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Walking

The best way to explore the Chesterfield Area’s beautiful countryside is on foot, and there are so many walking routes that it’s difficult to choose which one to do. Here are a few to get you on your way.

The Southern Spur of the Transpennine Trail runs from Chesterfield to Rother Valley Country Park . It mostly follows the Cuckoo Way alongside the Chesterfield Canal, but takes a different route to allow cyclists and horse riders to join walkers in places for the entire 11 mile length.

If you’re looking for a challenge, try the Chesterfield Round Walk. This 34 mile hike circles the town of Chesterfield and takes in almost every type of walking. If you’re feeling fit, it can be done in a day, but it’s best to tackle it in a group and you can do this by booking a ticket for the walk in the Chesterfield Area Walking Festival. An alternative is to stay for a few days and split the walk into 3 or 6 shorter sections.

Another popular walk is the Five Pits Trail, which links into the Phoenix Greenways, and the Brimington and Westthorpe Walk which links into the Chesterfield Greenways. The Walton and West Green Walk visits all the parks to the west of Chesterfield and picks up part of the Hipper Valley Greenway through Walton Dam and Somersall Park.

The Drone Valley Way starts at Dronfield Civic Centre, passing Tapton Lock Visitor Centre and Revolution House on its way to the finish point at Chesterfield’s Crooked Spire Church.

These are only a few of the walks and trails so which one will be your favourite?

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Trans Pennine Trail Southern Spur

Address:

Chesterfield Railway Staton, Corporation Street, Chesterfield, Derbyshire, S40 7UB

Telephone:
01246 345777

Email:

tourism@chesterfield.gov.uk

Type

Type:

Walking Route

Chesterfield

The Trans Pennine Trail cross the country from Hull to Southport. The section from the cross country route between Chesterfield and Rother Valley Country Park is known as the southern spur and is 11 miles long.
Cuckoo Way

Address:

Chesterfield Railway Station, Corporation Street, Chesterfield, Derbyshire, S40 7UB

Telephone:
01246 464732

Email:

contact@chesterfield-canal-trust.org.uk

Type

Type:

Walking Route

Chesterfield

The Cuckoo Way is the Chesterfield Canal Towpath and the full route runs for 46 miles from Chesterfield to West Stockwith and the River Trent. It is signposted throughout and is easy to follow.
Chesterfield Round Walk

Address:

Crow Lane, Unstone, Dronfield, Derbyshire, S18 4AN

Telephone:
01246 345777

Email:

tourism@chesterfield.gov.uk

Type

Type:

Walking Route

Dronfield

The Chesterfield Round Walk is a 34 mile circular walk exploring the varied countryside just beyond the suburban fringes of Chesterfield. The town, pinpointed by its famous ‘Crooked Spire’, can often be visible from the higher ground to the west and…
South Chesterfield Way

Address:

Chesterfield Town Hall, Rose Hill, Chesterfield, Derbyshire, S40 1LP

Telephone:
01246 345777

Email:

tourism@chesterfield.gov.uk

Type

Type:

Walking Route

Chesterfield

The South Chesterfield Way is an 11-mile waymarked linear walk between Chesterfield and Clay Cross.
Phoenix Greenways

Address:

Grassmoor Country Park, Birkin Lane, Grassmoor, Chesterfield, Derbyshire, S42 5BW

Telephone:
01629 533020

Email:

countrysideservice@derbyshire.gov.uk

Type

Type:

Walking Route

Grassmoor, Chesterfield

The greenways are a network of easy access off-road trails and quiet lanes. Once old railways and collieries, they track through some of Derbyshire and Nottinghamshire's most beautiful landscapes. There are many places to join the network.
River Rother Walk

Address:

Parkside Shopping Centre, 7 Stanley Street, Killamarsh, Sheffield, South Yorkshire, S21 1FY

Telephone:
01629 533020

Email:

countrysideservice@derbyshire.gov.uk

Type

Type:

Walking Route

Killamarsh, Sheffield

This walk follows a section of the River Rother that flows near the village of Killamarsh. The walk is 4 miles long and also follows part of the Westthorpe Loop. The walks can be combined to give a longer 8½ mile walk.
Chesterfield's Greenways

Address:

Tapton Lock, Lockoford Lane, Chesterfield, Derbyshire, S41 7JB

Telephone:
01629 533020

Email:

countrysideservice@derbyshire.gov.uk

Type

Type:

Walking Route

Chesterfield

Greenways are traffic-free routes that connect our towns and villages to the countryside. Walkers, cyclists, horse riders and disabled users can all explore the footpaths, cycle routes and bridleways that link the historic market town of…
Five Pits Trail

Address:

Birkin Lane, Grassmoor, Chesterfield, Derbyshire, S42 5BW

Telephone:
01629 533020

Email:

countrysideservice@derbyshire.gov.uk

Type

Type:

Walking Route

Chesterfield

The Five Pits Trail provides an off-road surfaced route for walkers, pram pushers, cyclists and horseriders. It's a 5½ mile linear route from Grassmoor Country Park to Tibshelf Ponds, passing through agricultural and woodland landscapes.
The Monnies Heritage Trail

