Mountain biking around Winterbourne Steepleton is a great to experience more of the landscape. But it’s often tough to know where to start. To help you find the best mtb routes around Winterbourne Steepleton, here are the best rides!

Last updated: October 22, 2025

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1. Hardy Monument & Chaldon Herring loop

43.6km

03:46

590m

Intermediate mountain bike ride. Good fitness required. Advanced riding skills necessary.

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Intermediate

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2. View of Maiden Castle – Stone Sheep Washing Pool loop from Martinstown

17.3km

01:17

200m

Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

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Easy

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3. Smitten Corner – Chesil Beach loop from Portesham

19.7km

01:35

330m

Intermediate mountain bike ride. Good fitness required. Advanced riding skills necessary.

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4. Stone Sheep Washing Pool – Hardy Monument loop from Abbotsbury

25.9km

01:45

410m

Intermediate mountain bike ride. Good fitness required. Suitable for all skill levels.

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Intermediate

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5. Smitten Corner – Hardy Monument loop from Abbotsbury

22.2km

02:02

510m

Intermediate mountain bike ride. Good fitness required. Advanced riding skills necessary.

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Intermediate

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Browse the best MTB trails in other regions.

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

The best MTB trails around Winterbourne Steepleton

1. Hardy Monument & Chaldon Herring loop

2. View of Maiden Castle – Stone Sheep Washing Pool loop from Martinstown

3. Smitten Corner – Chesil Beach loop from Portesham

4. Stone Sheep Washing Pool – Hardy Monument loop from Abbotsbury

5. Smitten Corner – Hardy Monument loop from Abbotsbury

Other adventures around Winterbourne Steepleton

Most popular routes around Winterbourne Steepleton

Most popular attractions around Winterbourne Steepleton

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Get ready to conquer new peaks

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