Bill’s Easton Connection 300


Head to the coast & Portland Bill. Return along the Jurassic Coast & via Gold Hill in Shaftesbury. #wills_hills & views in good supply, 3 different railway paths included.

25/04/2020 - 26/04/2020
06:00 - 02:20
Felix Road Adventure Playground
Easton, BS5 0JW
Event review summary:
4.8 rating
4.8 out of 5 stars (based on 4 reviews)
Very good25%

Extensive route notes and a variety of files will be distributed to entrants via email a week or two before the event. In the mean time use the interactive map for an overview of what lies ahead (subject to change); toggle the elevation & grade on/off by clicking the key. *Please note plugin's 'grade' is experimental so take it with a pinch of salt, especially where rocky outcrops may be present.

Points Distance:
Total Distance:
AAA: 5.00
Gold Grimpeur
Entry closes:
Entry (min):


A quick exit south from Easton and the city tracing the former Bristol & North Somerset Railway into The Mendips and its old mining towns. Continue south through the rolling East Somerset and Dorset hills with vistas across The Levels, descend along the ridge above the Cerne Giant, after climbing it of course, to Dorchester; Hardy’s Casterbridge with its Roman Ampitheatre. Ascend again giving views out to the coast before plummeting down the old main road to Weymouth where you pick up The Rodwell Trail before passing through the other Easton; this was the terminus of the Easton & Church Hope Railway which later GWR took control of, the line wound its way up around the east cliffs of the isle. Arriving at Portland Bill have lunch by the Lighthouse before heading back then west along the Jurassic Coast with fantastic views of Chesil Beach. Then turn east across the Dorset Valleys, #wills_hills galore, catching a glimpse of the Giant before passing through the picturesque Milton Abbas. Now north you go with cracking views from atop Woolland Hill making your way to Shaftesbury and the cobbles of Gold Hill! Edge the West Wiltshire Downs and pass through Longleat to Frome and the southern end of The Cotswolds. Enjoy the 2 Tunnels, part of the old Somerset & Dorset Joint Railway, before popping out in Bath for the last big climb of the day, up Lansdown Lane! Then back into Bristol to a warm welcome in Easton.


Hot drinks, breakfast and hot food at finish included.

On street parking locally, you’ll be updated before the event.

Cloth badge for all finishers of the GWR AAA SR series completed this AUK season.

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What others think.

Lovely stuff

5.0 rating
4th February 2020

Beautiful route, with huge variety in scenery and type of road …..and an entertaining amount of sharp climbs.


Bill's Easton Connection (2019)

5.0 rating
2nd February 2020

Bill’s Easton Connection (2019). The hardest 300 I have ridden overall. There are no spectacular climbs, but rather there is a constant war of attrition on the legs, with short and sharp ups and downs and, as the downs are often laney, little oportunity for the more cautious rider to get speed up. Portland Bill makes for a lovely mid-point, especially if you haven’t been there before, and the return North to Bristol is filled with some particularly lovely villages, as well as the cobbled climb up to the cafe in Shaftesbury (which caught me out — the trick, I was told, was to commit early), and Longleat’s grounds. Never has Lansdown Hill seemed so long and so steep. Will Pomeroy, the organizer, increases his reputation as the Torquemada of the Audax world, testing one’s faith in one’s legs. Only the pure of heart survive. All is forgiven, though, when one realizes the elegance of the route’s naming. Pictures #gwrbec