Stage 1 – Historic Center of Senigallia
The itinerary to discover the hills and villages that enliven the surroundings of Senigallia begins in the heart of the city, with a short tour of the historic center. We start from the Rotonda, following the seafront until we reach the imposing Foro Annonario, a harmonious neoclassical brick structure, designed in 1834 by the Senigallia architect Pietro Ghinelli. The circular square houses the daily fruit and vegetable market and, under the portico of 24 Doric columns, numerous local food and wine shops. The Foro Annonario is also the stage for cultural events and today houses the Antonelliana Library and the Municipal Archives, becoming the cultural heart of the city.
After exploring the Foro Annonario, you head towards the nearby Piazza del Duca, where the majestic Rocca Roveresca stands out, a Renaissance fortress with a quadrangular plan and four cylindrical towers at the corners. Its current form dates back to 1476-1482, the result of the works of Giovanni Della Rovere based on a design by Luciano Laurana and Baccio Pontelli, incorporating vestiges of previous fortifications.
Continuing, the route leads to Piazza Saffi, from which you take Viale Matteotti to the historic Church of Portone or Santa Maria della Neve. The church, with three naves visible from the façade, houses paintings of the seven sacraments and a magnificent Pincetti pipe organ, still used today during the summer Organ Festival.
After leaving the historic center, the itinerary moves towards the coast, towards the maritime hamlet of Marzocca.
Stage 2 – Marzocca
Located on the border with Montemarciano, Marzocca extends along a gravel beach with a sandy bottom and has boasted the Blue Flag since 1996. The history of the village is ancient: until the 14th century, the sea lapped the area, while in the following centuries, fishing and cultivation of the area shaped the local economy.
A must-see is the Church of Sant’Antonio da Padova, built in 1979 to a modern design with a circular plan and a dome inspired by the Pantheon, with frescoes by the Aletti Center depicting the Passion of Christ. On the seafront there is also the Madonnina del Pescatore, a small brick sanctuary from the ’30s, close to the beach. Not far away, the botanical garden of Moreno Cedroni, a famous Michelin-starred chef, adds a gastronomic and cultural touch to the hamlet.
From the coast you climb up towards the first hills, heading towards Montignano.
Stage 3 – Montignano
Montignano, a hilltop hamlet of Senigallia, preserves a medieval village that tells centuries of history. In the center of the town is the medieval Church of San Giovanni Battista, rebuilt after the 1930 earthquake and consecrated in 1933. The church has a Latin cross plan with three naves, pilasters with Corinthian columns, and a coffered roof; the apse houses three historiated single-lancet windows, while the interior houses the precious Callido organ from 1770. The patronal festivals, particularly that of San Giovanni Battista on June 28th, enliven the village with processions, concerts, and moments of local community gathering.
Outside the center, just beyond the cemetery, is the Albani Tower, built at the end of the fifteenth century by the Della Rovere family as a lookout and defense garrison. The tower, located in a panoramic position, allowed visual communication with Senigallia, Montemarciano and other towers in the area, signaling dangers and incursions by sea. Restored over the centuries, it preserves the Albani family coat of arms and represents a historical symbol of the military strategy and memory of the area. From the top of the hill, the view extends over the surrounding hills and the Adriatic coast, offering ideal glimpses for photography and nature lovers.
Montignano is also a starting point for exploring the surrounding hills and tasting typical local products, such as wine, oil, and cheese, an expression of the area’s agricultural tradition. After leaving the village, the route continues towards the hamlet of Castellaro, immersing yourself in the Senigallia hills and the local food and wine excellence.
Stage 4 – Castellaro
Castellaro is a must-see for wine lovers. Cantina Giusti, nestled in the hills, produces organic wines such as the famous Lacrima, an expression of the Marche region, continuing a family tradition since 1930. After the wine stop, the walk crosses the hills passing through the small village of Grottino until reaching Filetto.
Stage 5 – Filetto
An ancient town, inhabited since the Neolithic, Filetto is home to the Church of Santa Maria del Filetto, linked to the Knights of Jerusalem and rich in historical Jews. The village has also been the site of Roman and Byzantine settlements, which have left traces in the area.
Continuing, you pass through the hamlet of Bettolelle, where you can stop at Cantina Mezzanotte, famous for its native wines such as Verdicchio and Lacrima di Morro d’Alba.
From here, the itinerary heads towards Sant’Angelo.
During this stretch, the surrounding hills offer panoramic views where you can recognize the compositions dear to Giacomelli: rows, fields and hills that seem suspended in time.
Stage 6 – Sant’Angelo
Sant’Angelo is a hilly hamlet that offers breathtaking views of the coast and the surrounding countryside, also immortalized in the famous works of photographer Giacomelli. The village still retains the atmosphere of ancient rural settlements, with narrow alleys and stone houses that tell centuries of local history. The Church of Sant’Angelo, dating back to the 11th century, preserves the community’s religious traditions, while the village’s small oven is a daily meeting place, where the aroma of fresh bread and sweets accompanies the lives of residents and attracts visitors eager to savor traditional recipes.
From the Sant’Angelo hill, the route slowly descends towards the next hamlet, Le Grazie.
This stretch of road also offers two points of interest for Giacomelli photography lovers.
Stage 7 – Le Grazie
The Santa Maria delle Grazie complex, including the church and convent, was designed by the architect Baccio Pontelli in 1491 at the behest of Giovanni Della Rovere, lord of Senigallia. Over the centuries, the complex has served a spiritual, educational, and cultural function in the area, hosting the Friars Minor and becoming a point of reference for the community. After a long and careful restoration, the church reopened in 2024, returning to being a center of worship, a venue for cultural events and community events.
In addition to the religious spaces, the complex houses the Mezzadria Museum “Sergio Anselmi”, which chronicles peasant life and local agricultural traditions, illustrating the history of sharecropping and the peasant families who have lived and worked in the region for centuries. The museum offers a unique perspective on the connection between man, land, and material culture, making Le Grazie a fundamental stage in understanding the history of the Senigallia countryside.
After leaving Le Grazie, the itinerary heads inland to the hamlet of Roncitelli, continuing the journey through hills, history, and local traditions.
Stage 8 – Roncitelli
Roncitelli, documented since the year 1000, preserves Roncitelli Castle, built between the 13th and 14th centuries and linked to the Mastai family, including Pope Pius IX. The hamlet also offers the simple and charming Church of Santa Liberata, with a masonry spire bell tower. The Chiave di Cicchino Association collects and enhances the history of the village over the last hundred years.
Continuing towards the sea, the itinerary reaches Scapezzano.
Stage 9 – Scapezzano
From Roncitelli Hill, the route heads towards the hamlet of Scapezzano, an ancient walled village overlooking the greenery of the Senigallia countryside. Situated on a hill, the town offers spectacular views of the Adriatic coast and the surrounding hills, once essential for territorial control and now perfect for photography and landscape lovers. The view extends to the Catria, Nerone, and San Vicino mountains, and on clear days, you can see the Vettore, offering a unique glimpse of the Marche panorama.
The village still retains part of its medieval walls, with the evocative Torrione and the Clock Tower, witnesses to Scapezzano’s defensive and strategic history. The intimate and picturesque center is characterized by cobbled streets and stone houses, which recall the ancient origins of the village. At the center stands the Church of San Giovanni Battista, an elegant eighteenth-century building with a single nave, whose walls house important works of religious art.
Scapezzano is also the protagonist of the historical reenactment of the Siege of Scapezzano, which celebrates the village’s resistance in 1480 against pressure from Duke Giovanni della Rovere, lord of Senigallia. This annual event combines history, tradition and folklore, engaging the local community and visitors on an immersive journey into the past.
Near the village, you can make interesting food and wine stops: the Cantina e Frantoio Mazzola offers tastings of local wines and extra virgin olive oil, the fruit of agricultural tradition and respect for the area. Here you can discover the profound connection between history, land, and food and wine culture, enjoying an authentic experience of rural life in the Marche region.
After admiring the views, the medieval streets and the excellence of the area, the route continues towards the hamlet of Cesanella, the last stop on our itinerary, gently ascending towards the sea.
Stage 10 – Cesanella
Cesanella is home to the modern Church of San Giuseppe Lavoratore, characterized by a large circular exposed concrete structure and large windows that illuminate the interior. The building welcomes the faithful in a small and bright space, with the Baptistery and the painting of Our Lady of the Rosary as focal points of the community.
