Whether for the view or for the challenge, climbing the mountainous peaks around Chillington is the best way to experience more of this beautiful region. But with 3
to choose from, it can be tough to know which peak to proceed with. That’s why we’ve collected the best peaks and summits around Chillington for you here — so you can easily add one to your next adventure.
Last updated: June 28, 2026
Highlight • Natural Monument
Tip by
Highlight • Viewpoint
Tip by
Sign up now to discover places like this
Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.
Sign up for free
Highlight • Viewpoint
Tip by
Highlight • Historical Site
Tip by
Highlight • Historical Site
Tip by
Start today with a free account
Your next adventure awaits.
Login or Signup
From the Pilsdon Pen car park, you are treated to a stunning, sweeping panorama of West Dorset’s rolling hills. Looking south, the lush Marshwood Vale opens up dramatically, framed by distant coastal ridges near Charmouth. It is an expansive, breathtaking introduction to the landscape before you even begin the hill climb.
0
0
From the trig point at Pilsdon Pen summit, you get spectacular, wide-open views across Dorset. Looking south, the eye sweeps over the lush farmlands and rolling hills of the Marshwood Vale, extending all the way down to Bridport and the dramatic cliffs of the Jurassic Coast.
0
0
Evidence suggests it housed both legionary infantry and auxiliary cavalry units. The fort was likely abandoned around AD 61, coinciding with the Boudican revolt, when Roman troops were redeployed to quell the uprising. Archaeological excavations have revealed the layout of the timber fort, including features like the principia (headquarters), praetorium (commander's residence), and possibly barrack blocks. A bathhouse, potentially with one of Britain's earliest mosaics, was also found nearby.
0
0
Waddon Hill is a prominent hill in the English county of Dorset, near Beaminster. It's most famous for being the site of a short-lived Roman fort. Built by the Second Legion (Legio II Augusta) under Vespasian, it was occupied for roughly a decade, from about AD 50 to 60/61. This places its construction after the initial Roman invasion of Britain (AD 43) and after the abandonment of other local Roman sites like Hod Hill. It served as a strategic base for the Roman advance into Durotrigian territory (the local Iron Age tribe who resisted the Romans).
0
0
At an elevation of 915 feet (279 meters), this is the highest point in Dorset, from where you can take in the beautiful surrounding countryside through the trees. For a long time, it was believed that Pilsdon Pen was the highest point in Dorset, but relatively recently, it was discovered that Lewesdon Hill stands two meters higher.
0
0
The summit of this hill represents the second highest point in Dorset, and from here, you'll have breathtaking panoramic views. At the top, there was an Iron Age hillfort, which was excavated in the mid-20th century.
0
0
This hill takes its name from the Old English, meaning 'wheat hill.' It has a Roman fort of the Second Legion on a narrow east-west ridge, at an elevation of 210 meters.
0
0


See even more amazing summits around Chillington with these guides: