![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/13311044950/contignano-1.webp)
Montepulciano - San Quirico d'Orcia - Montepulciano
A road cycling route starting from Montepulciano
Embark on a challenging road cycling adventure to San Quirico d'Orcia, passing by iconic landmarks such as Abbadia San Salvatore and Montefollonico.
Map
![Map miniature of "Montepulciano - San Quirico d'Orcia - Montepulciano" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/montepulciano/road/98352.webp)
This demanding road cycling route takes you from Montepulciano to San Quirico d'Orcia and back, passing by historic towns, stunning vistas, and famous landmarks. With a high difficulty level and plenty of highlights along the way, this route is perfect for cyclists looking for an epic challenge.
road
118 km
2626 m
Savage
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.1 km
1 km
Bivio San BiagioSub-urbPass by Bivio San Biagio, a small intersection with limited attractions.
12 km
12 km
Veduta delle Biancane e dei cipressi di Lucciola BellaViewpointStop and admire the breathtaking views of the Biancane geothermal area and the cypress trees of Lucciola Bella.
22 km
22 km
ContignanoVillageExplore the peaceful village of Contignano, known for its medieval tower and picturesque streets.
30 km
30 km
Monte Nebbiali649 mPeakTake in the stunning panoramic views from the peak of Monte Nebbiali, one of the highest points along the route.
42 km
42 km
Abbadia San SalvatoreTownVisit the historic town of Abbadia San Salvatore and discover its ancient abbey and mining museum.
50 km
50 km
QuarantaHamletMake a stop at the charming village of Quaranta and explore its medieval castle and picturesque streets.
57 km
57 km
La Montagnola1571 mPeakEnjoy the scenic beauty of La Montagnola, a natural park with winding paths and lush greenery.
73 km
73 km
SeggianoVillageExplore Trequanda and its impressive medieval castle, as well as the charming streets of the historic center.
85 km
85 km
Poggio alle Case614 mPeakTake a break at Poggio alle Case and enjoy the panoramic views of the surrounding countryside.
95 km
95 km
San Quirico d'OrciaTownVisit San Quirico d'Orcia and explore its well-preserved medieval walls, narrow streets, and historic monuments.
104 km
104 km
PienzaVillageDiscover Pienza, a UNESCO World Heritage Site known for its Renaissance architecture and delicious pecorino cheese.
109 km
109 km
Poggio San Pietro525 mPeakVisit Poggio San Pietro, a beautiful hilltop village with panoramic views and a medieval fortress.
117 km
117 km
Fortezza MediceaCastleExplore the impressive Fortezza Medicea in Pienza, an imposing fortress built by the Medici family.
118 km
118 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:
![Image of Montepulciano Stazione](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montepulciano-stazione-4.webp)
![Image of Torrita di Siena](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/torrita-di-siena-2.webp)
![Image of Bettolle](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/bettolle-4.webp)
![Image of Sinalunga](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/sinalunga-3.webp)
![Image of Sarteano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/sarteano-5.webp)
![Image of San Quirico d'Orcia](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/san-quirico-d-orcia-3.webp)
![Image of Chiusi](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/chiusi-4.webp)
![Image of Foiano della Chiana](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/foiano-della-chiana-5.webp)
![Image of Chiusi Scalo](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/chiusi-scalo-4.webp)