Montepulciano - Pienza - Montepulciano
A road cycling route starting from Montepulciano
Explore the charming towns of Monticchiello, San Quirico d'Orcia, and Montisi on this road cycling route.
Map
This scenic road cycling route takes you from Montepulciano to Pienza and back, passing through picturesque towns like Monticchiello, San Quirico d'Orcia, and Montisi. The route offers beautiful views of the countryside and features several highlights worth exploring along the way. With a moderate difficulty level and a range of attractions, this route is a great option for cyclists of varying abilities.
road
72 km
1264 m
Tough
Route profile
Highlights on the route
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Start: Montepulciano City centerMontepulciano: A famous town with challenging climbs and rolling hills.
Montepulciano is a famous locality located in the Toscana region of Italy. From a cyclist's perspective, this town offers a mix of challenging climbs and rolling hills, making it suitable for experienced riders. The nearby climb up to Montepulciano provides breathtaking views of the surrounding vineyards and scenery. The roads in this area are generally well-maintained, making it suitable for road cycling. Montepulciano also offers bike rentals and guided cycling tours for visitors. Overall, this locality is a fantastic destination for cyclists looking for challenging climbs and stunning landscapes.11 km
11 km
MonticchielloVillageStop by the charming town of Monticchiello and explore its narrow streets and stunning views of the Val d'Orcia.
27 km
27 km
San Quirico d'OrciaTownVisit San Quirico d'Orcia and discover its medieval architecture, including the Collegiate Church of Saints Quirico and Giuditta.
27 km
27 km
Vista su RadicofaniViewpointEnjoy a breathtaking view of Radicofani from one of the highest points along the route.
37 km
37 km
Il Boschetto343 mPeakTake a break at Il Boschetto, a scenic spot with benches and picnic areas surrounded by pine trees.
43 km
43 km
San Giovanni d'AssoVillagePass through San Giovanni d'Asso known for its beautiful Cappella di Vitaleta and truffle festivals.
49 km
49 km
MontisiVillageMake a stop at the medieval village of Montisi and explore its quaint streets and historical sites.
56 km
56 km
Piazza di Siena643 mPeakVisit Piazza di Siena and soak in the atmosphere of this beautiful square in the heart of Montepulciano.
64 km
64 km
MontefollonicoVillageDiscover the charms of Montefollonico, a small hilltop town renowned for its wine and olive oil.
65 km
65 km
Poggio al Gallo441 mPeakExperience the tranquility of Poggio al Gallo, a peaceful spot with panoramic views of the surrounding hills.
72 km
72 km
Finish: Montepulciano City centerMontepulciano: A famous town with challenging climbs and rolling hills.
Cycling routes from Montepulciano:
Montepulciano - Poggio Bianco - Montepulciano Montepulciano - Castiglione d'Orcia - Montepulciano Scenic Road Cycling Route to Chianciano Terme Short Gravel Adventure to Poggio della Cava Gravel Loop Montepulciano and Surroundings Montepulciano - Sant'Albino - Montepulciano Cycling Adventure to Montalcino and Sant'Angelo Scalo Montepulciano - Pienza - Montepulciano Montepulciano - San Quirico d'Orcia - Montepulciano Challenging Road Cycling Loop to Cortona Montepulciano Round-Trip Cycling
Cycling routes nearby:
