Want to go road cycling around Winterbourne Steepleton? We’ve reviewed all of the road rides around Winterbourne Steepleton to identify the best. Explore them all here, and find your perfect road cycling route around Winterbourne Steepleton.

Last updated: November 21, 2025

riders

1. Valley of Stones – Eggardon Hill Trig Point loop from Portesham

39.5km

02:07

620m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Moderate

5.0

(2)

riders

2. Valley of Stones – Litton Lakes loop from Portesham

29.6km

01:30

430m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Moderate

Let us show you the way with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures in England and beyond.

riders

3. Dorset Museum – Woodsford Castle loop from Martinstown

53.2km

02:40

480m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Moderate

riders

4. Bockhampton Bridge – South Winterborne River loop from Martinstown

24.4km

01:16

200m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Navigate

Send to Phone

Save

Easy

riders

5. Cerne Abbas Giant – Mill Lane by the River Cerne loop from Martinstown

43.5km

02:26

630m

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Navigate

Send to Phone

Save

Moderate

Get access to more routes and recommendations from other explorers.

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Other adventures around Winterbourne Steepleton

20 fantastic trails in North & West Dorset — National Trust

Hiking Collection by

National Trust North and West Dorset

Most popular routes around Winterbourne Steepleton

Hiking around Winterbourne Steepleton

Running Trails around Winterbourne Steepleton

MTB Trails around Winterbourne Steepleton

Cycling around Winterbourne Steepleton

Easy hikes around Winterbourne Steepleton

Gravel biking around Winterbourne Steepleton

Most popular attractions around Winterbourne Steepleton

Places to see

Natural Monuments

Lakes

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures around London and beyond.

Join komoot Now

Explore more

Browse the best Road cycling routes in other regions.

Chickerell Fleet Winterborne Monkton West Stafford Dorchester Stinsford Bradford Abbas Trent Winterborne Herringston Winterborne Came Nether Compton Bincombe Over Compton Bridport Allington Bradford Peverell Charminster Owermoigne Chedington Seaborough Mosterton South Perrott Shipton Gorge Tincleton Sydling St. Nicholas Hilfield Clifton Maybank Poxwell Netherbury Caundle Marsh Folke Loders Batcombe Nether Cerne Alton Pancras Castleton Broadmayne Whitcombe Puddletown Bradpole Oborne Minterne Magna Leweston Askerswell Longburton Compton Valence Piddlehinton Warmwell Sherborne Woodsford Burton Bradstock Up Cerne Athelhampton Burleston Langton Herring Bishop'S Caundle Swyre Winterbourne Abbas West Knighton Chilcombe Frampton Haydon North Wootton West Compton Osmington Puncknowle Litton Cheney Broadwindsor Powerstock Portesham Bothenhampton Hooke Crossways Frome Vauchurch Kingston Russell Cerne Abbas Thornford Holnest Corscombe Stoke Abbott Stratton Long Bredy Puddletown Forest Marshwood North Poorton Maiden Newton Melcombe Horsey Frome St. Quintin Mapperton Winterborne St. Martin Charmouth Tolpuddle Hog Cliff National Nature Reserve Godmanstone Halstock Stanton St. Gabriel Wraxall Whitchurch Canonicorum Wootton Fitzpaine Cattistock Chilfrome Toller Porcorum Poyntington Sandford Orcas Melbury Sampford Wynford Eagle Catherston Leweston Melbury Bubb Symondsbury Beer Hackett Toller Fratrum Cheselbourne Lillington Lyme Regis Burstock Ryme Intrinseca Melbury Osmond Bettiscombe Buckland Newton Evershot Purse Caundle Goathill Pilsdon Valley Of Stones National Nature Reserve Littlebredy Abbotsbury Leigh Stockwood Chetnole Hermitage Holwell Thorncombe Chideock East Chelborough Piddletrenthide Rampisham Beaminster West Chelborough Dewlish Yetminster

The best road cycling routes around Winterbourne Steepleton

1. Valley of Stones – Eggardon Hill Trig Point loop from Portesham

2. Valley of Stones – Litton Lakes loop from Portesham

3. Dorset Museum – Woodsford Castle loop from Martinstown

4. Bockhampton Bridge – South Winterborne River loop from Martinstown

5. Cerne Abbas Giant – Mill Lane by the River Cerne loop from Martinstown

Other adventures around Winterbourne Steepleton

Most popular routes around Winterbourne Steepleton

Most popular attractions around Winterbourne Steepleton

Get inspired with the komoot mobile app

Explore more

Get ready to conquer new peaks

We value your privacy ⛰️

We value your privacy ⛰️