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Medway

Medway

The best cycling routes in Medway

4.6

(135)

1,454

riders

145

rides

Cycling in Medway is one of the most enjoyable ways to explore more of this part of South East England. So you can find your perfect Medway bike ride, we’ve reviewed our full collection of cycling routes in the region to deliver the best. Just click on each route to see a full breakdown of detailed information including elevation profiles and surface analyses, and browse real tips and photos uploaded by other members of the komoot community.

Last updated: December 5, 2025

4.5

(10)

riders

1. The Hoo Peninsula loop from Rochester

34.3km

02:07

230m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

3.3

(11)

128

riders

2. View of Rochester Cathedral – Cooling Castle Gatehouse loop from Chatham

52.4km

03:11

360m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

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4.0

(4)

riders

3. Vineyard Trail – View of Sheppey Crossing loop from Chatham

48.4km

02:58

310m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

5.0

(7)

riders

4. St. Mary's Island – Horrid Hill loop from Gillingham

26.4km

01:41

130m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

5.0

(4)

riders

5. Sheerness Way Cycle Path – Seafront View loop from Rainham

47.3km

02:53

200m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

5.0

(1)

riders

6. Horrid Hill – Bredgar Farm Shop & Tea Room loop from Gillingham

53.7km

03:19

370m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

5.0

(1)

riders

7. Horrid Hill – St. Mary's Island loop from St. Marys Island

23.8km

01:28

80m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

4.7

(3)

riders

8. Milstead Manor – Bredgar Farm Shop & Tea Room loop from Parkwood

43.4km

02:41

390m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

3.4

(9)

riders

9. Higham Lakes – Thames and Medway Canal Path loop from Wainscott

22.4km

01:21

90m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

3.0

(2)

riders

10. Cyclopark – Crabbles Bottom Orchard Path loop from Strood

25.1km

01:36

260m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

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

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Didn’t find what you were looking for?

Check out more 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 Cycling routes in other regions.

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

The best cycling routes in Medway

1. The Hoo Peninsula loop from Rochester

2. View of Rochester Cathedral – Cooling Castle Gatehouse loop from Chatham

3. Vineyard Trail – View of Sheppey Crossing loop from Chatham

4. St. Mary's Island – Horrid Hill loop from Gillingham

5. Sheerness Way Cycle Path – Seafront View loop from Rainham

6. Horrid Hill – Bredgar Farm Shop & Tea Room loop from Gillingham

7. Horrid Hill – St. Mary's Island loop from St. Marys Island

8. Milstead Manor – Bredgar Farm Shop & Tea Room loop from Parkwood

9. Higham Lakes – Thames and Medway Canal Path loop from Wainscott

10. Cyclopark – Crabbles Bottom Orchard Path loop from Strood

Other adventures in Medway

Most popular routes in Medway

Most popular attractions in Medway

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