Undercliff Drive – Freshwater Bay Promenade loop from Ventnor

Routes

Bike touring routes & trails

Undercliff Drive – Freshwater Bay Promenade loop from Ventnor

Hard

4.5

(8)

riders

Undercliff Drive – Freshwater Bay Promenade loop from Ventnor

03:46

58.4km

710m

Cycling

Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route. The starting point of the route is accessible with public transport.

Last updated: October 7, 2026

Tips

Includes a very steep uphill segment

You may need to push your bike.

After 25.1 km for 218 m

Waypoints

Start point

Bus stop

Get Directions

4.02 km

Undercliff Drive

Highlight (Segment) • Trail

With the February 2014 landslip removing through access to motor vehicles, Undercliff Drive is now a cyclist's paradise; a smooth, wide and mostly flat road, sheltered from the sun and …

Tip by

11.3 km

View Along the Southwest Side of the Isle of Wight

Highlight • Natural Monument

Take it easy on the speed approaching here as you approach the roundabout

Tip by

21.8 km

Jack's Hill Plantation

Forest

22.6 km

Mottistone Manor and Gardens

Highlight • Cafe

Mottistone Manor is a National Trust property in the village of Mottistone on the Isle of Wight, England. It has popular gardens and is a Grade II listed building. It …

Translated by Google •

Tip by

22.7 km

St Peter and St Paul’s Church, Mottistone

Highlight • Historical Site

12th century church closely associated with the Mottistone estate (NT). Open daily, a place for prayer and peace. Links with the sea - the roof structure of the choir comes …

Translated by Google •

Tip by

25.5 km

Brook Down

Highlight • Natural

Stunning views from Brook Down, particularly to the South over and beyond Military Road.

Tip by

31.5 km

Freshwater Bay Promenade

Highlight • Viewpoint

Surrounded by white chalk cliffs, Freshwater Bay is one of the prettiest beaches in West Wight and is a perfect spot for recreation and relaxation. On the beach, you find …

Tip by

31.9 km

Military Road (A3055), Isle of Wight

Highlight (Segment) • Trail

Lovely road to cycle or drive along with amazing views all of the way along. I rode it out of peak season but I would imagine it gets very busy in the summer.

Tip by