![Cover image](https://images.tarmacs.app/cycling-routes/photos/italy/toscana/2589922050/pieve-al-toppo-1.webp)
The Hillside Adventure
A road cycling route starting from Castiglion Fiorentino
Embark on an exciting cycling adventure through the scenic hillsides near Castiglion Fiorentino.
Map
![Map miniature of "The Hillside Adventure" cycling inspiration in Toscana, Italy. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/italy/toscana/castiglion-fiorentino/road/92637.webp)
Get ready for an adventurous ride through the beautiful hillsides on this 88 km road cycling route. With a moderate ascent of 952 meters, this route is suitable for cyclists who enjoy a challenge. Explore the historic town of Castiglion Fiorentino and discover highlights such as the renowned Belvedere Rossano Naldi and the charming Monte San Savino. Immerse yourself in the fascinating towns of Poggio Muricci, Poggio Santa Lucia, and Monte Acuto.
road
88 km
952 m
Tough
Route profile
Highlights on the route
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Start: Castiglion Fiorentino City centerCastiglion Fiorentino: Uncover Tuscan treasures on tranquil cycling routes.
Castiglion Fiorentino is a charming town in the Tuscany region of Italy that provides a delightful cycling experience. The area surrounding Castiglion Fiorentino offers a mix of quiet country roads and rolling hills, perfect for road and gravel cyclists. The rides are generally moderate, with occasional short climbs to keep things interesting. The town itself features several historical sites, including its medieval walls and the Church of Sant'Angelo. Famous cycling climbs such as the Monte Lignano are also easily accessible from Castiglion Fiorentino. Overall, Castiglion Fiorentino is a hidden gem suitable for cyclists looking to immerse themselves in Tuscany's beauty.0 km
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Castiglion FiorentinoTownVisit the picturesque town of Castiglion Fiorentino and experience its rich history.
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Belvedere Rossano NaldiViewpointEnjoy the stunning panoramic views from the Belvedere Rossano Naldi.
26 km
26 km
Monte San SavinoVillageDiscover the charming town of Monte San Savino and soak in its authentic Italian charm.
34 km
34 km
Poggio Muricci557 mPeakExperience the beauty of Poggio Muricci and enjoy its breathtaking landscapes.
46 km
46 km
Poggio Santa Lucia355 mPeakExplore the historic town of Poggio Santa Lucia.
49 km
49 km
AmbraVillageEnjoy the charming town of Ambra and delight in its beautiful surroundings.
61 km
61 km
Monte Acuto536 mPeakDiscover the hidden gem of Monte Acuto and take in its peaceful atmosphere.
71 km
71 km
Pieve al ToppoVillageVisit the historic town of Pieve al Toppo and learn about its fascinating history.
85 km
85 km
MortelleHamletExperience the natural beauty of Mortelle and witness its serene landscapes.
88 km
88 km
Finish: Castiglion Fiorentino City centerCastiglion Fiorentino: Uncover Tuscan treasures on tranquil cycling routes.
Cycling routes from Castiglion Fiorentino:
The Tranquil Trail Belvedere Rossano Naldi Loop The Hillside Adventure The Valiano Loop The Hilltop Adventure Castiglion Fiorentino - Cortona Gravel Adventure The Panoramic Trek Castiglion Fiorentino - Passignano sul Trasimeno Castiglion Fiorentino - Pergognano Gravel Loop Castiglion Fiorentino - Cortona Epic Gravel Ride
Cycling routes nearby:
![Image of Cortona](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/cortona-5.webp)
![Image of Marciano della Chiana](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/marciano-della-chiana-5.webp)
![Image of Pieve al Toppo](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/pieve-al-toppo-5.webp)
![Image of Foiano della Chiana](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/foiano-della-chiana-5.webp)
![Image of Arezzo](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/arezzo-5.webp)
![Image of Monte San Savino](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/monte-san-savino-5.webp)
![Image of Lucignano](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/lucignano-3.webp)
![Image of Terontola](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/terontola-5.webp)
![Image of Bettolle](https://images.tarmacs.app/cycling-routes/covers/italy/toscana/bettolle-4.webp)