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The Tuscan Hill Challenge


A road cycling route starting from Sinalunga

Take on the ultimate Tuscan hill challenge on this epic road route starting near Sinalunga.

Map

This challenging road route near Sinalunga is perfect for experienced cyclists looking for an epic hill-climbing challenge. With a demanding ascent of 1527 meters and a distance of 117km, this ride offers a true test of endurance and strength. Highlights include the scenic I Cipressi di Baccoleno, the charming Poggio della Sorbitella, and the famous Torre del Mangia. With its mix of challenging climbs and stunning panoramas, this route provides an unforgettable cycling experience for those seeking a true Tuscan adventure.

road
117 km
1527 m
Savage
Route profile

Highlights on the route

Start: Sinalunga City center
Sinalunga: Cycling Paradise in Tuscany
Sinalunga, located in Toscana, Italy, offers a diverse range of cycling routes suitable for both road and gravel cyclists. The town is surrounded by stunning countryside and is known for its rolling hills and winding roads. Cyclists can explore the nearby Val d'Orcia, a UNESCO World Heritage Site, which offers breathtaking views and challenging climbs. Sinalunga also serves as a great base for exploring the surrounding Tuscany region and its famous cycling spots such as Montalcino and Montepulciano. With its beautiful landscapes and rich cultural heritage, Sinalunga attracts cyclists from all over the world.
SinalungaTown
Sinalunga - Start your ride in the charming town of Sinalunga with its medieval architecture and historic charm.
I Cipressi di BaccolenoViewpoint
I Cipressi di Baccoleno - Experience the breathtaking beauty of I Cipressi di Baccoleno, a scenic area filled with cypress trees and rolling hills.
BuonconventoVillage
Buonconvento - Explore the picturesque town of Buonconvento, known for its historic buildings and inviting cafes.
Poggio della Sorbitella221 mPeak
Poggio della Sorbitella - Conquer the challenging Poggio della Sorbitella climb, known for its steep gradients and stunning views of the surrounding valleys.
RadiHamlet
Radi - Discover the charm of Radi, a quiet village nestled in the Tuscan countryside with breathtaking panoramic views.
Poggio Bosco Tondo243 mPeak
Poggio Bosco Tondo - Enjoy the rolling hills and scenic vistas of Poggio Bosco Tondo, a challenging climb with rewarding scenery.
Poggio ai Frati230 mPeak
Poggio ai Frati - Take on the demanding Poggio ai Frati climb, known for its challenging gradients and stunning panoramic views.
Torre del MangiaAttraction
Torre del Mangia - Visit the famous Torre del Mangia, a medieval tower offering panoramic views of Siena and the surrounding countryside.
ArbiaVillage
Arbia - Explore the quaint town of Arbia, known for its historic buildings and charming streets lined with local shops and cafes.
Colle di Monteaperti242 mPeak
Colle di Monteaperti - Experience the beauty of Colle di Monteaperti, a scenic area with panoramic views of the Tuscan countryside.
Rapolano TermeVillage
Rapolano Terme - Take a break at Rapolano Terme, a charming town known for its natural hot springs and relaxing spa resorts.
Poggio Bianco371 mPeak
Poggio Bianco - Enjoy the scenic views from the top of Poggio Bianco, a challenging climb with rewarding scenery.
RigomagnoVillage
Rigomagno - Cycle through the charming village of Rigomagno, known for its historic buildings and inviting cafes.
Palazzo PretorioCastle
Palazzo Pretorio - Visit the historic Palazzo Pretorio, an ancient palace filled with Renaissance art and stunning architectural features.
Finish: Sinalunga City center
Sinalunga: Cycling Paradise in Tuscany

Cycling routes nearby:

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Bettolle

Cycling Paradise in Toscana

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Torrita di Siena

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Lucignano

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Foiano della Chiana

Authentic Tuscan cycling through tranquil countryside.

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Marciano della Chiana

Authentic Tuscan cycling through quiet rural landscapes.

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Montepulciano Stazione

A charming locality in Toscana region with beautiful landscapes and nearby possibilities for famous climbs.

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Monte San Savino

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Montepulciano

A famous town with challenging climbs and rolling hills.

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Rapolano Terme

A charming locality with mostly flat routes and thermal baths.