Cycling in the Heart of Umbria

from  1.050,00

From Cortona to Orvieto

This tour allows you to visit the most famous hill towns of Umbria, Cortona, Perugia, Assisi, Spello, Spoleto, Todi and Orvieto. We tried to keep it as easy as possible, yet featuring the best Umbria can offer. Of course, not to miss the main hill towns you will be obliged to a few climbs; we have, however, limited them as much as possible and tried to make them worst their while. We have chosen Terontola as an arrival point because it is an important railway station with easy connection to the whole of Europe.

  • Holiday Type
    Cycling Holidays
  • Activity Level Moderate
All about the Cycling in the Heart of Umbria.


> Cortona
> Trasimeno Lake
> Perugia
> Assisi and Bevagna


We transfer  your luggage

Just leave it at the reception desk with your name tag and you will find it at your next accommodation.

We book  your hotels

We will book double rooms with private bathrooms in 2* or 3* hotels orxb&b or country Inns.

We supply detailed  route notes and maps

At your choice, the route notes can be in English, Italian, French or German and GPS maps

The tour package inclusions and exclusions at a glance
What is included in this tour?Items that are included in the cost of tour price.
  • 7 Nights -3 Star Level Accommodation
  • All Breakfast and 2 Dinners
  • Luggage transfer
  • Road Book & Maps
  • GPS File available
SHARE YOUR OPINIONItems that are not included in the cost of tour price.

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  1. CORTONA Day 1 – Arrival in Cortona

    Arrival at Terontola railwaystation and transfer to Cortona. Our representative will meet you at your hotel and bring you the bikes and the informative kit. He will be ready to answer your questions about the tour.

  2. TRASIMENO LAKE Day 2 – Cortona – Corte del Poggio – 50 km

    Trasimeno lake is known for its olive covered surrounding hills, the lovely villages and the bamboo ridden shores, a resting place for migrating birds. Take a boat to Isola Maggiore where old ladies weave their age-old laces. Discover Montecolognola view point over the lake, Monte del Lago and San Feliciano fisherman village; Spend the night in a lovely country Inn. Cooking class possible.

  3. PERUGIA Day 3 – La Corte del Poggio – Perugia – 32 km

    Your day destination is Perugia, the main town in Umbria, with its fine square and communal palace, its renaissance painting collection, and the Rocca Paolina, the subterranean town . Perugia is also a lively town with shops and fashionable boutiques.Spend the night in town.

  4. ASSISI Day 4 – Perugia – Assisi – 42 km

    We are now in the heart of Umbria; visit Deruta a famous ceramic makers’ place and Torgiano, Lungarotti wineries home town; if a wine tasting might be dangerous for your safety (!) a visit to the wine museum is advised. Spend the night in Assisi in a lovely Country Inn just outside town within walking distance from the Basilica.

  5. BEVAGNA Day 5 – Assisi – Spello – Bevagna – Assisi – 50 km

    Today visit this beautiful town with its superb basilica and the Giotto’s frescoes, then ride to Spello a very nice and less touristy small town on the Subasio slopes. You can make a stop in Bevagna on your way back to Assisi. Do not forget to taste the famous Sagrantino wine. Night at the same hotel.

  6. TODI Day 6 – Assisi – Bevagna – Todi – 40 km

    Down the central valley along the wine road, visit Montefalco, with nice building and beautiful frescoes from Benozzo Gozzoli. Then cut across the Monte Martani mountains before descending towards Todi a lovely little town perched on the top of a hill. A lovely square and two beautiful churches make it a very interesting stop. Night in an historical palace.

  7. ORVIETO Day 7 – Todi – Orvieto – 44 km

    Now that you have grown familiar with umbrian hills you will get a bit more of them; the last day riding along the twisting road above the Corbara lake to Orvieto, the etruscan town dominating the valleys from thits brown-red cliffs of soft Tufo stone which since Etruscan times has been carved to make tombs and cellars. Supper and night.

  8. YOURS DEPARTURE Day 8 – end of our service

    End of our services with departure from Orvieto railway station to your next destination.

Accommodation Level


Day 1 – Cortona

Day 2 – Corte del Poggio

Day 3 – Perugia

Day 4 – Assisi

Day 5 – Assisi Loop

Day 6 – Todi

Day 7 – Orvieto

What happens if I can’t walk / cycle a stage?

If you find the stage too long or if for any reason you cannot walk at all for one day, let us know the previous week and we can arrange for you to go for a short stretch or for the entire stage with the luggage transfer . In some cases a small fee will be asked and you can pay it directly to the driver.

When is the best time of year?

Generally speaking the best season is certainly from April to October; however, it varies with each stage:
– You can only cross the Alps(week 1) from June 15th to September 15th
– The Appennino mountains (week 4) are more pleasurable from mid May to the end of September
– We suggest that you avoid walking among the rice fields (week 2&3) in full summer

How does the baggage transfers work?

Every morning you leave your luggage at the reception of your accommodation, better with a name-tag and you will find it at your arrival at the next accommodation. It has to be delivered by 2pm

Do you provide GPS files for all days?

Yes, on request we can provide GPS files, but we will still supply the paper description just in case your GPS does not work!

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