Best natural monuments around Pennabilli include dramatic rocky peaks, extensive regional parks, and pristine riverine landscapes. Pennabilli, situated in the Alta Valmarecchia, is defined by its distinctive geography, with a significant portion of its territory lying within the Sasso Simone and Simoncello Regional Park. These natural features often integrate with the region's historical and artistic heritage, offering diverse exploration opportunities.
Last updated: May 16, 2026
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Between Pomte Presalino and Badia Tedalda, turning off before the suspension bridge, you'll find a minor paved road on the left that also leads to the Presalino Waterfall. A pleasant road that passes through scattered ancient houses and through a beautiful forest that leads to the Presalino Waterfall. It's a charming natural waterfall located in the municipality of Badia Tedalda (Arezzo), within the Alpe della Luna State Nature Reserve.
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The flow of the water then or less rapid of that waterfall marks the period and the seasons. Passing by here it is almost obligatory to take a photo.
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The waterfall can be reached via Badia Tedalda, along an asphalt road that starts from the main square of the town and descends quite steeply towards the waterfall, or you can pass through Ponte Presale and follow the signs for "piscina nera" after 1 km, always on paved road with no slopes, you arrive at the waterfall. Much more beautiful in spring because it is richer in water.
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Mount Carpegna is a mountain massif of the Tuscan-Romagna Apennines, located on the border between the provinces of Pesaro and Urbino, Rimini and Forlì-Cesena. The highest peak is Monte Carpegna, which reaches 1,415 meters above sea level. The massif is characterized by beech, oak and chestnut woods, and by meadows and pastures.
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The Rocca di Maioletto is an ancient fortress located in Maiolo, in the province of Rimini, Emilia Romagna, Italy. The fortress was built on a gigantic mass of sand and clay and dominates the valley.
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The Rocca di Maioletto is an ancient fortress located in Maiolo, in the province of Rimini, Emilia Romagna, Italy. The Rocca di Maioletto was built on a gigantic boulder of sand and clay and the few restored ruins are the remains of one of the most difficult fortresses to conquer in the entire Valmarecchia and Montefeltro. Legend has it that the fortress of Maioletto and the village below were destroyed by a landslide, which tradition indicates occurred between 29 and 30 May 1700 as divine punishment for an "angelic dance held within the castle walls".
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Rocca Di Maiolo (or Maioletto) ═════════════════ 👇 here the video in 4K 👇 https://youtu.be/ikL1t7IUx3c
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Place to see, ancient fortress commissioned by Cosimo I of which little or nothing remains
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Pennabilli is characterized by its dramatic rocky peaks, extensive regional parks, and pristine riverine landscapes. Key features include the Sasso Simone and Monte Simoncello, which are part of the Sasso Simone and Simoncello Regional Park. The village's distinctive geography is also shaped by formations like The Roccione and The Rupe, offering panoramic views of the Montefeltro region.
The area around Pennabilli offers diverse outdoor experiences. You can explore numerous hiking trails, including those around the Trabocchino Pass, which is a key intersection for paths like CAI 101, 102, and 104. For more specific routes, you can find options for running, gravel biking, and mountain biking in the region.
Yes, the Monte Montone Municipal Park is an excellent choice for families. It extends for 85 hectares with well-maintained paths suitable for walking or mountain biking, and equipped picnic areas. The Sasso Simone and Simoncello Park Museum in Pennabilli also offers interactive workshops and dioramas, making it a great starting point for understanding the local biodiversity with children.
Many natural monuments in Pennabilli are intertwined with history. Sasso Simone, for instance, holds historical significance with ruins of the Medici's Città del Sole. The Rupe and The Roccione, the rocky peaks from which Pennabilli derives its name, historically hosted ancient castles, and climbing The Rupe reveals ruins of the ancient Billi Castle.
The Sasso Simone and Simoncello Regional Park, which covers a significant portion of Pennabilli's territory, is a haven for local flora and fauna. The Summit of Monte Carpegna, for example, is surrounded by a luxuriant forest home to birds of prey and mammals such as foxes, roe deer, and wolves. The Monte Montone Municipal Park also hosts fallow deer, squirrels, wild boars, and various bird species.
For breathtaking panoramic views, consider climbing The Rupe, which offers vistas encompassing the entire village of Pennabilli and the surrounding Montefeltro region. An overlook at The Roccione, easily accessible from Piazza Vittorio Emanuele II, also provides impressive views over the Senatello Stream basin and Mount Aquilone. Additionally, the Summit of Monte Carpegna and Trabocchino Pass are known for their expansive panoramas, extending even to the sea from Monte Carpegna.
Yes, the region features interesting geological formations. Il Canaiolo, a natural area within the Marecchia Valley, is characterized by crevices formed by ancient streams and large boulders, creating a primitive and evocative landscape with crystal-clear waters. The massif of Monte Carpegna is also noted for its calcareous geological nature.
The 'Childhood of the World' Nature Trail is a unique path dedicated to the local artist Tonino Guerra. It weaves through the natural beauty of the Upper Valmarecchia, offering an immersive experience where art, history, and nature intertwine. It's ideal for hikers who appreciate a blend of culture and natural scenery, inviting visitors to discover extraordinary corners of beauty and charm.
The natural monuments around Pennabilli can be enjoyed throughout much of the year. Spring and autumn offer pleasant temperatures for hiking and exploring the diverse flora. Summer provides refreshing retreats in areas like Il Canaiolo with its cool waters. Winter can offer a different, serene experience, though some higher paths, like those to Sasso Simone, might have restricted access due to military range activities, so checking local conditions is advisable.
For those seeking a challenge, the ascent to Monte Simoncello is notable. It involves some exposure and requires good movement ability, with steel cables provided to assist on steep sections. While no special equipment is necessary, it is considered a challenging climb. The area also offers difficult-rated running, gravel biking, and MTB routes, such as the 'Emilia-Romagna–Tuscany Border – Sella dei Sassi loop' for running or the 'Carpegna boundary stone – The Cippo Forest loop' for MTB.
The Sasso Simone and Simoncello Regional Park is the most significant natural feature in the area, spanning nearly 5,000 hectares and encompassing 50% of Pennabilli's territory. It is a vital ecosystem for local flora and fauna, characterized by diverse landscapes including forests of beech, oak, and other species. The park is home to prominent natural monuments like Sasso Simone and Monte Simoncello, offering extensive opportunities for nature exploration.


Extend your search for the best caves by checking out these guides of the top ones around Pennabilli: