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  • Andrea Sexton Chinalai
  • "Quaint cities to visit between Florence and Rome?"

Andrea Sexton Chinalai

Brooklyn, New York

Quaint cities to visit between Florence and Rome?

my husband and I are traveling to Italy for our honeymoon in late Oct. Would love any suggestions for small towns/cities to visit on our way from Florence to Rome. Maybe even for overnight stay. Delicious wine and food are priorities. A little romance doesn't hurt either!

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Most Mentioned Places for this Question

  • Siena (city)

    Siena Tuscany

    6 mentions

  • Orvieto (city)

    Orvieto

    6 mentions

  • San Gimignano (city)

    San Gimignano Tuscany

    5 mentions

  • Tiffany Weber

    top answer by

    Siena is fabulous, but before you head south out of Tuscany, you must also see San Gimignano. It's small, quaint, absolutely beautiful, and sits upon a hill, so you have amazing views of the valley below. There are a lot of little places to stop in the area with wines and olive oils, so you can be spontaneous and discover something delicious on your own. Volterra is another beautiful small town in the Tuscan countryside that is worth a stop, but if time makes you choose just one, go to San Gimignano.

    San Gimignano

    If you end up along the coast, Tarquinia is worth a stop. It's an ancient town with a valley sprawling below and a Etruscan Necropolis nearby with paintings and carvings in some of the tombs. The Necropolis is a UNESCO heritage site. We ate at Le Due Orfanelle there and it was casual, but one of our favorite meals in Italy - absolutely delicious.
    Tarquinia

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    2. San Gimignano (city)
    3. Volterra (city)
    4. Tarquinia (city)
    5. Le Due Orfanelle (restaurant)

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  • Scott Mahaffy

    answered first by

    Andrea,

    Congratulations! One of the great cities in Tuscany is Siena, but has a little more population. My favorite small and charming places are Orvieto, Montepulciano, which is in an area that makes fantastic red table wines, and Montalcino, which makes world class reds from the Sangiovese grape.

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    Mentioned in this answer:

    1. Siena (city)
    2. Orvieto (city)
    3. Montepulciano (city)
    4. Montalcino (city)

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  • Ben Lee

    answered by

    San Gimignano would be a great stop off too. See the original skyscrapers!

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  • Steve Dickey

    answered by

    Orvieto Just off the freeway and the main train line, Umbria's grand hill town entices those heading to and from Rome and Florence. While no secret, it's well worth a visit. The town sits majestically on its tufo throne a thousand feet above the valley floor. Orvieto has three popular claims to fame: its cathedral, Classico wine, and ceramics. Drinking a shot of the local white wine in a ceramic cup as you gaze up at the cathedral lets you experience Orvieto's three C's all at once. Is the cathedral best in the afternoon, when the facade basks in golden light, or early in the morning, when it rises above the hilltop mist? You decide.

    Read more: https://www.ricksteves.com/europe/italy/orvieto

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    2. Rome (city)
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  • Anita Lambert

    answered by

    Don't miss Orvieto, in particular, the upper town. Take the funicular up and admire the view, visit the beautiful cathedral, and the famous well. You can also drive up into the town. One of the most beautiful hill towns in all of Italy!

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  • Christopher Frame

    answered by

    The above are all great recommendations, but I'm surprised no one has mentioned Pitigliano. It's about 90 miles north of Rome, just west of lake bolsena (which is worth seeing). It's an Etruscan town perched on a hill of tufa. The surrounding area has a networks of below ground paths you can hike that the Etruscans used as secret passages. This area, with Sorano (it has a beautiful old fortezza you can stay in) and Sovana are just an hour or so drive west of Orvieto. Not a lot of tourists, certainly not people from the states. Highly recommend.

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    2. Rome (city)
    3. Sorano (city)
    4. Sovana (city)
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  • Brenda Burns

    Trippy Ambassadors are elite members of the community, hand picked to help you travel better! Interested? E-mail us at ambassadors@trippy.com.

    answered by

    Depends on which direction you want to go from Florence. I vote for Siena, Montalcino (best brunello), and lovely little Montepulciano.

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    2. Montalcino (city)
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  • Damian Miretto

    answered by

    Hi!

    From Rome to Florence you can go through Tarquinia, Pisa, Livorno, Volterra and San Gimignano .

    Another way you can go to Orvieto, Arezzo, Siena.

    TarquiniaTarquiniaimage from benvenutolimos.comTarquiniaPisa

    Pisaimage from photos4travel.comPisaLivorno

    LivornoLivornoVolterra

    VolterraVolterra

    San Gimignano

    San GimignanoSan Gimignano

    Oriveto

    OrvietoOrvieto

    Arezzo

    Arezzoimage from demotix.comArezzoimage from campingleginestre.it

    Siena

    SienaSiena

    Good trip!

    Damian.

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    • Ashley and Ryan R.

      Ashley and Ryan R.

      I'd skip Livorno, not really worth it, especially not to over night in. · (0 likelikes)

    • Damian M.

      Damian M.

      Personally, Livorno enjoy it a lot, for me it is a beautiful city and its surroundings, both night and day. Especially in summer. · (0 likelikes)

    Mentioned in this answer:

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    2. Florence (city)
    3. Tarquinia (city)
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    6. Volterra (city)
    7. San Gimignano (city)
    8. Orvieto (city)
    9. Arezzo (city)
    10. Siena (city)

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  • Alice Chen

    answered by

    Lots of quaint small hill towns on the way -- San Gimignano, Volterra, Siena, Monteriggioni, etc. Siena is lovely and the largest of the hill towns of the area, and if you like wine & food, definitely visit Montepulciano. In May we stayed in Tuscany for a week so happy to send you more info!

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  • Peter Dorfman

    answered by


    A lot of people will steer you away from San Gimignano, because it is so completely overrun with tourists and the trade that follows them, but the place has unique sights that are worth it, if you don't plan on staying long. Siena is absolutely essential. And I love Orvieto. My son and I actually visited all three towns in a single day, which was a whirlwind but a pleasant memory. If I had it to do over, I'd spend at least one night in Siena -- what I'd really like is to set up there for a week or more and use it as a base to see the surrounding hill towns. Orvieto is worth at least a night.

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