Address:

Barlborough Heritage Centre, Ward Lane, Barlborough, Chesterfield, Derbyshire, S43 4JD

Telephone:
01246 810100

Email:

bhc.heritage@gmail.com

Type

Type:

Walking Route

Barlborough, Chesterfield

The Monnies Heritage Walk links the two historic villages of Barlborough and Clowne in the District of Bolsover and County of Derbyshire.
Whittington and Handleys Walk

Address:

Revolution House, High Street, Old Whittington, Chesterfield, Derbyshire, S41 9JZ

Telephone:
01629 533020

Email:

countrysideservice@derbyshire.gov.uk

Type

Type:

Walking Route

Old Whittington, Chesterfield

This is a circular walk that is 8 miles long and takes 4 to 6 hours to walk, although several shortcuts are available if you want a shorter walk. The route is waymarked by the cavalier’s head.
Drone Valley Way

Address:

Dronfield Civic Centre, Dronfield, Derbyshire, S18 1PD

Telephone:
01246 416141

Email:

richard266@me.com

Type

Type:

Walking Route

Dronfield

This route link Dronfield Parish Church with Chesterfield’s famous ‘Crooked Spire’ Church and can be walked in either direction. There are good bus links between Chesterfield and Dronfield so you can return to your starting point.
Clay Cross Heritage Trail

Address:

Market Street, Clay Cross, Chesterfield, Derbyshire, S45 9JE

Type

Type:

Town Trail

Chesterfield

Clay Cross sits on Ryknield Street, the Roman road that ran between Derby and Chesterfield and which later became a turnpike road before becoming the A61 that we drive along today. Explore its heritage on this short walk.
Bolsover Town Trail

Address:

Bolsover Castle, Castle Street, Bolsover, Chesterfield, Derbyshire, S44 6PR

Telephone:
01246 822793

Email:

bernardhaigh1@gmail.com

Type

Type:

Town Trail

Bolsover, Chesterfield

Setting out from the gates of Bolsover Castle, the Bolsover Town Trail tours the town looking at the heritage of the buildings.
Barrow Hill Heritage Trail

Address:

Campbell Drive, Barrow Hill, Chesterfield, Derbyshire, S43 2PN

Type

Type:

Town Trail

Chesterfield

This trail takes you around Barrow Hill, discovering all the points of interest along the way.
Archaeological Way

Address:

Poulter Country Park, 3 Whaley Road, Langwith, Bolsover, Derbyshire, NG20 9HS

Telephone:
01909 720378

Email:

info@creswell-crags.org.uk

Type

Type:

Walking Route

Langwith, Bolsover

The Archaeological Way is a route that will run from Pleasley Pit Country Park to Creswell Crags. It is being developed for walkers, wheelchair users, pushchairs, cyclists and horse riders (where possible) to safely enjoy and explore the area. The…
Walton and West Green Walk

Address:

Heaton Street, Brampton, Chesterfield, Derbyshire, S40 3AD

Telephone:
01246 345777

Email:

tourism@chesterfield.gov.uk

Type

Type:

Walking Route

Chesterfield

The Walton and West Green Walk visits the parks and green spaces in the Walton and Brampton area of Chesterfield on a 4 mile leisurely route.
Hustle and Bustle to Birds and Bluebells

Address:

Rykneld Square, Chesterfield, Derbyshire, S40 1SB

Telephone:
01246 345777

Email:

tourism@chesterfield.gov.uk

Type

Type:

Walking Route

Chesterfield

A wonderful wildlife walk along the restored Chesterfield Canal where you go from the noise and bustle of industry to a haven of peace and tranquillity. A circular walk with a grading of 'Easy', which is 6 miles long.
Frith Wood, Summerley and Unstone

Address:

Fred Hopkins Memorial Hall, off Crow Lane, Unstone, Dronfield, Derbyshire, S18 4AN

Telephone:
01629 533020

Email:

countrysideservice@derbyshire.gov.uk

Type

Type:

Walking Route

Unstone, Dronfield

This circular walk is 4 miles long but can be shortened by starting on Shireoaks Road in Dronfield and leaving out the Unstone connection to give a walk of 3¼ miles.
Around the Bluebank Loop

Address:

Bluebank Pools Car Park, off Brimington Road North, Chesterfield, Derbyshire, S43 1LT

Telephone:
01246 434762

Email:

contact@chesterfield-canal-trust.org.uk

Type

Type:

Walking Route

Chesterfield

Bluebank Pools is a local nature reserve and the trail around it is accessible for all. It starts and finishes at Bluebank Pools car park near the Mill pub where you can enjoy a drink and a snack.
Linacre and Cordwell Valleys Walk

Address:

Linacre Reservoir, Cutthorpe, Chesterfield, Derbyshire, S42 7AU

Telephone:
01629 533020

Email:

countrysideservice@derbyshire.gov.uk

Type

Type:

Walking Route

Chesterfield

This is an easy to follow circular walk of 10½ miles which can be shortened to 7½ miles if you have less time or prefer shorter walks. You will encounter stiles and steep slopes, and some areas can be muddy, all of which may make the walk difficult…

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