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Winnats Pass Climb – Headstone Viaduct loop from Bakewell

Winnats Pass Climb – Headstone Viaduct loop from Bakewell

Moderate

5.0

(3)

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

Start point

Bus stop

Get Directions

12.8 km

Fallcliff Wood

Forest

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 you have made it up onto the ridgeline the views are awesome!

Tip by

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

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 a good choice of places to stay, eat and drink, making it perfect for a pit-stop or an overnight stay. The village has a packed calendar of events throughout the year, too.

Tip by

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

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 Wye. Built in 1863 by the Midland Railway, many believed the structure blighted the view upon its completion. These days, however, it is iconic and has Grade II-listed status. The viaduct now carries the Monsal Trail, a traffic-free route for hikers, cyclists, horse riders and wheelchair users.

Tip by

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 wonder to behold. You can stop for food and drink at the Monsal Head Hotel and there is usually an ice cream van parked here.

Tip by

46.8 km

Peak District Cycle Tunnels

Highlight • Trail

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

Tip by

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 a browse and there is a bike shop for any spares you might need (as well as hire bikes).

Tip by

52.5 km

End point

Bus stop

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

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)

Weather

Sunday 17 May

13°C

5°C

59 %

Additional weather tips

Max wind speed: 14.0 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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Winnats Pass Climb – Headstone Viaduct loop from Bakewell

Winnats Pass Climb

Rushup Edge to Peak Forest Road

Tideswell

Cressbrook Switchback

Headstone Viaduct

View of Monsal Head and the Headstone Viaduct

Peak District Cycle Tunnels

Hassop Station Café & Bike Hire on the Monsal Trail

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