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Cycling Paradise in Tuscany


Cycling routes from Sinalunga

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.

Embark on an epic gravel adventure through scenic valleys and charming villages

gravel
117 km
2099 m
Tough

This gravel cycling route takes you on an epic adventure through the valleys and villages near Sinalunga, Toscana. With a total ascent of 2099m over a distance of 117km, this route is suitable for experienced riders. The route offers stunning views, challenging climbs, and hidden gems to explore. The epicness score is 4, as the route provides a great mix of natural beauty and cultural heritage. The highlights include Sinalunga, Foiano della Chiana, Castiglion Fiorentino, Belvedere Rossano Naldi, Poggio Belvedere, Valuberti, Monte della Croce, Passo della Cerventosa, Ossaia, and L'Amorosa.


Discover the rugged beauty of Tuscany on this gravel adventure near Sinalunga.

gravel
55 km
422 m
Tough

This challenging gravel route near Sinalunga takes you through the stunning Tuscan landscape. With a moderate ascent and a distance of 55km, this route is suitable for experienced off-road cyclists. Highlights include the picturesque town of Petrignano and the beautiful Montepulciano Stazione. With its mix of gravel paths and quiet country roads, this route offers a unique and memorable cycling experience.


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

road
117 km
1527 m
Savage

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.


Explore the picturesque Tuscan countryside on this scenic road route near Sinalunga.

road
85 km
659 m
Tough

Take a leisurely ride through the stunning Tuscan countryside on this scenic road route near Sinalunga. With a moderate ascent of 659 meters and a distance of 85km, this route is perfect for cyclists of all levels. Highlights include the charming town of Marciano della Chiana and the beautiful Castiglion Fiorentino. With its smooth roads and breathtaking scenery, this route offers a relaxing and enjoyable cycling experience.


Embark on a stunning road cycling tour from Sinalunga

road
94 km
1271 m
Tough

Explore the captivating countryside of Tuscany on this challenging road cycling route starting near Sinalunga. Marvel at the scenic beauty of Poggio del Castagnolo, Trequanda, and San Giovanni d'Asso along the way. Enjoy the peacefulness of Il Boschetto and the spectacular views from Poggio Grilli. Discover the historical town of Murlo and pedal through the picturesque Monteroni d'Arbia. Admire the beauty of Poggio Santa Francesca and Poggio del Leccio before reaching the charming village of Rigomagno. Conclude your journey by visiting the magnificent Palazzo Pretorio.


Cycling through Marciano della Chiana, Castiglion Fiorentino, Belvedere Rossano Naldi, Camucia, and L'Amorosa

road
68 km
457 m
Tough

This round-trip cycling route takes you through the charming towns of Marciano della Chiana, Castiglion Fiorentino, Belvedere Rossano Naldi, Camucia, and L'Amorosa. Along the way, you'll be treated to scenic views of the beautiful countryside of Toscana, Italy. The route offers a mix of gentle ascents and flat sections, making it suitable for very well-trained amateurs. With a total distance of 68 kilometers and an ascent of 457 meters, the route provides a moderate challenge while still allowing you to enjoy the picturesque surroundings.


Escape to the rolling hills and historic sites on this scenic gravel route

gravel
39 km
852 m
Tough

Escape to the enchanting rolling hills and discover historic sites on this gravel cycling route near Sinalunga, Toscana. With a total ascent of 852m over a distance of 39km, this route offers a moderate level of difficulty suitable for intermediate riders. Experience the beauty of the Tuscany countryside with its picturesque landscapes and charming villages. The epicness score is 3, as the route provides enjoyable cycling and scenic highlights. The highlights include Sinalunga, Poggio del Castagnolo, San Gimignanello, Poggio Bianco, and Scrofiano.


Embark on an epic road ride through the heart of Tuscany on this challenging route starting near Sinalunga.

road
108 km
1741 m
Savage

This challenging road route near Sinalunga is perfect for experienced cyclists looking to explore Tuscany's stunning countryside. With a challenging ascent of 1741 meters and a distance of 108km, this ride offers a true test of endurance. Highlights include the scenic Poggio del Castagnolo, the charming town of Trequanda, and the historic Torrenieri. With its mix of challenging climbs and scenic descents, this route provides an unforgettable cycling experience.


Embark on an exciting gravel adventure to hilltop towns and Tuscan delights

gravel
55 km
1100 m
Tough

Experience the beauty of the Tuscan countryside and discover hilltop towns on this exciting gravel route near Sinalunga, Toscana. With a total ascent of 1100m over a distance of 55km, this route is suitable for intermediate and experienced riders. Explore charming villages, enjoy scenic views, and savor Tuscan delights. The epicness score is 3, as the route provides a mix of cultural and natural highlights. The highlights include Sinalunga, Poggio San Pietro, Pienza, Castelmuzio, Piazza di Siena, and L'Amorosa.


Discover stunning castles and charming countryside on this gravel route

gravel
50 km
996 m
Tough

This gravel cycling route takes you through the picturesque countryside near Sinalunga, Toscana. Along the way, you will encounter beautiful castles, rolling hills, and picturesque towns. The route offers a moderate level of difficulty, with a total ascent of 996m over a distance of 50km. The epicness score is 3, as the route offers scenic views and interesting highlights. The highlights include Sinalunga, Poggio del Castagnolo, Poggio del Leccio, Asciano, Serre di Rapolano, Poggio Bianco, and Scrofiano.


Cycling routes nearby:

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Bettolle

Cycling Paradise in Toscana

Image of Torrita di Siena
Torrita di Siena

Conquering the legendary Monte Amiata and immersed in stunning Tuscan landscapes.

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Lucignano

Exploring the captivating medieval town of Lucignano and conquering the ascent to Monte San Savino.

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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

Exploring the historical center and conquering the legendary Montefienali climb in 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.

Nearby regions:

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Corse

Embark on a cycling adventure through the enchanting landscapes of Corse.

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Piemonte

Conquering the iconic climbs and savoring the local cuisine of Piemonte.

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Liguria

Conquer legendary climbs and enjoy breathtaking coastal routes in Liguria

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Lombardia

Conquering legendary climbs in Lombardia

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Veneto

Experiencing the ultimate road and gravel cycling in Veneto

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Umbria

Cycling through the picturesque Umbria

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Marche

Enjoying the best of coastal and hillside cycling in the beautiful Marche region.

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Lazio

Discover the treasures of Lazio on two wheels.