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Road cycling routes
United Kingdom
England
East Midlands
Derbyshire
Bolsover

Old Bolsover

The best road cycling routes around Old Bolsover

4.5

(110)

5,339

riders

25

rides

Road cycling routes around Old Bolsover traverse a landscape characterized by rolling hills and an escarpment position, offering expansive views over the Derbyshire countryside. The area features a mix of quiet roads and repurposed former railway lines, providing varied terrain for cyclists. This region borders the Peak District, contributing to its diverse geological features including Carboniferous limestones and Permian Magnesian Limestone. The network of routes includes paths through green spaces and areas with historical significance.

Best road cycling routes around…

Last updated: July 8, 2026

5.0

(2)

42

riders

#1.

Clumber Park – Bolsover Castle loop from Bolsover

69.4km

03:08

460m

460m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Tips from the Community

SteveH
June 29, 2026, Clumber Park

Great combo of Road and fast paced single track riding. Links into a variety of local routes including over to Sherwood Pines.

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Good views across the valley.

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Smudger
May 18, 2025, Clumber Park

clown to whaley follow the river paulter to clumber park😁

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Beautiful park full of woodland trails and a serpentine lake, lots to see and explore with a historical chapel and ornamental bridge, cycle hire available too in the park.

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Steep climb

Translated by Google

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Steep climb 🦿🔥

Translated by Google

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Beautiful place

Translated by Google

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Merv
December 26, 2024, Pig Farm Lane

Quiet back lane with few cars. Nice route towards Clumber entrance.

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Frequently Asked Questions

How many road cycling routes are available around Old Bolsover?

There are over 25 road cycling routes around Old Bolsover, catering to various skill levels. These routes are highly rated by the komoot community, with an average score of 4.0 stars.

What kind of terrain can I expect on road cycling routes near Old Bolsover?

The terrain around Old Bolsover is characterized by rolling hills and its strategic position on an escarpment, offering expansive views. You'll find a mix of quiet roads and repurposed former railway lines, providing varied surfaces. The region borders the Peak District, contributing to its diverse geological features, including Carboniferous limestones and Permian Magnesian Limestone.

Are there routes suitable for beginners or those looking for an easy ride?

Yes, Old Bolsover offers several easy road cycling routes. For instance, the Bolsover Castle – Thorpe Hall Ruins loop from Bolsover is a moderate route that can be enjoyed by many. Additionally, former railway lines like the Stockley Trail and Clowne Greenway provide largely traffic-free and peaceful options, ideal for a more relaxed ride.

What are some challenging road cycling routes in the area?

For those seeking a challenge, some routes around Old Bolsover feature significant elevation gains. The Bolsover Castle – Climb Past the Masts loop from Bolsover, for example, includes over 500 meters of ascent. The region's rolling hills and proximity to the Peak District provide ample opportunities for more demanding rides.

What historical landmarks or attractions can I see along the cycling routes?

Many routes offer views of significant historical sites. You can often spot Bolsover Castle, a 17th-century mansion with spectacular panoramic views. Other nearby attractions include the majestic ruins of Sutton Scarsdale Hall and the archaeologically significant Creswell Crags, which features ancient caves like Robin Hood's Cave.

Are there any scenic viewpoints along the road cycling routes?

Absolutely. Old Bolsover is situated on an escarpment, providing far-reaching views over the Derbyshire countryside, including the Vale of Scarsdale and towards the Peak District National Park. The Backhills and Surprise View, accessible from the High Street, are known for their spectacular panoramas. Many routes also offer glimpses of Bolsover Castle, which itself provides excellent vantage points.

Are there any circular road cycling routes available?

Yes, many of the road cycling routes around Old Bolsover are designed as loops. For example, the Clumber Park Bridge – Clumber Park loop from Bolsover is a popular circular path leading through parkland. The Pleasley Trails also comprise three interconnected railway paths, forming a circular route.

Can I find cafes or pubs along the cycling routes for a break?

While specific cafes and pubs directly on every route are not detailed, Old Bolsover is a market town, and the surrounding villages often have local establishments. Many routes pass through or near towns and villages where you can find places to stop for refreshments. The local enthusiasm for cycling, evidenced by the Bolsover and District Cycling Club, suggests a welcoming environment for cyclists.

What is the best time of year to go road cycling in Old Bolsover?

The diverse landscape of Old Bolsover can be enjoyed throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery, with wildflowers in bloom along trails like the Clowne Greenway in spring. Summer provides longer daylight hours, while winter conditions can vary, with some routes potentially being more challenging due to weather.

Are there family-friendly cycling options in Old Bolsover?

Yes, the area offers family-friendly cycling options, particularly on the repurposed former railway lines. Trails like the Stockley Trail and the Clowne Greenway are largely traffic-free and provide a safe, peaceful environment for families to cycle together through natural settings and areas rich in wildlife.

What natural features can I explore while cycling?

Beyond the rolling hills and escarpment views, you can explore several natural features. The Carr Vale Nature Reserve, accessible via the Stockley Trail, is excellent for birdwatching. The Clowne Greenway winds through cuttings abundant with wildflowers, insects, mammals, and birds. The region's geology, with its varied limestones and gritstones, also contributes to the scenic beauty.

Is there parking available for cyclists near the routes?

Yes, parking is generally available in and around Old Bolsover, especially near trailheads and in the town center. Many of the former railway line trails, such as those leading to Carr Vale Nature Reserve or the Clowne Greenway, often have designated parking areas nearby to facilitate access for cyclists.

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