A little inspiration for the road

Scenic drives near Maidstone

Discover the closest published Remapped drives to Maidstone, England. Routes are ordered by their nearest point to the town centre and may start elsewhere. Distances to routes are approximate straight-line distances, not driving distances. Roads featured include A249, M20, A20.

Search another place or use my location ↗

19–175 milesRoute distances
34–277 minEstimated driving
4Circular routes

Short on time? Essex Dengie Roads to Burnham-on-Crouch has the shortest estimated drive in this collection, at 34 minutes before stops.

8 drives to exploreAll collections →
Kent, England

Kent Downs: Maidstone to Canterbury

29 miles48 minPoint-to-point

Closest point on route: 1 miles from Maidstone · straight-line distance

Cross the Kent Downs corridor through Lenham and Charing, then follow the Chilham and Stour-side approach to Canterbury. This is a road-based link between towns rather than a motorway transfer.

Along the way
  • Chilham
View drive
Kent and East Sussex, England

Kent and Sussex Coast and Weald Grand Tour

175 miles4 hr 37 minCircular

Closest point on route: 10 miles from Maidstone · straight-line distance

Make an ambitious circuit linking the Kent coast, Romney Marsh, the Sussex cliffs and the Weald. This is a Remapped grand tour connecting documented scenic corridors, rather than a named official route.

Along the way
  • Dungeness and Romney Marsh
  • Beachy Head
  • The Weald
View drive
Kent, England

Tunbridge Wells and the Weald of Kent Loop

33 miles1 hr 5 minCircular

Closest point on route: 11 miles from Maidstone · straight-line distance

Link Tunbridge Wells with the orchard and woodland country around Goudhurst and Cranbrook. The circuit takes inspiration from the documented Weald driving tour while keeping attraction visits separate from the through-road line.

Along the way
  • Goudhurst
  • Sissinghurst
View drive
Kent, England

Sevenoaks, Chiddingstone and Penshurst Loop

26 miles58 minCircular

Closest point on route: 13 miles from Maidstone · straight-line distance

Explore the wooded country south of Sevenoaks through the Four Elms and Chiddingstone area, returning by Penshurst and Hildenborough. The appeal is in the lanes and historic villages rather than long-distance progress.

Along the way
  • Chiddingstone
  • Penshurst
View drive
Kent and East Sussex, England

B2026 Ashdown Forest Drive: Westerham to Maresfield

19 miles46 minPoint-to-point

Closest point on route: 19 miles from Maidstone · straight-line distance

Follow the B2026 south from the North Downs through Edenbridge and Hartfield, then cross Ashdown Forest towards Maresfield. The progression from wooded slopes to open heath gives this direct drive its own character, without sightseeing spurs or an invented return loop.

Along the way
  • Ashdown Forest
View drive
Hampshire and Sussex, England

The A272: Winchester to the Sussex Weald

78 miles2 hr 11 minPoint-to-point

Closest point on route: 23 miles from Maidstone · straight-line distance

Make a full touring day of the A272 corridor, linking the Hampshire Downs with the wooded Sussex Weald. This extended road journey has several market-town pauses and distinctly different landscapes along its length.

Along the way
  • Hampshire Downs
  • Petworth
View drive
Kent, England

Canterbury, Stone Street and Elham Valley Loop

26 miles46 minCircular

Closest point on route: 24 miles from Maidstone · straight-line distance

Head south from Canterbury on the Stone Street side of the downs, then turn back through the Elham Valley. This creates a compact contrast between straighter ridge-road stretches and the valley villages.

Along the way
  • Elham Valley
  • Canterbury
View drive
Essex, England

Essex Dengie Roads to Burnham-on-Crouch

23 miles34 minPoint-to-point

Closest point on route: 25 miles from Maidstone · straight-line distance

Head out from Chelmsford towards the Dengie peninsula and the much discussed Burnham bends road. The route finishes at Burnham-on-Crouch, where a riverside walk can round off the outing.

Along the way
  • Dengie peninsula road
View drive
Make a day of it.

Driving times exclude stops. Leave time for the views, check each route’s notes and make the journey your own.

Before you head out

Frequently asked questions

About the drives in this collection.

Which drive passes closest to this location?

Kent Downs: Maidstone to Canterbury has the closest point on a route in this selection, approximately 1 miles from Maidstone in a straight line. This is not the distance to the route start or a driving-distance estimate.

Which is the shortest drive in this collection?

B2026 Ashdown Forest Drive: Westerham to Maresfield is the shortest by route distance, at 19 miles, with an estimated driving time of 46 min. Allow extra time for stops and the journey to the route.

Which is the longest drive in this collection?

Kent and Sussex Coast and Weald Grand Tour is the longest by route distance, at 175 miles. Its estimated driving time is 4 hr 37 min, excluding stops and travel to the route.

Are there circular drives in this collection?

4 routes start and finish in the same place, including Kent and Sussex Coast and Weald Grand Tour. Check the route map to find a convenient starting point.

Can I customise one of these drives?

Yes. Open a drive and choose Customise this route to edit a copy in the road trip planner. Sign in to customise; Premium is required to save your version. You can change stops or plan several days.