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Senigallia
Senigallia is not merely a seaside resort, but a true state of mind capable of winning over every visitor. Famous throughout Europe as the picturesque “Velvet Beach” thanks to its fourteen kilometres of fine, golden sand, this destination in the Marche region boasts a fascinating and unexpected dual character. On the one hand, it shines with the infectious energy of its seafront promenade, whose undisputed symbol is the splendid Rotonda a Mare: an architectural masterpiece from the 1930s which, with its unmistakable shell-like shape suspended above the waves and its long jetty, offers unforgettable sunsets and a magical atmosphere. Leaving the sound of the surf behind and crossing the River Misa, you discover the other face of the town: an elegant Renaissance-style historic centre. Here stands the majestic Rocca Roveresca, an ancient fortification that tells of centuries of history right up to the splendour of Duke Giovanni della Rovere, overlooking the picturesque and scenic Piazza del Duca. The heart of the city beats beneath the long Portici Ercolani, a marvellous 18th-century colonnade in Istrian stone that today houses shops and cafés, and extends towards the nearby Foro Annonario. This circular neoclassical structure is the true hub of the town: it brings the city to life by day with its lively fish and fruit and vegetable market, before transforming at sunset into the centre of nightlife, with wine bars, live music and shared smiles. Senigallia also stands out as a renowned culinary capital. It is an extraordinary place where the haute cuisine of internationally acclaimed Michelin-starred chefs – who have turned it into a true destination of choice – coexists harmoniously with the authentic, down-to-earth flavours of local tradition, from the historic cheese pizzas to the classic fried fish served in a paper cone, to be enjoyed whilst sitting on the pier. This people-friendly city, perfectly flat and bike-friendly, is ideal for exploring by bicycle, savouring its slow but never dull pace. The energy reaches its peak in August with the Summer Jamboree, the famous international festival that takes the streets back to the 1950s in a riot of rock ’n’ roll, vintage cars and pure joy. Elegant and vibrant, romantic and modern, Senigallia is a destination that you don’t just visit, but experience intensely in every nuance.
Marzocca
Marzocca, Senigallia’s most populous and lively coastal hamlet, is an enchanting strip of land nestled between the blue of the sea and the green of the Marche hills. Awarded the prestigious Blue Flag since 1996, this resort embodies the authentic charm of a deep-rooted seafaring tradition combined with welcoming tourist development. Its roots date back to the Middle Ages, but its fishing heritage, particularly linked to clam harvesting, was the mainstay of the coast until the early 20th century. It was then in the 1930s, thanks to the vision of Count Giovanni Fiorenzi, that Marzocca began to transform into a sought-after holiday destination through the construction of elegant villas. Strolling through its streets, one discovers historic and modern sites that reveal its deepest soul. The Church of St Anthony of Padua stands out, a building with modern circular architecture characterised by a striking dome inspired by the Pantheon and embellished inside with frescoes by Father Marko Rupnik. On the seafront, watching over local traditions, stands the Madonnina del Pescatore, a picturesque turreted shrine that for almost a century has served as a landmark and a symbol of protection for those setting out to sea. The region’s excellence and innovation are also reflected in the aromas of Michelin-starred chef Moreno Cedroni’s botanical garden, situated right opposite the beach, cementing an indissoluble and creative bond between the coastal landscape and haute cuisine. With its boundless horizons and relaxed atmosphere, Marzocca is today the perfect retreat for those seeking the tranquillity of seaside life without sacrificing the richness of local culture and flavours.
Montignano
Montignano is a picturesque hillside hamlet of Senigallia, nestled amongst the green hills of the Marche region and offering views of the Adriatic Sea. The village retains the atmosphere of an ancient medieval settlement, characterised by narrow streets, stone houses and picturesque views that tell the thousand-year-old history of the area. Montignano is an ideal stop for those wishing to combine history, nature and breathtaking views, whilst enjoying the vista of the surrounding hills and the Adriatic Sea.
Castellaro
Castellaro is a must-visit destination for wine lovers. The Giusti Winery, nestled in the hills, produces organic wines such as the famous Lacrima, a true expression of the Marche region, continuing a family tradition that dates back to 1930. After this wine-tasting stop, the route winds through the hills, passing through the small village of Grottino before reaching Filetto.
Filetto
An ancient settlement, inhabited since Neolithic times, Filetto is home to the Church of Santa Maria del Filetto, linked to the Knights of St John and rich in historical frescoes. The village was also the site of Roman and Byzantine settlements, which have left their mark on the area. Continuing on, you pass through the hamlet of Bettolelle, where you can stop at Cantina Mezzanotte, famous for its local wines such as Verdicchio and Lacrima di Morro d’Alba. From here, the route heads towards Sant’Angelo. Along this stretch, the surrounding hills offer vantage points from which one can recognise the scenes dear to Giacomelli: rows of vines, fields and hills that seem suspended in time.
