![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/9484561801/porta-cappuccini-2.webp)
Montepulciano to Asciano and back
A road cycling route starting from Montepulciano Stazione
Scenic ride from Montepulciano to Asciano and back
Map
![Map miniature of "Montepulciano to Asciano and back" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/montepulciano-stazione/road/291829.webp)
This route takes you from the charming town of Montepulciano to the picturesque village of Asciano and back. It offers stunning views of the Tuscan countryside, including rolling hills, vineyards, and olive groves. With a total ascent of 1,344 meters and a distance of 118 kilometers, this route is suitable for experienced cyclists. The difficulty level is 4 out of 5, making it a challenging but rewarding ride for well-trained amateurs. The epicness of this route is rated at 3 out of 5.
road
118 km
1344 m
Tough
Route profile
Highlights on the route
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Start: Montepulciano Stazione Village centerMontepulciano Stazione: A charming locality in Toscana region with beautiful landscapes and nearby possibilities for famous climbs.
Montepulciano Stazione is a locality in the Toscana region of Italy. While it may not be primarily known for its cycling opportunities, the area offers quiet roads and beautiful landscapes for road and gravel cyclists. Cyclists can enjoy riding through vineyards, olive groves, and rolling Tuscan hills. Nearby, there are also opportunities to explore famous climbs and routes that attract avid cyclists. Despite not being a dedicated cycling hotspot, Montepulciano Stazione presents an enjoyable experience for cyclists looking for a mix of tranquility and scenic beauty.9 km
9 km
MontepulcianoTownLocated along the route, Montepulciano is renowned for its medieval architecture, excellent wine, and beautiful views over the Val d'Orcia.
18 km
18 km
Poggio San Pietro525 mPeakPoggio San Pietro is a captivating hilltop village known for its ancient stone houses and panoramic vistas. It's worth taking a break to explore the quaint streets and enjoy the scenery.
31 km
31 km
Porta CappucciniAttractionPorta Cappuccini is one of the historical gateways to Montepulciano, adorned with intricate architectural details. Stop here to admire the craftsmanship and capture some amazing photos.
51 km
51 km
Ponte d'ArbiaVillagePonte d'Arbia is a scenic bridge spanning the Arbia River. Take a moment to appreciate the peaceful surroundings and listen to the soothing sound of flowing water.
54 km
54 km
Poggio della Sorbitella221 mPeakPoggio della Sorbitella is a hill known for its panoramic views and stunning sunsets. Pause to enjoy the breathtaking landscapes and snap some memorable photos.
69 km
69 km
Poggio Santa Francesca301 mPeakPoggio Santa Francesca offers sweeping vistas of the surrounding countryside. Make sure to catch your breath and take in the beauty of the rolling hills and distant villages.
75 km
75 km
AscianoTownAsciano is a delightful town with a rich history. Take a stroll through the charming streets, visit the local shops, and indulge in some delicious Tuscan cuisine.
115 km
115 km
GraccianoVillageGracciano is a small village full of character, known for its traditional charm and welcoming atmosphere. Explore the quiet streets and soak up the authentic Tuscan ambiance.
118 km
118 km
Finish: Montepulciano Stazione Village centerMontepulciano Stazione: A charming locality in Toscana region with beautiful landscapes and nearby possibilities for famous climbs.
Cycling routes from Montepulciano Stazione:
Off-the-beaten-path Gravel Adventure to Poggio Calcione Road Route through Valdichiana and Abbadia San Salvatore Montepulciano to Sarteano and back Road Route to Monte Venere and Città della Pieve Montepulciano to Asciano and back Scenic Road Route with Famed Gracciano Stop Gravel Adventure to Acquaviva and Veduta delle Biancane Gravel Route through Montepulciano and Lucignano d'Asso Gravel Route through Fattoria and Madonna di Mezzastrada Scenic Gravel Adventure from Montepulciano
Cycling routes nearby:
![Image of Montepulciano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/montepulciano-5.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 Foiano della Chiana](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/foiano-della-chiana-5.webp)
![Image of Castiglione del Lago](https://images.tarmacs.app/cycling-routes/covers/italy/umbria/castiglione-del-lago-5.webp)
![Image of Terontola](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/terontola-5.webp)
![Image of Chiusi](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/chiusi-4.webp)
![Image of Sarteano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/sarteano-5.webp)