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

Last updated: December 20, 2025

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1. Brill Windmill – View of the Brill Countryside loop from Long Crendon

25.9km

01:12

310m

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

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Moderate

5.0

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2. Long Crendon High Street – Chilton Village loop from Long Crendon

23.2km

01:00

200m

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

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Easy

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3. Brill Windmill – View of the Brill Countryside loop from Brill

27.3km

01:19

350m

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

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Moderate

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4. Dinton Church and Manor House – Bridgeway Climb to Cuddington loop from Long Crendon

43.4km

01:52

250m

240m

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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Moderate

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5. Brill Windmill – Chilton Village loop from Brill

22.0km

01:04

310m

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

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Moderate

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Radclive-Cum-Chackmore Great Brickhill Buckingham Bierton With Broughton Buckingham Park Watermead Kingsey Akeley Dinton-With-Ford And Upton Nether Winchendon Haddenham Cuddington Chearsley Aston Sandford Foxcote Reservoir Soulbury Wing Newton Longville Aylesbury Coldharbour Stoke Hammond Thornton Padbury Weston Turville Drayton Parslow Gawcott With Lenborough East Claydon Halton Maids Moreton Foscott Buckland Winslow Wendover Westbury Drayton Beauchamp Stoke Mandeville Dorton Turweston Great Horwood Kingswood Mursley Brill Addington Steeple Claydon Leckhampstead Beachampton Middle Claydon Hulcott Stowe Weedon Ivinghoe Aston Abbotts Quainton Biddlesden Hillesden Marsworth Whaddon Preston Bissett Finemere Wood Oakley Wotton Underwood Woodham Waddesdon Poundon Shalstone Pitstone Aston Clinton Lillingstone Dayrell With Luffield Abbey Twyford Nash Lillingstone Lovell Ashendon Dunton Ludgershall Boarstall Westcott Edgcott Grendon Underwood Stone With Bishopstone And Hartwell Edlesborough Hoggeston Granborough Shabbington Hardwick Mentmore Ickford Long Crendon Swanbourne Barton Hartshorn Creslow Slapton Hogshaw Charndon Calvert Green Sheephouse Wood Tingewick Cheddington Oving Fleet Marston Chetwode Upper Winchendon Wingrave With Rowsham Adstock Thornborough Cublington North Marston Stewkley Pitchcott Whitchurch Little Horwood Berryfields Marsh Gibbon Water Stratford

The best road cycling routes around Chilton

1. Brill Windmill – View of the Brill Countryside loop from Long Crendon

2. Long Crendon High Street – Chilton Village loop from Long Crendon

3. Brill Windmill – View of the Brill Countryside loop from Brill

4. Dinton Church and Manor House – Bridgeway Climb to Cuddington loop from Long Crendon

5. Brill Windmill – Chilton Village loop from Brill

Most popular routes around Chilton

Most popular attractions around Chilton

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