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In 1940 Dewlish was bombed by squadrons of German bombers and fighters. Just before D Day in 1944, the main American assault force onto Omaha Beach, trained and camped at Dewlish. They went straight from Dewlish to the ships at Weymouth.

Really lovely main street. This can comfort you while you climb - if you are going left at the top you will face more climbing. Milton Abbas is one of the earliest examples of a community being moved for aesthetic reasons: it was created in the 1770s when Joseph Damer, the then owner of Milton Abbey, relocated the village of Middleton to a new site (now known as Milton Abbas) to improve the view from his estate. https://en.wikipedia.org/wiki/Milton_Abbas

Largest Green Space in Poundbury newly created wildflower meadows and other habitats plus the Pavillion Cafe

manor house with 17th century origins, extensively rebuilt after a fire in 1863 and remodelled in 1911. Inspiration for Weatherbury Farm in Thomas Hardy's novel, Far from the Madding Crowd. Grade I listed

Lunch stop - there are two pubs or do what I did and get a freshly baked Cornish Pastie, banana and cup of tea and a fiver from the village shop.

https://www.iwm.org.uk/memorials/item/memorial/26665

Milton Abbas - beautiful and worth the detour. Great stop at Steeptonbill Farm Shop and cafe, just past the village.

Good place to stop and rest

This is the River Piddle, which rises in Alton Pancras, a bit further north than Piddletrenthide. If you look closely, as it passes through this village, it goes underneath the houses on the main road.

Very pretty village with a number of thatched cottages and a pub.

Plush is nestled in the heart of the Dorset Downs, an area known for its rolling hills, meadows, and scenic landscapes. It's surrounded by the natural beauty of the English countryside, making it an attractive destination for those seeking a peaceful and idyllic retreat. Make sure to visit the Brace of Pheasants Country Inn along the route for some delicious traditional and contemporary Dorset food. https://www.braceofpheasants.co.uk/

Beautiful grounds. See how the other half or rather 6% live :-)

There's a car park and viewpoint at the top. Coming from the east is a long gradual climb. Coming from the west it is a short, sharp climb hitting 15% in places. But…going down (especially eastwards) makes it worth it.

In 1940 Dewlish was bombed by squadrons of German bombers and fighters. Just before D Day in 1944, the main American assault force onto Omaha Beach, trained and camped at Dewlish. They went straight from Dewlish to the ships at Weymouth.

In 1940 Dewlish was bombed by squadrons of German bombers and fighters. Just before D Day in 1944, the main American assault force onto Omaha Beach, trained and camped at Dewlish. They went straight from Dewlish to the ships at Weymouth.

If you are interested in history/archeaology this one might be for you: https://www.geograph.org.uk/photo/1490567

http://www.oakpub.co.uk/index.html

most days it's open 11:30am - 2:30pm, reopens at 6pm till 11pm

Difficult climb on a bikepacking rig but good scenery.

pub is closed Mondays and Tuesdays in winter