The best walks and hikes around Pennabilli
4.6
(255)
1,017
hikers
65
hikes
Hiking around Pennabilli is one of the best ways to experience more of the landscape, although finding the right route is not always easy. To help, here are the top hikes and walks around Pennabilli — so you can just get out and go.
Last updated: October 25, 2025
4.5
(13)
46
hikers
1. Tonino Guerra Poetry Trail to Canaiolo Waterfalls
7.68km
02:20
270m
280m
Poetry trail through gentle hills to peaceful Canaiolo waterfalls where the Dalai Lama once visited.
Intermediate
2
hikers
2. From Pennabilli to San Leo (Grande Circuito della Romagna, Stage 13)
17.2km
04:58
440m
430m
Medieval hilltop trail linking Pennabilli and San Leo through ancient cobblestone paths and fortress views.
Intermediate
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3. From Miratoio to Sasso Simone Junction via Alta Via dei Parchi
20.4km
06:21
770m
770m
Historic borgo and lunar-like badlands create a striking contrast on this Apennine adventure.
Expert
4.7
(14)
58
hikers
4. Ford – Fontana di Pennabilli loop from Pennabilli
7.86km
02:24
270m
280m
Intermediate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Intermediate
4.9
(10)
40
hikers
5. Passo del Trabochetto – Monte Carpegna East Summit loop from Maciano
15.4km
05:13
810m
810m
Expert hike. Very good fitness required. Sure-footedness, sturdy shoes and alpine experience required.
Expert
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
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