4.4
(286)
9,661
riders
76
rides
Road cycling around Jesi offers varied terrain through Italy's Marche region, characterized by rolling hills, vineyards, and olive groves in the Vallesina. The area features quiet roads that wind through gentle inclines and descents, providing scenic backdrops for road cyclists. Routes often pass through medieval villages and past ancient castles, connecting historical sites with natural landscapes. The region's diverse geography allows for exploration from the Esino River valley to the Colli Esini.
Last updated: November 8, 2026
5.0
(4)
160
riders
57.4km
02:33
510m
510m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.2
(5)
121
riders
43.4km
01:47
210m
210m
Easy road ride. Mostly well-paved surfaces and easy to ride.

5.0
(4)
112
riders
52.8km
02:32
710m
710m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(3)
103
riders
63.8km
02:31
250m
250m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
64
riders
108km
05:41
1,870m
1,870m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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The Sanctuary of Santa Maria is an important Catholic place of worship located in the municipality of Monsano (AN). It is famous for the apparitions of the Virgin Mary, which, according to legend, occurred in February-March 1471 to three different people. At the time, there was an elm tree on this site from which the Virgin descended; in the snow, she traced the plan of a small chapel she wanted built in her honor. After initial mistrust from the Monsano farmers and the parish priest himself, on March 12, 1471, the feast of St. Gregory, the local population began laying the cornerstone, a small chapel measuring 6 by 4 meters. The fame of the apparitions and miracles spread rapidly, so much so that the following year it was given an arched portico. The decoration of the building was entrusted to the Jesi painter Andrea di Bartolo. In 1472, he painted the fresco of the Virgin inside, according to the descriptions of the three "seers," as well as the detailed inscriptions of the apparitions. On the exterior, he created the frescoes in the four lunettes of the portico with depictions of the Apparitions. Of these, only a reproduction survives, made on four parchments commissioned by the Massari of Monsano in 1623 and now housed in the Diocesan Museum of Jesi. The small church was enlarged again in the early 18th century, when the quadrangular hall was added at the front, resulting in the destruction of the portico and its frescoes. Between 1729 and 1734, the bell tower was erected, followed by the interior decoration. The pavilion vault is frescoed with decorative floral and cherub motifs; at the center is the Assumption of the Virgin. In 1736, the Jesi painter Domenico Luigi Valeri created the eight oval canvases depicting Stories of the Virgin Mary, placed in the Baroque cornices of the hall: the Nativity of Mary, the Annunciation, the Marriage of the Virgin, the Visitation, the Birth of Jesus, the Adoration of the Magi, the Baptism of Christ, and the Immaculate Conception. Between 1746 and 1764, the altarpieces of the two side altars, painted by Matteo Pannaria, depict the Deposition of Jesus from the Cross and the Madonna and Child between Saint Dominic and Saint John Nepomuk. The main altar was rebuilt in the late 18th century, and the simple neoclassical façade was added in the second half of the 19th century. In 1871, to commemorate the fourth centenary, a 25-pipe organ was added. https://www.santuariosantamaria.it/
1
0
Spectacular mountain accessible by road bike with climbs from four sides Braccano Castel San Pietro (Elcito) Frontale, Poggio San Vicino to obtain the Monte San Vicino Brevet
2
0
By the sea, cycle path, flat, every time the sea is rough it's a different experience.
1
0
Suggestive view of the Vallesina
0
0
Easy to use with any bike, very popular on Saturdays and Sundays.
2
0
Beautiful cycling routes 👍🏻 😉
1
0
Pleasant stretch along the coast
1
0
beautiful cycle path along the Esino, if you want you can reach Serra San Quirico
0
0
There are over 70 road cycling routes documented around Jesi on komoot, offering a wide variety of options for cyclists. These routes are highly rated by the komoot community, with an average score of 4.4 stars from over 30 reviews.
Road cycling around Jesi is characterized by rolling hills, vineyards, and olive groves within the Vallesina region. You'll find quiet roads with gentle inclines and descents, as well as more challenging routes with significant elevation gains, particularly towards areas like Monte San Vicino. The region's diverse geography allows for exploration from the Esino River valley to the Colli Esini.
The Marche region, where Jesi is located, offers pleasant conditions for road cycling for much of the year. Spring and autumn generally provide ideal temperatures and beautiful scenery, with fewer crowds. Summers can be warm, but early mornings or late afternoons are still enjoyable. The region is known for its scenic beauty and authenticity, making it a great destination outside of peak heat.
Yes, Jesi offers a range of routes for various fitness levels. You can find easy rides, moderate loops through the Vallesina, and more difficult routes with significant elevation gains. For example, the Abbazia di Sant'Elena – View of the Countryside loop from Jesi is a moderate option, while the Monte San Vicino – Braccano Murals Village loop from Jesi offers a challenging experience.
Many routes pass through well-preserved medieval villages and past ancient castles, offering cultural stops. You can explore sites like the Federico II Square and Pergolesi Theatre in Jesi, or the Morro d'Alba Historic Center. Natural features include the Musone River ford and the Roman Aqueduct of Angeli di Rosora. The region is also famous for its Verdicchio wine, with routes traversing vineyards.
Yes, many of the road cycling routes around Jesi are designed as loops, allowing you to start and end in the same location. Examples include the popular View of the Countryside – Abbey of Sant'Elena loop from Jesi and the Abbazia di Sant'Elena – Panoramic View of the Hills loop from Jesi, both offering scenic circular tours.
Yes, you can find routes that extend towards Lake Cingoli. The View of Lake Cingoli – Lago di Cingoli loop from Jesi is a moderate route that takes you towards this beautiful lake, offering picturesque views of the water and surrounding landscapes.
The komoot community highly rates road cycling in Jesi, with an average score of 4.4 stars. Cyclists often praise the region's quiet roads, low traffic, and the authentic Italian experience away from mass tourism. The scenic beauty, characterized by olive groves, medieval villages, and green valleys, is also a frequently mentioned highlight.
The Marche region is increasingly catering to cyclists. While specific establishments are not listed here, the presence of numerous medieval villages and wineries along cycling routes suggests ample opportunities for stops. Jesi itself, as a strategic starting point, offers various amenities for visitors, including cafes, restaurants, and accommodation.
Jesi, being a town, offers various parking options. For specific route starting points, it's advisable to check local parking availability in the vicinity of your chosen departure. Many routes begin from or pass through the town center, where public parking is generally available.
Jesi is well-connected within the Marche region by local public transport. While direct access to specific trailheads might vary, you can often use regional buses or trains to reach Jesi or nearby towns, from which you can then start your cycling adventure. It's recommended to check the specific public transport provider's rules regarding bikes.
Generally, no specific permits are required for road cycling on public roads and designated cycling routes around Jesi. However, if your route takes you through protected natural areas or private land, it's always good practice to be aware of any local regulations or signage.


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