4.7
(204)
5,663
riders
22
rides
Road cycling around San Quirico D'Orcia is characterized by its rolling hills, expansive vineyards, and iconic cypress-lined roads within the UNESCO World Heritage cultural landscape of Val d'Orcia. The region features a network of paved and unpaved "strade bianche" roads, offering varied terrain for cyclists. Elevation changes are common, with routes traversing valleys and ascending to medieval villages, providing panoramic views of the Tuscan countryside.
Last updated: May 10, 2026
43
riders
80.0km
04:07
1,420m
1,420m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4.8
(6)
183
riders
58.3km
02:49
820m
820m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.2
(5)
87
riders
61.9km
02:50
700m
700m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
44
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(1)
31
riders
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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The Collegiate Church of Saints Quirico and Giulitta is the main church of San Quirico d’Orcia and is located in the historic center of the village. The building has Romanesque origins and over time has undergone modifications that have added Gothic and Renaissance elements. The facade features three sculpted portals and a central rose window, while the interior preserves works and decorations from different eras. The collegiate church is dedicated to Saints Quirico and Giulitta, Christian martyrs, and represents one of the historical and religious landmarks of the town.
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Church with dome dating back to the 16th century.
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A small paradise in the Tuscan hills, in the heart of the Val d'Orcia, just a few minutes from Pienza....
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It is really only possible to access the Radicofani tower via Via Marconi, as the original footpath and the small access road are both blocked. It is a bit of a climb, and has 'normal' opening hours and costs about €5 to enter. I would say it is worth it! My vertigo stopped me from going right to the top floor, but even from the next from top, the views over the valley are astounding, and the historical associations are rich.
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Arriving about 230 on a Sunday afternoon, the lunch service was theoretically at a close, but they kindly provided me a big plate of pasta (primi piatti from the lunch menu) and a glass of Sardinian beer which revived the spirits considerably.
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Tuscan towns seem to divide into 2 categories, those on the "tourist trail" and those not. For some reason Radicofani seems to be "not", even though it is full of present-day charm and (often uncharging) history. It is a stiff climb to get to from the floor of Val d'Orcia, even when cycling while the walking effort is truly epic, but worth it! We stayed in an utterly charming tiny cottage, Casa del Ciliego, and ate in one of the numerous small restaurants - plenty were open, even on a quietist Sun evening. Stocked up in the amazing tiny grocery, hidden away in the ancient 'ghetto' part of the town. You can also buy enough to make a full meal quite easily here.
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Interesting, but popular (i.e. crowded and busy) small Tuscan hill town. The walled garden is recommended for the interesting layout, and the statue of Lorenzo the Magnificent. Near the top of the steep descent out of town in the eventual direction of Radicofani, a large Restaurant/cafe/deli is to be found. Good place to have a coffee/breakfast, and to stock up on takeaway pizza for the journey.
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A sleepy little place that is definitely worth a visit :)
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Road cycling in San Quirico d'Orcia primarily features the iconic rolling hills of Val d'Orcia, offering a mix of sustained climbs and descents. You'll encounter both paved roads and the distinctive unpaved "strade bianche" (white roads), which provide a unique cycling experience. The landscape is characterized by vineyards, olive groves, and cypress-lined roads, all within a UNESCO World Heritage site.
While many routes in the region involve significant elevation changes, there are options for varying skill levels. The region offers routes from easier 30 km itineraries with moderate elevation gains, suitable for beginners or those seeking a relaxed ride. For example, the Church of San Biagio – Massaini Castle loop from San Quirico d'Orcia is a moderate 58.2 km path with over 800 meters of elevation gain, offering a balanced challenge.
For experienced cyclists seeking a challenge, Val d'Orcia offers demanding routes with significant climbs. The Val d'Orcia Loop: San Quirico, Pienza & Montepulciano is a difficult 79.9 km trail with over 1400 meters of elevation gain. Another challenging option is the Abbadia San Salvatore – Village of Santa Fiora loop from Bagno Vignoni, which is 81.1 km long with nearly 1800 meters of ascent.
Cycling routes in Val d'Orcia lead to numerous historical and natural landmarks. You can pass by the stunning Horti Leonini Gardens in San Quirico d'Orcia, the iconic Chapel of Vitaleta, or sections of the ancient Via Francigena. Other notable attractions include the Spedaletto Castle and the Tower of Vignoni Alto. Many routes also offer panoramic views of the Val d'Orcia landscape, including the famous cypress trees and vineyards.
Yes, many road cycling routes in the area are designed as loops, allowing you to start and finish in the same location. Examples include the Val d'Orcia Loop: San Quirico, Pienza & Montepulciano, the Church of San Biagio – Massaini Castle loop from San Quirico d'Orcia, and the Montepulciano – View of Val d'Orcia loop from San Quirico d'Orcia.
The Val d'Orcia region is suitable for cycling throughout the year, but spring (April-May) and autumn (September-October) are generally considered ideal. During these seasons, the weather is milder, and the landscape is particularly vibrant with wildflowers or autumn colors. Summers can be hot, especially in July and August, while winters are cooler but often still pleasant for cycling.
Yes, San Quirico d'Orcia and the wider Val d'Orcia region offer services like bike rentals, including road bikes, e-bikes, and mountain bikes. This makes it accessible for visitors who prefer not to travel with their own equipment or wish to try different types of bikes.
The road cycling routes around San Quirico d'Orcia are highly rated by the komoot community, with an average score of 4.7 stars from over 30 reviews. Cyclists often praise the stunning panoramic views, the well-preserved Renaissance agricultural landscapes, and the opportunity to visit charming medieval villages like Pienza and Montepulciano along the way.
Yes, several routes connect San Quirico d'Orcia with other historic towns, including Montepulciano. The Val d'Orcia Loop: San Quirico, Pienza & Montepulciano is a popular route that directly links these towns. Another option is the Montepulciano – View of Val d'Orcia loop from San Quirico d'Orcia, which offers scenic views towards Montepulciano.
The Val d'Orcia region is very welcoming to cyclists. Many towns, including San Quirico d'Orcia, offer bike-friendly accommodation and cafes where you can refuel. Additionally, there are services like expert-led bike tours and an official 'Valdorcia APP' providing interactive maps and route details to enhance your cycling experience.
Yes, sections of the ancient pilgrimage route, the Via Francigena, can be integrated into cycling routes in Val d'Orcia. This offers a unique historical dimension to your outdoor experience, allowing you to cycle along paths used by pilgrims for centuries.
There are over 25 road cycling routes available around San Quirico d'Orcia on komoot. These routes cater to various skill levels, from moderate rides to more challenging options with significant elevation gains, allowing you to explore the diverse landscapes of Val d'Orcia.


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