Running around Winterborne Herringston is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Winterborne Herringston—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: November 2, 2025

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116

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1. The Great Field parkrun loop from Dorchester

8.90km

00:56

60m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0

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2. Riverside Reserve loop from Fordington

6.78km

00:46

50m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

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3. Jubilee Wood – Conquer Barrow loop from Upwey

14.1km

01:28

90m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4. North Plantation – Cripton Wood loop from Dorchester South

12.8km

01:26

170m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5. Jubilee Wood loop from Fordington

7.66km

00:48

60m

Intermediate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Intermediate

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

The best running trails around Winterborne Herringston

1. The Great Field parkrun loop from Dorchester

2. Riverside Reserve loop from Fordington

3. Jubilee Wood – Conquer Barrow loop from Upwey

4. North Plantation – Cripton Wood loop from Dorchester South

5. Jubilee Wood loop from Fordington

Most popular routes around Winterborne Herringston

Most popular attractions around Winterborne Herringston

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