Winster

Chesterfield & North East Derbyshire Group

A Ramblers group that organises more than 350 walks per year that are accessible to people in the Chesterfield and North East Derbyshire area.

Get in touch about this walk

Mel H.

Join the Ramblers and enjoy

unlimited free access to 50,000 Ramblers group walks
a library jam-packed with thousands of tried-and-tested routes
a welcome pack teeming with top tips plus our Walk magazine
exclusive discounts from our partners
knowing your support is opening up more places to walk and helping more people discover the joy of walking

Join now for just £3.58 per month

Overview

Winster, Jughole Wood, Upper Town

Wednesday, 3 December 2025

Start time:: 10:00 am
Estimated finish time:: 3:00 pm

Difficulty:: Moderate
Distance:: 13.2km / 8.2mi
Ascent:: 304.8m / 1000ft
Type:: circular

Please bring food and drink for the walk and wear appropriate clothing and footwear

Features

Car parking available

Starting point

Grid reference:: SK 23870 60243
Nearest postcode:: DE4 2DR
what3words:: legs.jots.tightest

Start time:: 10:00 am

Winster top CP, Off West Bank

Upcoming walks with Chesterfield & North East Derbyshire Group

Cancelled: Clodhall

Start:

Difficulty:: Moderate

Distance:: 11.5 miles

Derby to Markeaton Park

Start:

Difficulty:: Easy

Distance:: 6.0 miles

Chandler Hill Lane

Start:

Difficulty:: Moderate

Distance:: 8.3 miles

FINDING FAIR FLORA

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Rowsley and Stanton Moor

Start:

Difficulty:: Moderate

Distance:: 8.5 miles

Chesterfield Round Walk - Brimington to Heath

Start:

Difficulty:: Moderate

Distance:: 7.0 miles

AUTUMNAL SPLENDOUR

Start:

Difficulty:: Moderate

Distance:: 12.0 miles

Poolsbrook Country Park

Start:

Difficulty:: Moderate

Distance:: 8.6 miles

Holymoorside Circular

Start:

Difficulty:: Moderate

Distance:: 8.0 miles

Rowsley

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Renishaw

Start:

Difficulty:: Moderate

Distance:: 5.5 miles

A Nature Reserve and a Castle - Heath to Bolsover

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

Grouse Inn

Start:

Difficulty:: Moderate

Distance:: 7.5 miles

A DERWENT VALLEY DETOUR

Start:

Difficulty:: Moderate

Distance:: 11.0 miles

Back Tor and Derwent Edge

Start:

Difficulty:: Moderate

Distance:: 8.0 miles

Teversal

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Tapton to Staveley Canal Basin

Start:

Difficulty:: Easy

Distance:: 6.0 miles

Cutthorpe

Start:

Difficulty:: Moderate

Distance:: 7.5 miles

TO THE WOODS

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Limb Valley & Porter Valley Circular

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Monsal Head

Start:

Difficulty:: Moderate

Distance:: 11.0 miles

Riddings

Start:

Difficulty:: Moderate

Distance:: 5.5 miles

REDMIRES

Start:

Difficulty:: Moderate

Distance:: 11.5 miles

Pleasley Country Park

Start:

Difficulty:: Leisurely

Distance:: 8.0 miles

Monsal and Bakewell Circular

Start:

Difficulty:: Moderate

Distance:: 9.0 miles

Cutthorpe

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Clowneing Around

Start:

Difficulty:: Easy

Distance:: 5.5 miles

Longshaw

Start:

Difficulty:: Moderate

Distance:: 8.0 miles

THE LADY IS HOPEFUL

Start:

Difficulty:: Moderate

Distance:: 10.5 miles

Holloway

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Rowsley

Start:

Difficulty:: Moderate

Distance:: 5.5 miles

Holmesfield

Start:

Difficulty:: Moderate

Distance:: 7.0 miles

QUARRY VISTAS

Start:

Difficulty:: Moderate

Distance:: 11.0 miles

All The Edges

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Higham to Clay Cross

Start:

Difficulty:: Moderate

Distance:: 5.0 miles

Harthill

Start:

Difficulty:: Moderate

Distance:: 8.0 miles

WINGERWORTH TO ASHOVER LOOP

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Coal Aston

Start:

Difficulty:: Moderate

Distance:: 9.0 miles

Chander Hill

Start:

Difficulty:: Moderate

Distance:: 10.3 miles

Hardwick

Start:

Difficulty:: Moderate

Distance:: 5.5 miles

Ashopton

Start:

Difficulty:: Moderate

Distance:: 6.5 miles

LET’S GET GIDDY

Start:

Difficulty:: Moderate

Distance:: 11.0 miles

Sutton Scarsdale Hall

Start:

Difficulty:: Moderate

Distance:: 9.5 miles

Rowsley

Start:

Difficulty:: Moderate

Distance:: 9.0 miles

Winster

Start:

Difficulty:: Moderate

Distance:: 8.2 miles

MONSAL

Start:

Difficulty:: Moderate

Distance:: 10.5 miles

Shillito Wood

Start:

Difficulty:: Moderate

Distance:: 9.5 miles

Ashover

Start:

Difficulty:: Moderate

Distance:: 11.5 miles

Hornbeam

Start:

Difficulty:: Moderate

Distance:: 5.5 miles

5 Pits Trail

Start:

Difficulty:: Moderate

Distance:: 6.0 miles

Bamford and Stanage

Start:

Difficulty:: Moderate

Distance:: 8.6 miles

Christmas Dinner Walk

Start:

Difficulty:: Moderate

Distance:: 8.0 miles

Harthill

Start:

Difficulty:: Moderate

Distance:: 4.8 miles

WHIRLOW

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Rowthorne

Start:

Difficulty:: Moderate

Distance:: 5.5 miles

LITTON

Start:

Difficulty:: Moderate

Distance:: 9.0 miles

Haughton and Bothamsall

Start:

Difficulty:: Moderate

Distance:: 10.0 miles

Join the Ramblers and enjoy

unlimited free access to 50,000 Ramblers group walks
a library jam-packed with thousands of tried-and-tested routes
a welcome pack teeming with top tips plus our Walk magazine
exclusive discounts from our partners
knowing your support is opening up more places to walk and helping more people discover the joy of walking

Join now for just £3.58 per month