Day Rides From Gateway Towns

There are a number of gateway towns situated along the Chilterns Cycleway which offer a selection of promoted day rides, both on-road and off-road. Some of these rides incorporate sections of the Chilterns Cycleway. Some are partly or mainly off-road and offer the opportunity to explore the Chiltern's fantastic network of bridleways and byways.

The day rides range from flat traffic-free routes for complete beginners to challenging off-road routes for experienced riders. All routes have been graded (easy, intermediate or advanced) to help you choose the right route. Some, but not all of these routes are signposted. Route maps and information for all these day rides can be downloaded by clicking on the links below.

The rides below are just a small selection, for a full listing search our interactive Walks and Rides map

Gateway Town

Grade

Description

Signposted?

Henley on Thames

     

Henley and the Chiltern Hills Cycle Loop

Challenging but electric bikes can be hired!! 

 An 18 mile on-road loop starting in Henley and going through the beautiful Hambleden Valley. Some of the route follows the Chilterns Cycleway.

Partially signed 

Sonning Common Health Ride 5

Intermediate

A 14 mile circular on-road route

N

Amersham

 

 

 

Chiltern Heritage Trail Harding Route(the North East Way)

Intermediate

25 mile circular ride, mainly on road. Hilly route, light traffic.

Y

Chiltern Heritage Trail Hampden Route (North West Way)

Intermediate

As above

Y

Chiltern Heritage Trail Milton Route (The Southern Way)

Intermediate

25 mile circular ride, mainly on road. Hilly route, medium traffic. Several short-cuts possible.

Y

 Harpenden

 

 

 

The Nickey Line

Easy

A mostly level, linear 7 mile route on a well surfaced disused railway line.

www.nickeyline.org 

Y

Princes Risborough

 

 

 

Phoenix Trail

Easy

7 mile linear traffic-free route suitable for families.

Y

Six rides from Princes Risborough

Intermediate to Challenging

6 rides from 15 to 21km (mainly off-road)

 

Wendover

 

 

 

Family cycling at Wendover Woods

Easy to Intermediate

Traffic-free cycling suitable for families.

Y

Wendover Cycle Loop

 Intermediate to challenging

A 14 mile ride following a section of the Chilterns Cycleway. Short bridleway section through the woods, otherwise mainly quiet lanes. Very scenic, lots of pretty villages and country pubs.

 Partly

Tring

 

 

 

Herts CMS ride 5

Intermediate

12 and 16 mile circular routes for road cyclists, quiet routes with some off-road.

Y

Berkhamsted

 

 

 

Berkhamsted Herts CMS ride 6

Intermediate

13 mile circular route mainly on road.

Y

Ashridge Cycling Leaflet

Easy to challenging.

Range of routes from 5 to 17 miles, mix of surfaces.

Partially signed

Wallingford

 

 

 

3 circular road routes into the Chiltern Hills

Intermediate

Range from 11 to 25 miles

N

Judges Ride

Challenging

18 miles mainly off-road

N

West Wycombe

 

 

 

West Wycombe Cycle Loop

Intermediate to Challenging

 A 10 mile circular route following the Chilterns Cycleway to Frieth, with optional 7 mile loop into the Hambleden Valley. Beautiful ride passing many villages, country pubs and some stunning views.

 Partially signed

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Chilterns Cycleway guide book
The Chilterns Cycleway guide book is a must for anyone planning to cycle the route. It contains 23 pages of 1:50,000 ordnance survey mapping for the 173 mile route.

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