Walk · North Yorkshire

Five Pits Trail: Grassmoor to Holmewood

Chesterfield
Old Tupton New Tupton Grassmoor North Wingfield A61 Station Road Nethermoor Road Hagg Hill River Rother N 880 YD © OpenStreetMap contributors
6MILES
2h 45mON FOOT
130mCLIMB
Out & backSHAPE
The route A-road B-road Lane Track Path Water Woodland
Off-road 98% 2% shares tarmac with cars
Field & moor path 10%Lane & track 88%Road with traffic 2%

Our drawing of the route, over road and path data from OpenStreetMap. It shows where the walk goes and what it goes through. It is not a survey and not a navigation aid — carry OS Explorer on the hill.

Starts at
Grassmoor Country Park car park, off the B6038 south of Chesterfield
Parking
Free car park at Grassmoor Country Park, around 50 spaces; further free parking at Holmewood and Williamthorpe along the trail
Directions to the start →

Six miles there and back on a surfaced, off-road trail across old colliery country, two and three quarter hours, with rolling gradients rather than the flat you would expect from a railway path. Start at Grassmoor Country Park car park, free and reached off the B6038 south of Chesterfield, with space for around 50 cars. The trail is traffic-free and shared with cyclists and horse riders so close control is enough, the ponds along the way are fenced in places but Williamthorpe gives shallow access, and the reclaimed grassland is grazed in stretches, which means a lead near the stock.

House rules, decoded

Off-lead OK
Livestock — leads on
REGION · NORTH YORKSHIRE
GRID · 53.2058, -1.4142
SOURCE · HTTPS://WWW.DERBYSHIRE.GOV.UK/LEISURE/COUNTRYSIDE/ACCESS/WALKING/WALKS-AND-TRAILS/FIVE-PITS-TRAIL.ASPX
Also in Chesterfield
1 MILE © OpenStreetMap contributors
Walk DOGS WELCOME

Chesterfield Canal: Tapton Lock to Staveley

S41 7NH
5.4 MI · 2H 25M · 100% OFF-ROAD

Five and a half miles there and back along a level, multi-user towpath from Tapton Lock towards Staveley, about two and a half hours with plenty of excuses to stop at locks. Start from the Tapton Lock car park off the A619 roundabout on the edge of Chesterfield, free and rarely full, with the visitor centre and toilets on site. The towpath is wide enough for a dog under close control rather than a lead, the canal is deep with steep banks so a dog that swims needs watching near the locks, and there are moorhens and swans nesting along the margins from spring onwards.

Off-lead OK
VERIFIED 29 JUL 2026 VIEW ›
440 YD © OpenStreetMap contributors
Walk SOME LIMITS

Linacre Reservoirs

S42 7JW
3.6 MI · 1H 55M · 96% OFF-ROAD

Three and a half miles and about two hours round three reservoirs in a wooded valley, on made paths with one steady climb between the middle and upper dams. Start from the Severn Trent car park at Linacre off the Cutthorpe road, three miles west of Chesterfield, free and with about 80 spaces but busy on Sunday mornings. Severn Trent requires dogs to be on a lead at all times here because of the wildlife, the water is fenced and steep-sided so there is no swimming, and the beech woods make this the coolest option in the county on a hot afternoon.

VERIFIED 29 JUL 2026 VIEW ›
No photo yet
Pub SOME LIMITS

Pig & Pump

S41 7TJ
No reviews yet

Pub and kitchen in the middle of Chesterfield, within sight of the crooked spire. Dogs are welcome, with the dog bar set up outside on the terrace, so the terrace is the natural spot in decent weather. Useful town-centre stop before the Chesterfield Canal towpath walk out to Tapton.

Water bowls
VERIFIED 29 JUL 2026 VIEW ›

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