4.4
(796)
5,998
hikers
253
hikes
Family friendly hiking trails around Bolsover traverse a diverse landscape featuring woodlands, open fields, and gentle hills, providing varied terrain for outdoor exploration. The town itself is situated on a hill, offering panoramic views of the surrounding Derbyshire countryside. Many local paths utilize repurposed railway lines, creating accessible and relatively flat routes suitable for families. The region also includes nature reserves and historical sites, adding points of interest to the walks.
Last updated: May 3, 2026
4.8
(27)
106
hikers
12.9km
03:24
120m
120m
Hike the moderate 8.0-mile Teversal and Skegby Trails Loop, exploring woodlands, fields, and historical sites like Silverhill Wood.
4.4
(29)
68
hikers
14.2km
03:46
150m
150m
Hike the moderate 8.8-mile Creswell Crags and Whitwell Wood circular, exploring a limestone gorge, ancient caves, and historic woodland.

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4.8
(51)
318
hikers
7.88km
02:08
110m
110m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.5
(42)
215
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
4.8
(24)
112
hikers
8.91km
02:26
140m
140m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Popular around Bolsover
Family-friendly hikes around Ault Hucknall
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Family-friendly hikes around Old Bolsover

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Take the mtb route up/down through the wood to the North East of the statue, look out for it near the bench on the main gravel track
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National Trust managed property with welcome centre.
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Fascinating, beautiful spot. You can’t go in the caves without buying a tour
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Feels other worldly, beautiful setting. Fascinating history.
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Harder than it looks. Easy to off track, but straightforward to get back on again. Beautiful scenery on untrodden paths. Best when dry
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Bolsover offers a wide variety of family-friendly hiking opportunities, with over 200 routes available. Many of these are considered easy, making them suitable for families with children of all ages.
The region around Bolsover features diverse terrain, including woodlands, open fields, and gentle hills. Many trails utilize repurposed railway lines, offering accessible and relatively flat paths, while others might include some steeper sections, especially on routes connecting to places like Sutton Scarsdale Hall.
Yes, several trails around Bolsover are suitable for pushchairs, particularly those that follow repurposed railway lines. These paths are generally flat and well-maintained, offering a smooth experience for families with younger children. Look for routes that specify 'easy' difficulty.
Absolutely. Bolsover is an excellent starting point for various circular walks. For example, the Creswell Crags and Whitwell Wood circular offers a scenic loop through a limestone gorge and ancient woodland. Another popular option is the Millers Pond, Hardwick Park – The Oak Walk loop from Hardwick Hall.
Many trails incorporate historical sites and natural beauty. You can explore the iconic Bolsover Castle, or visit nature reserves like Peter Fidler Nature Reserve and Carr Vale Nature Reserve for wildlife spotting. Specific highlights include Creswell Crags: Gorge and Lake, Pleasley Pit Colliery and Nature Reserve, and Shirebrook Wood.
Many trails in the Bolsover area are dog-friendly, especially those through woodlands and open fields. However, it's always best to check specific route details for any restrictions, particularly in nature reserves or near livestock. Always keep dogs on a lead where required and clean up after them.
Parking is generally available at popular trailheads and attractions. For example, routes starting near Bolsover Castle often have nearby parking facilities. Nature reserves like Pleasley Pit Country Park also provide dedicated parking areas. It's advisable to check the starting point of your chosen route for specific parking information.
Yes, Bolsover itself is perched atop a hill, offering sweeping panoramic views of the surrounding Derbyshire countryside and the Vale of Scarsdale from vantage points like Bolsover Castle. Many local trails will lead you to elevated sections or open fields that provide excellent scenic overlooks.
The area is highly rated by the komoot community, with an average score of 4.45 stars. Reviewers often praise the diverse landscapes, the historical points of interest like Bolsover Castle, and the well-maintained paths that make many routes accessible for families.
Yes, you'll find several family-friendly pubs and cafes in and around Bolsover and the villages along the trails. These establishments often welcome hikers and provide a great spot for refreshments or a meal after your walk. It's a good idea to check opening times and facilities beforehand.
For a moderate family hike, consider the Teversal and Skegby Trails Loop. This route is about 12.9 km and explores woodlands, fields, and historical sites, offering a good balance of challenge and scenic beauty for active families.


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