Where we stayed in Tuscany & why you should visit the region!

Tuscany italy drone dji

Tuscany is the picturesque winery region in Italy located between Florence and Rome. Filled with rolling hills, charming historic towns, vineyards everywhere, lots of stunning villas and much more! Come to Tuscany for the wine and small towns, and stay for the day trips and impressive villas where you can spend the night. Read about our experience in Tuscany, including the villa we stayed (highly recommended), and why we would visit again!

Should you stay in Tuscany?

Yes! We stayed in the heart of the Chianti wine region and loved the experience, particularly staying amoungst the vineyards at a beautiful villa called Castello Vicchiomaggio. You can read more about our stay below, but if you are considering visiting, we found this villa excellent and affordable considering how lux some accommodation can get in the region. It was well located to the popular San Gimignano and other towns nearby (e.g. Monteriggioni).

If you aren’t fixed on Castello Vicchiomaggio, take a look at a few other amazing picks we have checked out but didn’t end up staying in.

  • Borgo Del Luigi: The highly rated and picturesque Borgo Del Luigi is a popular stay in the Chianti region. Located in Monteriggioni, this stay is definitely one to consider. Take a look here.
  • Villa Sabolini: Located in the picturesque and popular Chianti wine region, Villa Sabolini is a well priced stay that has beautiful views. See more here.
  • Relais Villa Grazianella is an impressive property located in the beautiful Tuscany countryside. The impressive driveway and beautiful views make this a wonderful option to stay. Take a look here!
  • Podere Montale Il Borgo: Stay in a vineyard with Val d’Orcia Valley views at Podere Montale Il Borgo. Take a look here.
  • Relais Mastrojanni is a villa that offers beautiful Tuscany views and is worth checking out. While more expensive than some on this list, it appears worth the price. Take a look here.
  • Agriturismo Il Casalino: This charming stay in Pienza boasts Val d’Orcia views and is well reviews. Definitely worth checking it out.
  • Borgo Del Cabreo: Located in the picturesque wine region of Greve in Chianti, villa provides a perfect base for exploring the neighbouring towns. Check it out here
  • Relais Val d’Dorcia: Offering excellent Val d’Orcia views and located in the popular Pienza, Relais Val d’Dorcia is worth considering if you want to say in the central-southern Tuscany region. Check it out here.
See more Tuscany stays here!

Where to road trip and visit in Tuscany?

There are so many amazing locations to visit, and you are unlikely to get to all of them. However, we urge you to consider hiring a car rather than public transport, as this will allow you to see more different towns, and beat the crowds that roll in on tour busses etc. A few locations that may be worth checking out include:

  • San Gimignano
  • Lucca
  • Monteriggioni
  • Montepulciano
  • Val D’Orcia
  • Chianti Region
  • Saturnia Hot Springs
  • Sienna
  • Pitigliano

To avoid? Pisa? We found the famous Pisa to be overrated. The tower is quirky and unique, but the rest of the town doesn’t offer that much, and overall, it’s probably one to skip if you visit.

See our Tuscany road trip highlights here including recommendations.

Why we would return to Tuscany?

Firstly, it’s beautiful! The rolling hills and charming towns are so memorable. Secondly, the wine! Some of the best in the world! Thirdly, it’s a day trip and small town lovers (like us) dream! Plus, there’s countless of amazing villas to stay the night! And additionally, while we explored a number of great locations, there were many we also missed, including Val D’Orcia, Montepulciano, Pitigliano and more that we would love to return and visit.

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