4.2
(41)
1,517
riders
170
rides
Road cycling around Headon Cum Upton offers varied terrain across the Nottinghamshire countryside. The landscape features woodlands, open tracks, and gentle inclines, providing diverse cycling experiences. Historic parkland with tree-lined avenues also contributes to the scenic routes. The area's topography includes rises such as Mill Hill Clump, offering expansive views.
Last updated: May 15, 2026
13
riders
82.9km
04:03
580m
580m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(3)
12
riders
79.5km
03:28
440m
440m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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11
riders
31.8km
01:23
160m
170m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.0
(1)
9
riders
25.9km
01:03
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
6
riders
44.0km
02:00
290m
290m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Lovely cafe with a nice seating area at the back. If you have a bike access is down an alley at the side, ask the staff & they will show you
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This place is really in the middle of nowhere, it's at the junction of Thornhill Lane and Littleborough Road. It can't be missed because there's nutting else there. What makes it special is its unique six sided shape. Definitely a place of note and worth a photo.
0
0
Great breakfast open all days except Sunday. If you ask in cob shop, they'll open secure bike parking at the rear.
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There are over 170 road cycling routes in the Headon Cum Upton area, offering a wide variety of options for different skill levels. You'll find a mix of easy and moderate trails to explore.
The terrain around Headon Cum Upton is quite varied, featuring woodlands, open tracks, and gentle inclines across the Nottinghamshire countryside. You can expect picturesque routes through historic parkland with tree-lined avenues, and some rises like Mill Hill Clump offer expansive views.
Yes, Headon Cum Upton offers a good selection of routes suitable for beginners and families. Approximately half of the routes are classified as easy, providing gentler rides through the local landscape. For example, the Littleborough Road Toll House loop from Headon cum Upton is an easy 19.7-mile trail.
The road cycling routes in Headon Cum Upton are highly rated by the komoot community, with an average score of 4.1 stars from over 30 reviews. More than 1500 road cyclists have used komoot to explore the varied terrain, often praising the quiet country lanes and scenic views.
Yes, there are circular routes that start directly from Headon Cum Upton. A popular option is the Littleborough Road Toll House loop from Headon cum Upton, which is an easy 19.7-mile trail leading through local roads and countryside.
While cycling, you can encounter several interesting features. The area boasts historic parkland, remnants of Headon Park with its tree-lined avenues. You might also pass by the Church of St. Peter in Headon, a Grade I listed building with 13th-century Anglo-Saxon elements. For specific points of interest, consider exploring the Fledborough Viaduct or the Torksey Viaduct.
Yes, several points of interest can be incorporated into your rides. Cyclists often enjoy the Fledborough to Doddington & Harby Railway Path, which offers a unique cycling experience. Other notable spots include the historical Fledborough Viaduct and the Torksey Viaduct.
While specific designated cycling parking isn't detailed, Headon Cum Upton is a small village. Visitors typically find parking in appropriate public areas within the village or at the start points of specific routes, ensuring not to obstruct local residents or access points.
Public transport options directly to Headon Cum Upton that accommodate bikes may be limited. It's advisable to check local bus services for their bike policies or consider driving to a suitable starting point in the village or nearby towns, then cycling from there.
Headon Cum Upton is a small parish, but the surrounding area of Nottinghamshire offers various cafes, pubs, and accommodation options. While specific establishments within the immediate village might be limited, nearby larger villages or towns would provide more choices for refreshments and overnight stays.
For longer rides, you can explore routes like the Laxton Village – Daffodil Tearoom loop from Stokeham, which spans 51.5 miles (82.9 km), or the Quiet Country Lane – Daffodil Tearoom loop from East Drayton, a 50.6-mile (81.5 km) path. Both offer varied countryside and quiet lanes.
While Headon Cum Upton is characterized by gentle inclines, some routes offer more elevation gain. For instance, the Laxton Village – Daffodil Tearoom loop from Stokeham includes over 580 meters of ascent, providing a moderate challenge for road cyclists.
The best time for road cycling in Headon Cum Upton generally aligns with spring, summer, and early autumn. These seasons offer more favorable weather conditions, with milder temperatures and less chance of rain, making the varied terrain and open tracks more enjoyable.


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