A little inspiration for the road

Scenic drives near Cheltenham

Discover the closest published Remapped drives to Cheltenham, 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 A46, A4019, A435.

Search another place or use my location ↗

12–106 milesRoute distances
18–182 minEstimated driving
6Circular routes

Short on time? B4494: Wantage over the Downs to Newbury has the shortest estimated drive in this collection, at 18 minutes before stops.

8 drives to exploreAll collections →
Gloucestershire, England

Cotswolds Romantic Road: Northern Driving Loop

49 miles1 hr 38 minCircular

Closest point on route: 0 miles from Cheltenham · straight-line distance

Follow a road-led version of the northern Cotswolds Romantic Road, climbing Cleeve Hill before looping through the northern Cotswolds. The circuit uses through-roads between the familiar places; village centres and attractions are optional independent visits.

Along the way
  • Cleeve Hill
  • Cotswold villages
View drive
Oxfordshire, Gloucestershire and Buckinghamshire, England

Oxford, Cotswolds and Chilterns Grand Tour

106 miles3 hr 2 minCircular

Closest point on route: 15 miles from Cheltenham · straight-line distance

Join two contrasting southern landscapes in one extended circuit from Oxford: the Cotswolds to the west and the Chilterns to the east. This original grand tour connects established country-road corridors with several possible town breaks.

Along the way
  • Cotswold stone towns
  • Chiltern crossing
View drive
Monmouthshire, Wales

Wye Valley: Chepstow to Monmouth

17 miles33 minPoint-to-point

Closest point on route: 27 miles from Cheltenham · straight-line distance

Follow the A466 north from Chepstow through Tintern and the wooded Wye corridor towards Monmouth. River-valley bends and steep wooded slopes provide the character between the town approaches.

Along the way
  • Tintern and the Wye corridor
View drive
Oxfordshire and Berkshire, England

White Horse Downs and Lambourn Loop

46 miles1 hr 7 minCircular

Closest point on route: 30 miles from Cheltenham · straight-line distance

Circle the downland west of Wantage through Ashbury and Lambourn, returning by Newbury and the B4494. This gives a longer combination of established local driving roads and small-town approaches.

Along the way
  • White Horse country
  • Lambourn Downs
View drive
Worcestershire, England

Clent Hills, Romsley and Belbroughton Country Roads Loop

12 miles34 minCircular

Closest point on route: 34 miles from Cheltenham · straight-line distance

A short hill-country loop beside the western Black Country, climbing through Clent towards Romsley and returning through Belbroughton. The pleasure is in the wooded lanes and changing gradients rather than a drive to a hilltop car park.

Along the way
  • Clent Hills
View drive
Wiltshire, England

Marlborough, Avebury and Pewsey Downs Loop

35 miles1 hr 1 minCircular

Closest point on route: 34 miles from Cheltenham · straight-line distance

Circle the Wiltshire downs from Marlborough through Avebury and Devizes, returning by Pewsey. The drive links open chalk landscapes with a major prehistoric stopping place and market towns.

Along the way
  • Avebury
  • Vale of Pewsey
View drive
South Staffordshire, Shropshire and Worcestershire, England

Stourbridge to the Clee Hills: Enville and Ludlow Grand Loop

67 miles2 hr 15 minCircular

Closest point on route: 34 miles from Cheltenham · straight-line distance

A longer outing from the Stourbridge side, combining Enville and Six Ashes with the B4378, Corvedale, the Ludlow approach and the A4117 across the Clee Hills. Return through the Bewdley and Kinver country rather than doubling back; this is the substantial alternative to the shorter local circuits.

Along the way
  • Clee Hills countryside
  • Kinver Edge
View drive
Oxfordshire and Berkshire, England

B4494: Wantage over the Downs to Newbury

13 miles18 minPoint-to-point

Closest point on route: 35 miles from Cheltenham · straight-line distance

Take the documented B4494 driving road south from Wantage over the downs. This short point-to-point route centres on the changing gradients and rural road rather than a long list of stops.

Along the way
  • Berkshire Downs crossing
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?

Cotswolds Romantic Road: Northern Driving Loop has the closest point on a route in this selection, approximately 0 miles from Cheltenham 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?

Clent Hills, Romsley and Belbroughton Country Roads Loop is the shortest by route distance, at 12 miles, with an estimated driving time of 34 min. Allow extra time for stops and the journey to the route.

Which is the longest drive in this collection?

Oxford, Cotswolds and Chilterns Grand Tour is the longest by route distance, at 106 miles. Its estimated driving time is 3 hr 2 min, excluding stops and travel to the route.

Are there circular drives in this collection?

6 routes start and finish in the same place, including Cotswolds Romantic Road: Northern Driving Loop. 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.