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As stunning as it is challenging, the Wiggle Wye Valley Warrior sportive bridges the gap between England and Wales and gives you the best views, climbs and cycling roads of the border towns and villages of both states.

Starting out from Chepstow Racecourse, youll head for one of the main attractions straight away as youll tackle the hills of the Wye Valley first of all. Following the River Wye all the way, darting left and right as do the roads youre sure to enjoy the ride alongside the water. Sit up and absorb the stunning cliff faces and river below before criss-crossing once more and heading into England.

Once on the English part of the course, youll enter the Forest of Dean soon after leaving Wales. One or two small climbs wait in the Forests sheltered and remote roads, but they shouldnt make you too uncomfortable to enjoy the tranquillity and wilderness along the wooded roads.

Heading up through Ruspidge, youll bear left at Nailbridge and head west once more. Around Upper Lydbrook, youll meet the River Wye again and pass over it, although much closer inland compared to before. The winding country lanes continue, as the undulating terrain around the Welsh and English border will keep pushing you along on up-and-down sections.

Crossing the River Wye yet again, youre back on Welsh soil and on the home straight, although theres still time for a sizeable loop to harness the unique rolling hills in the area. The last couple of hills might smart with tired legs, but youd expect nothing less on such a comprehensive border-crossing tour of the valleys.

How to enter the Wiggle Wye Valley Warrior

  1. Standard

    Bike 73mi
    £3–£40
    Event passed
  2. Epic

    Bike 105mi
    £3–£40
    Event passed
  3. Short

    Bike 35mi
    £3–£31
    Event passed

Wiggle Wye Valley Warrior routes

Starting out from Chepstow Racecourse, you’ll head for one of the main attractions straight away as you’ll tackle the hills of the Wye Valley first of all. Following the River Wye all the way, darting left and right as do the roads you’re sure to enjoy the ride alongside the water. Sit up and absorb the stunning cliff faces and river below before criss-crossing once more and heading into England.

Once on the English part of the course, you’ll enter the Forest of Dean soon after leaving Wales. One or two small climbs wait in the Forest’s sheltered and remote roads, but they shouldn’t make you too uncomfortable to enjoy the tranquillity and wilderness along the wooded roads.

Heading up through Ruspidge, you’ll bear left at Nailbridge and head west once more. Around Upper Lydbrook, you’ll meet the River Wye again and pass over it, although much closer inland compared to before. The winding country lanes continue, as the undulating terrain around the Welsh and English border will keep pushing you along on up-and-down sections.

Crossing the River Wye yet again, you’re back on Welsh soil and on the home straight, although there’s still time for a sizeable loop to harness the unique rolling hills in the area. The last couple of hills might smart with tired legs, but you’d expect nothing less on such a comprehensive border-crossing tour of the valleys.

Event Details

What’s Included
Facilities and parking
Mechanical support
Medical support
Full route marking
3rd Party Rider public liability insurance
Feed Stops
Energy food and drink
Electronic chip timing
Online results
Online certificates
Finisher medal
On site catering
Pick-up wagons
Photos by SportivePhoto
Six Physio [email protected]
Retail Opportunities
A free copy of Cycling Weekly magazine

Wiggle Wye Valley Warrior weather forecast

Overcast throughout the day.

18°C
Predicted highs
12°C
Predicted lows
IconModerate breeze possible, up to 13mph

Meet the organizer

We organise over 35 cycling events a year across Great Britain, as well as one in France, offering full medical and mechanical support. We plan our events in some of the most scenic locations we can find, while making sure the routes are perfectly suited for day in saddle. All of our cycling events have multiple routes of varying length and elevation. This is to cater for cyclist of all ages and abilities. Our cycling events aren't just about Road Sportives - we also organise a selection of Mountain Bike and Cyclocross events.

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