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Medway

Medway

The best road cycling routes in Medway

4.1

(86)

2,895

riders

190

rides

In this guide, we’ve reviewed our full collection of road biking routes in Medway to bring you the best rides in the region. To find the one which is right for you, click on any of the Tours to see a full breakdown of its details including elevation profiles and surface analyses, and browse real tips and photos shared by other members of the Komoot community.

Last updated: November 25, 2025

3.0

(1)

riders

1. Hoo Peninsular and the Thames Estuary loop

80.4km

03:59

460m

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

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Moderate

4.1

(20)

340

riders

2. Cooling Castle Gatehouse – Rye Street and Common Lane loop from Cuxton

51.2km

02:20

410m

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

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Moderate

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4.5

(4)

riders

3. Flower-Lined Cycle Path – Warren Lane Bluebell Forest loop from Gillingham

54.9km

02:35

420m

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

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Moderate

3.6

(5)

riders

4. Rochester Cathedral – View of Aylesford Stone Bridge loop from Rochester

34.4km

01:44

300m

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

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Moderate

3.0

(2)

riders

5. Kingsferry Bridge – Lower Road Cycleway loop from Gillingham

53.3km

02:27

290m

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

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Moderate

riders

6. Rye Street and Common Lane – Cooling Castle Gatehouse loop from Strood

42.4km

02:01

350m

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

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Moderate

3.0

(1)

riders

7. Milton Creek Country Park – View of the Medway Estuary loop from Chatham

76.1km

03:31

450m

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

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Moderate

3.0

(2)

riders

8. Kingsferry Bridge – Lower Road Cycleway loop from Chatham

57.3km

02:37

400m

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

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Moderate

4.3

(3)

riders

9. Warren Lane Bluebell Forest – Downhill loop from Parkwood

41.3km

01:59

290m

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

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Easy

4.5

(4)

riders

10. Hollingbourne Hill Climb – Warren Lane Bluebell Forest loop from Hempstead

43.9km

02:06

430m

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

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Moderate

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Didn’t find what you were looking for?

Check out more Road cycling routes throughout Medway below and find the perfect route in your destination.

Isle Of Grain Halling Cuxton Cooling Stoke Allhallows Frindsbury Extra Great Chattenden Wood St Mary Hoo High Halstow National Nature Reserve High Halstow Cliffe And Cliffe Woods Hoo St. Werburgh

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Browse the best Road cycling routes in other regions.

Hampshire Kent West Sussex East Sussex Oxfordshire Buckinghamshire Surrey Canterbury Isle of Wight Brighton and Hove Windsor and Maidenhead Southampton North Wessex Downs Aonb Hackington Harbledown And Rough Common Blean Portsmouth Reading Milton Keynes Wokingham Berkshire Woughton On The Green Abbey Hill Bracknell Whippingham Wokingham Whitehouse Northwood Newbury Loughton and Great Holm Bradwell Campbell Park Central Milton Keynes Haversham-Cum-Little Linford Enborne St Nicholas, Hurst Remenham Stantonbury Castlethorpe Wokingham Without Newport Wolverton And Greenleys New Bradwell Simpson And Ashland Walton Sonning Arborfield And Newland Thanington Lower Hardres and Nackington Earley Woodley Little Brickhill Charvil Bow Brickhill Wavendon Woburn Sands Newport Pagnell Freshwater Tilehurst Ryde Yarmouth Finchampstead East Cowes Winnersh Rottingdean Bletchley And Fenny Stratford Ruscombe Twyford Shenley Church End Basildon Littlebourne Ickham And Well Slough Greenham West Bletchley Purley On Thames Herne And Broomfield Cowes Stratfield Mortimer Ravenstone Tyringham And Filgrave Chestfield Wokefield Ventnor Tidmarsh Pangbourne Beech Hill Rookley Bridge Totland Bekesbourne With Patrixbourne Colnbrook With Poyle Stony Stratford Welford Wroxall Womenswold Thatcham Farnborough Weston Underwood Wargrave Fawley West Woodhay Inkpen Hungerford Gurnard Sherington Shinfield Great Linford Fairfields Aldermaston Lake East Garston Shenley Brook End Sulhamstead Leckhampstead Lathbury Burghfield Gayhurst Chicheley Fordwich Cold Ash Holybrook Sulham Lavendon Frilsham Clifton Reynes Winterbourne Englefield Theale Calbourne Peasemore Calverton Sturry Westbere Newton Blossomville Newchurch Lambourn Brading Kintbury Wexham Court Emberton Hampstead Marshall Olney Chislet Ufton Nervet Brightwalton Kents Hill, Monkston And Brinklow Boxford Stoke Goldington Chaddleworth Great Shefford Moulsoe St. Helens Combe Chale Godshill North Crawley Swallowfield Shalfleet Hermitage Wickhambreaux Shanklin Bucklebury Nettlestone And Seaview Catmore West Ilsley Padworth Stanford Dingley Chillerton And Gatcombe Yattendon Sandown Old Woughton Arreton Hanslope Niton And Whitwell Britwell Barkham Hampstead Norreys Streatley Fishbourne Havenstreet And Ashey Wasing Beenham Astwood Kingston Brimpton Hardmead Shaw Cum Donnington Ashampstead Wootton Bridge Bembridge Hoath Brighstone Chartham Shorwell Aldworth Adisham Beedon Barham Speen Cold Brayfield Compton Midgham Petham Bishopsbourne Woolhampton East Ilsley Waltham Chieveley Upper Hardres

The best road cycling routes in Medway

1. Hoo Peninsular and the Thames Estuary loop

2. Cooling Castle Gatehouse – Rye Street and Common Lane loop from Cuxton

3. Flower-Lined Cycle Path – Warren Lane Bluebell Forest loop from Gillingham

4. Rochester Cathedral – View of Aylesford Stone Bridge loop from Rochester

5. Kingsferry Bridge – Lower Road Cycleway loop from Gillingham

6. Rye Street and Common Lane – Cooling Castle Gatehouse loop from Strood

7. Milton Creek Country Park – View of the Medway Estuary loop from Chatham

8. Kingsferry Bridge – Lower Road Cycleway loop from Chatham

9. Warren Lane Bluebell Forest – Downhill loop from Parkwood

10. Hollingbourne Hill Climb – Warren Lane Bluebell Forest loop from Hempstead

Other adventures in Medway

Most popular routes in Medway

Most popular attractions in Medway

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