Sant'Angelo
Sant’Angelo is one of the oldest and most picturesque hamlets of Senigallia, situated on a hill overlooking the Adriatic coast and the surrounding rolling hills. Its strategic and panoramic location has made the village the subject of some of Giacomo Giacomelli’s most famous photographic works, capturing glimpses of rural landscapes and views of the town and the sea. Main attractions Church of Sant’Angelo: dating back to the 11th century, it is the spiritual heart of the hamlet. It preserves local religious traditions and maintains the atmosphere of the small rural villages of the Marche hinterland. Historic village: the narrow streets and houses of Sant’Angelo retain an old-world charm, typical of hilltop villages, offering picturesque views of the surrounding countryside. Giacomelli’s Views: from the hilltop vantage points, you can admire the views that inspired the famous photographer from Senigallia, which have become visual icons of the area. Sant’Angelo is the perfect stop for those seeking an authentic experience, combining religious traditions, historic architecture and the beauty of the Marche landscape.
Le Grazie
Leaving the liveliness of the “Velvet Beach” behind, you need only travel a few kilometres towards the first hill to discover Le Grazie, a place where Renaissance history and rural heritage blend in a captivating embrace. The beating heart of this hamlet is the monumental complex of Santa Maria delle Grazie, a true architectural gem commissioned in 1491 by the lord of Senigallia, Giovanni Della Rovere, and designed by the skilled hand of the architect Baccio Pontelli. Recently returned to the community following a meticulous restoration completed in 2024, the church now shines with new splendour, once again serving not only as a spiritual beacon but also as a vibrant cultural and social hub. But the visit does not end within the sacred naves: the rooms of the ancient convent are home to the ‘Sergio Anselmi’ Museum of Sharecropping, an unmissable stop for anyone wishing to understand the true soul of the Marche region. Here, amidst ancient tools and artefacts of rural life, one discovers the deep and arduous bond between man and the land, retracing the history of the sharecropping families who for centuries have shaped this landscape. Le Grazie thus represents the perfect “gateway” to the Senigallia hinterland: a refreshing and culturally enriching stop before continuing the journey along the scenic bends, heading towards the nearby castle of Roncitelli, where the authentic beauty of the countryside continues to unfold.
Roncitelli
Roncitelli, a charming hillside hamlet in the hinterland of Senigallia, is a picturesque village where historical heritage blends harmoniously with everyday life and gentle rural landscapes. Its ancient roots, dating back to the year 1000 and intertwined with the Hermitage of Fonte Avellana and the rule of the Malatesta family, still permeate the atmosphere of the village today. The beating heart of the village is its Castle, an imposing defensive structure built between the 13th and 14th centuries, historically linked to Cardinal Albornoz and the Mastai family, from whom Pope Pius IX descended. Welcoming visitors at the entrance to the village is the Church of Santa Liberata, the oldest place of worship in the hamlet, which, despite its 19th-century layout, still preserves precious traces of the 17th century. The community’s deep-rooted social identity is celebrated in the “Chiave di Cicchino” Museum, a charming space in the historic centre that traces the last century of village life, illustrating through photographs and historical artefacts the events linked to agriculture, sharecropping, wars and emigration. Far from the hustle and bustle of the coast, Roncitelli offers an immersive experience amidst ancient architecture and unspoilt nature, proving to be the ideal destination for those wishing to explore the most intimate and authentic soul of the Senigallia area.
Scapezzano
Scapezzano is a charming walled village nestled in the hills around Senigallia, a veritable natural balcony offering spectacular views suspended between the coast and the surrounding mountains. This perfectly preserved medieval gem tells the story of centuries of history and its former strategic importance through the remains of its mighty defensive walls and the keep. A proud past that comes to life every year thanks to the evocative historical re-enactment of the Siege, an event celebrating the village’s tenacious resistance in 1480 against the ambitions of Giovanni Della Rovere. Dominating the village stands the parish church of San Giovanni Battista, an elegant example of 18th-century architecture housing fine 15th-century frescoes and works by the painter Lelio Leoncini. In addition to its priceless historical heritage, the village is a paradise for lovers of beauty and nature. It is in these very countryside landscapes that the famous views immortalised by the master photographer Mario Giacomelli are hidden; his shots have made the gentle slopes of the Marche region stretching towards the sea iconic throughout the world. Rounding off this immersion in the region’s authentic character are the local culinary delights, which can be discovered just a short walk from the town centre at the Mazzola Winery and Oil Mill, where tasting wines and extra virgin olive oil becomes a unique sensory experience. With its medieval charm, artistic photography and authentic flavours, Scapezzano proves to be the ideal destination for those seeking the true soul of the Marche region.
Cesanella
Cesanella is home to the modern Church of St Joseph the Worker, characterised by a large circular structure of exposed concrete and large windows that flood the interior with light. The building welcomes worshippers into an intimate and bright space, with the Baptistery and the painting of Our Lady of the Rosary serving as focal points for the community.
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