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Routes
Road cycling routes
United Kingdom
England
East Midlands
Derbyshire
Derbyshire Dales
Bakewell

Winnats Pass Climb – Headstone Viaduct loop from Bakewell

Routes
Road cycling routes
United Kingdom
England
East Midlands
Derbyshire
Derbyshire Dales
Bakewell

Winnats Pass Climb – Headstone Viaduct loop from Bakewell

Moderate

5.0

(3)

53

riders

Winnats Pass Climb – Headstone Viaduct loop from Bakewell

02:40

52.5km

660m

Road cycling

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride. The starting point of the route is accessible with public transport.

Last updated: April 29, 2026

Tips

Cycling is not permitted along parts of this route

After 44.8 km for 74 m

After 45.5 km for 74 m

After 46.1 km for 177 m

Waypoints

A

Start point

Bus stop

Get Directions

12.8 km

Fallcliff Wood

Forest

2

24.5 km

Winnats Pass Climb

Highlight (Segment) • Canyon

No.33 of Simon Warren's '100 Greatest Cycling Climbs'. A 1.1 mile (1.8 km) climb with an average gradient of 11.4% and a max of 18.3%.

Worth it though as once …

Tip by

3

29.6 km

Rushup Edge to Peak Forest Road

Highlight (Segment) • Viewpoint

Perfect cut-through from Rushup Edge to Peak Forest. Views can extend for miles on a clear day.

Tip by

4

38.2 km

Tideswell

Highlight • Settlement

Tideswell is a large village that has the honour of being ‘Cathedral of the Peak’. The pretty village has narrow streets, quirky cottages and an utterly timeless atmosphere. Tideswell has …

Tip by

5

42.2 km

Cressbrook Switchback

Highlight (Segment) • Climb

One of my favourite climbs in the area. Steady gradient heading up to Cressbrook with a stunning switchback ¾ of the way up. Make sure to stop for a photo! 📸

Tip by

6

45.1 km

Headstone Viaduct

Highlight • Monument

Headstone Viaduct is a breathtaking structure that crosses Monsal Dale. The five-arch bridge, which is 70 feet (21 m) tall at its highest point, affords fine views over the River …

Tip by

7

46.0 km

View of Monsal Head and the Headstone Viaduct

Highlight • Viewpoint

Monsal Head is one of the most photographed viewpoints in Derbyshire – and for good reason! Overlooking the impressive Headstone Viaduct crossing the picturesque Monsal Dale, it truly is a …

Tip by

8

46.8 km

Peak District Cycle Tunnels

Highlight • Trail

Well lit, nicely paved tunnels which last approx 100m each

Tip by

9

50.0 km

Hassop Station Café & Bike Hire on the Monsal Trail

Highlight • Cycleway

Cafe, bike hire, bookshop and ebike retail shop. Good place to stop for a snack whilst riding the Monsal Trail. Food is okay, coffee is good. Bookshop is great for …

Tip by

B

52.5 km

End point

Bus stop

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Way Types & Surfaces

Way Types

31.6 km

12.6 km

3.93 km

3.37 km

982 m

127 m

< 100 m

Surfaces

45.8 km

3.47 km

2.25 km

570 m

437 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (410 m)

Lowest point (120 m)

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Weather

Powered by Foreca

Thursday 7 May

15°C

7°C

33 %

Additional weather tips

Max wind speed: 15.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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