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Casentino and the upper Tiber

3 days · ~4 h 30 driving ·Hill towns, Castles

Day by day

Driving times are approximate, from OpenStreetMap roads without traffic; long legs are rougher estimates. The Google Maps links give up-to-date times.
  1. Day 1

    ~55 min driving · 4 h visiting

    Florentine walls beneath the Pratomagno

    1. Leaving from Florence
    2. ~45 min driving · 44 km
      Castelfranco di SopraTuscany

      Start at Castelfranco di Sopra, a village founded by Florence beneath the Pratomagno. Enter beneath the tower attributed to Arnolfo di Cambio and walk the central piazza the founders laid out, then seek out the abbey of San Salvatore a Soffena, older than the village itself. Then on to Loro Ciuffenna.

    3. ~10 min driving · 10 km
      Loro CiuffennaTuscany

      Loro Ciuffenna sits beside its torrent, under the Pratomagno hills. Walk down through the village, then look for the Pieve di San Pietro a Gropina, a 12th-century church and national monument. Watch for the curious Balze del Valdarno on the land sloping towards the Arno, and stay the night here over a bowl of the region's ribollita.

    4. Overnight in Loro Ciuffenna

  2. Day 2

    ~2 h 10 driving · 6 h visiting

    Chestnut woods, a castle and a battle

    1. ~1 h driving · 50 km
      RaggioloTuscany

      The second day starts in Raggiolo, all stone and chestnut woods, which you explore only on foot. Visit the chestnut museum, then walk the car-free lanes under the trees before you take to the road again.

    2. ~20 min driving · 15 km
      PoppiTuscany

      Poppi is dominated by the Guidi counts' castle. Go in for the courtyard, the outside staircase and the library of rare manuscripts. Follow the L-shaped walls to San Fedele abbey at the far end, and spare a thought for Dante, who stayed here. Then on to Anghiari.

    3. ~50 min driving · 46 km
      AnghiariTuscany

      Anghiari climbs its hill over the Tiber, a maze of steps and steep lanes. Visit the museum of the battle, where Florence beat Milan below, and look out from the belvedere on the walls. At dinner, try the local bringoli with sugo finto, and stay the night here.

    4. Overnight in Anghiari

  3. Day 3

    ~1 h 25 driving · 4 h visiting

    A Donatello and a last stop in Umbria

    1. ~10 min driving · 10 km
      CiternaUmbria

      On the final morning, head for Citerna, a walled village above the Tiber valley. In the church of San Francesco, find Donatello's terracotta of the Virgin with the Child, then walk the oval walls and gates for views towards La Verna, Gubbio and Assisi. Then on to Montone.

    2. ~35 min driving · 32 km
      MontoneUmbria

      You end the trip at Montone, the walled home of the condottiero Braccio da Montone. Visit the San Francesco museum complex and its frescoes, then climb to the Rocca d'Aries. In summer, film screenings fill Piazza Fortebraccio. Then it is time to head for Perugia Airport.

    3. ~40 min driving · 43 km
      Returning to Perugia Airport

What you'll eat

What each stop is known for, and the dishes its region is famous for.

Anghiari

  • Bringoli with sugo fintoDishHand-cut spaghetti of water and flour

Also typical of Tuscany

Also typical of Umbria

Adapted from Wikipedia (Anghiari, Tuscan cuisine, Cucina toscana, Cucina umbra). Available under CC BY-SA 4.0.

Where you'll sleep

The village where each night falls, with the places to stay mapped within 3 km.

Data © OpenStreetMap contributors (ODbL).

Thermal baths along the way

Spas and hot springs near your stops, the closest by road first.

  • Thermal spa: Terme Libere, Acqua Borra · ~57 min by car from Loro Ciuffenna
  • Thermal spa: Sorgente Termale · ~57 min by car from Loro Ciuffenna
  • Thermal spa: Terme Antica Querciolaia · ~57 min by car from Loro Ciuffenna
  • Thermal spa: Terme San Giovanni · ~1 h 02 by car from Loro Ciuffenna

Data © OpenStreetMap contributors (ODbL).

Soundtrack for this trip

Tuscan and Umbrian music across the centuries: a 14th-century composer, Boccherini, opera, then rock and pop.

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