina Contucci and Palazzo ...

        Albergo Duomo$81

        Albergo Duomo$81
        Hotel Panoramic

        Hotel Panoramic

        Via di Villa Bianca, 8, Montepulciano
          3.0 out of 5.0
           
           

          Situated in a rural location, this hotel is within 1 mi (2 km) of Val di Chiana and Terme di Montepulciano Spa. San Biagio and Torre del Pulcinella are also ...

          Hotel Panoramic$78

          Hotel Panoramic$78
          Albergo Il Marzocco

          Albergo Il Marzocco

          Piazza Savonarola, 18, Montepulciano
            3.0 out of 5.0
             
             

            Situated in the historical district, this hotel is 0.1 mi (0.1 km) from Val di Chiana and 2.3 mi (3.8 km) from Tenuta Valdipiatta. Colonna del Marzocco and Palazzo ...

            Albergo Il Marzocco$101

            Albergo Il Marzocco$101
            Bed & Breakfast Vicolo dell'Oste

            Bed & Breakfast Vicolo dell'Oste

            Via Dell'Oste 1, Montepulciano
               
               

              Situated in the historical district, this townhouse accommodation is 0.1 mi (0.1 km) from Val di Chiana and 2.6 mi (4.2 km) from Tenuta Valdipiatta. Cantina ...

              Bed & Breakfast Vicolo dell'Oste$100

              Bed & Breakfast Vicolo dell'Oste$100
              Palazzo Carletti

              Palazzo Carletti

              Via Dell Opio Nel Corso 3, Montepulciano
                 
                 

                Situated in Montepulciano, this historic bed & breakfast is 0.1 mi (0.1 km) from Val di Chiana and 2.7 mi (4.3 km) from Tenuta Valdipiatta. Cantina del Redi ...

                Palazzo Carletti$180

                Palazzo Carletti$180
                Osteria del Borgo

                Osteria del Borgo

                Via Ricci 7, Montepulciano
                   
                   

                  Situated in Montepulciano, this residence is 0.1 mi (0.1 km) from Val di Chiana and 2.7 mi (4.4 km) from Tenuta Valdipiatta. Palazzo Ricci and Civic Museum are ...

                  Appartamenti Bellarmino

                  Appartamenti Bellarmino

                  via di San Donato 10, Montepulciano
                     
                     

                    Located in the heart of Montepulciano, this apartment building is 0.1 mi (0.1 km) from Val di Chiana and 2.8 mi (4.5 km) from Tenuta Valdipiatta. Cantina Contucci ...

                    Appartamenti Bellarmino$100

                    Appartamenti Bellarmino$100
                    Agriturismo La Corte del Cavalierino

                    Agriturismo La Corte del Cavalierino

                    Via di Poggiano, 17, Montepulciano
                       
                       

                      Situated in a rural location, this farm stay is 0.1 mi (0.1 km) from Val di Chiana and within 3 mi (5 km) of Val d'Orcia and San Biagio. Torre del Pulcinella ...

                      Agriturismo La Corte del Cavalierino$138

                      Agriturismo La Corte del Cavalierino$138

                      Top Flight Deals

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