Walking the St Francis Way from Sansepolcro to Assisi
Stage 2
138.9km
8 days
Carefully Selected 2 to 3 star accommodations
easy
Starting From
€1169
Jan
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Popular Time
Good Time
Off/Low Season
Not Possible
Gentle rolling hills will see you through this section with some longer days that are manageable due to terrain.
The green forests, mediaeval hilltop towns, classic vineyards, and lush olive groves of this St Francis Way section highlight the undulating Italian landscape. During this tour, you will leave behind the historic region of Tuscany and enter the beautiful region of Umbria, while enjoying the story of St Francis across your route through rural landscapes and ancient towns alike.
FREE This trip createstonne(s) of CO2, we offset it for free
Highlights
Torre Comunale Citta di Castello
A symbol of power, the Torre Citta was used as a prison during the 13d century. The tower stands at 40 meters tall, dominating the surrounding area. It’s thick stone walls protect the remains of a fresco by Lucca Signorelli from 1474.
basilica di Francesco di Assisi
This UNESCO World Heritage site is the main church of the Roman Catholic order in Assisi. Built on a hill, the Basilica is made up of two churches ( upper and lower) and a crypt. The upper church is an impressive example of the Gothic style in Italy. The decoration and frescoes demonstrated the outstanding development of Italian Art.
Gastronomy and Wine
Take a rest in one of the many stunning Umbrian restaurants and taste some Bruschetta, a bread bases dish with olive oil and many incredible toppings. Follow it up with some Brustengolo, a traditional cake made with polenta, apple, pine nuts, walnuts, and lemon. Wash it all down with a glass of local wine.
Sansepolcro to Assisi
St Francis Way
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From €1169
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Preferred Month & Year
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2025
2026
2027
Jan
Feb
Mar
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Services
Included in this package
Bed & Breakfast
Specially Hand-Picked Accommodation
Our Holiday or Pilgrim Pack
24/7 On-Call Support
Virtual Face-to-Face Pre-Departure Briefing
Add-On
Premium Accommodation
Airport Pick-Up
Additional Nights
Dinners
Luggage Transfers from Hotel to Hotel
Day Tours to Local Sites of Interest
Not included
Flights/trains
Insurance
Drinks/Lunch
Itinerary
Day 1
SANSEPOLCRO (Arrival)
Sansepolcro, in the western part of Tuscany, is the birthplace of Piero della Francesca. Visit his famous Fresco “Resurrection” in the town’s museum. If you have, the nearby convent of Montecasale is a short 15-minute taxi ride out of Sansepolcro and is worth a visit. This peaceful and spiritual place is where robbers were camped when St Francis got his followers to provide them with food. To return the favour the robbers provided firewood to the brothers and afterwards even gave up their criminal ways to join them in a holy life.
Day 2 12.7km
SANSEPOLCRO
to
CITERNA
Leaving Sansepolcro, cross the river before going along the flat road through factories, warehouses, and farms to Gricignano. Passing through the town of Fighille you will follow a road with the Stations of the Cross for a while. Pass by fields of crops with the hills in front of you, then gently climb to the picturesque town of Citerna. Visit the mediaeval walkway, a covered passageway perfect for romantic strolls. Next, visit the Church of San Francesco which has a Byzantine wood crucifix as well as a statue of the Madonna with Child that was recently attributed to Donatello.
Day 3 19.2km
CITERNA
to
CITTA DI CASTELLO
Walk the winding trails through forests and fields, and expect sweeping views of the region today. At Agriturismo Le Burgne and Lerchi you can take short coffee breaks. The town of Citta di Castello is built on an old Roman town and the walls of the city date back to the 16th Century. Climb the Torre Comunale, which dates from the 11th Century, for panoramic views or wander around the Pinacoteca Comunale art gallery which houses mediaeval and Renaissance art. St Francis is also linked to this town, as it is claimed he cast a demon out of a woman here.
Day 4 30.7km
CITTA DI CASTELLO
to
PIETRALUNGA
Passing by vineyards and olive groves and over the undulating hillside, take time to have a picnic in one of the calm clearings today. Climb to the summit of Monte Santo Stefano before making your way into the Carpinella valley and the town of Pietralunga. Here, you can visit the Church of Santa Maria as well as wander around the narrow streets and enjoy a hearty meal of typical Umbrian cuisine, such as boar sausage, after a long day’s walk.
Day 5 24.9km
PIETRALUNGA
to
GUBBIO
Zigzag through mountain forests before the vistas open up and you begin a descent down to the valley. Visit Monteleto’s small parish church in the garden and enjoy a picnic here while drinking in the tranquillity of this place. Walking into Gubbio you may want to visit the Roman theatre. This stunning stone hill town at the foot of Mount Ingino is where St Francis talked to a wolf and convinced it to stop killing the town’s people before taming it. It is said that Francis slept in the Chiesa San Francesco’s sacristy when he visited Gubbio. If this long day of walking has left you hungry, be sure to sample some pasta with truffles and porcini mushrooms, a local delicacy.
Day 6 20.4km
GUBBIO
to
GUBBIO-BISCINA
The walk today will see you retrace the steps of St Francis after he initially left his family. Visit Chiesa di San Francesco della Pace, where his pet wolf’s remains are buried under the altar. Pass by a former 12th Century Leper Hospital before coming to the town of Ponte d’Assi where you can stock up on suppliers for today’s walk. Passing by farms and woodlands you will continue to climb before making your way downhill to the Madonna della Grazie shrine. Later, visit the 15th Century Eremo di San Pietro Monastery, and the 14th Century Chiesa del Caprignone. Continue through the woods and cross another quaint creek before arriving at Biscina your stop for the night.
Day 7 31km
GUBBIO-BISCINA
to
ASSISI
Take out your camera for lovely views of the rolling hills and waters of Lago di Valfabbrica. Stroll around the lake and down the river to the Monastery of Santa Maria. This is where Francis sought help after being beaten and left for dead in a snowy ditch by bandits. Wind through the fields and up a hill to a viewpoint with a wooden cross and, for the first time, be able to see the Basilica of San Francesco in Assisi. You will pass a statue of Padre Pio as you ramble down into Assisi and the Basilica di San Francesco. You can attend a daily pilgrim mass here at 6pm.
Day 8
ASSISI
After breakfast, we bid you farewell, or welcome you to the next stage of the St Francis Way to Rome. Assisi is the birthplace of St Francis and also where his tomb lies, so the town is filled with connections to him for you to visit. We highly recommend spending an extra night here to take in the beautiful town.
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