Walks you can reach from Harrow-on-the-Hill by train
Middlesex · South East England
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Wendover Circular via Great Kimble (Buckinghamshire)
45 minutes direct from Harrow-on-the-Hill.
Highly recommended
Woodland: a quarter under tree cover.
Time: 3h30–6h30
1 lunch spot: the Russell Arms (2h–4h30 in)
3 end-of-walk rewards: the Shoulder of Mutton, the White Swan, or the Bel & The Dragon at the Red Lion
Adapted from: The Rough Guide to Walks in London & the South East (3rd edition).

Princes Risborough to Wendover (Buckinghamshire)
45 minutes direct from Harrow-on-the-Hill.
Highly recommended: Beech woods, chalk downlands, high ridgeline, nature reserves, escarpments with wide views and a pleasant old market town.
Hilly: two fifths on high ground, rising above the surrounding land.
Woodland: two fifths under tree cover.
Time: 4h–8h
1 end-of-walk reward: the Shoulder of Mutton
Warnings: Can be muddy.
Adapted from: Time Out Country Walks Volume 1.
Similar walk: the Saturday Walkers Club.

Great Missenden to Wendover (Buckinghamshire)
30 minutes direct from Harrow-on-the-Hill.
Misbourne Valley countryside and woodland, with an optional extension to the National Trust hilltop of Coombe Hill and the Ridgeway.
Coombe Hill: A National Trust hilltop above Wendover giving spectacular views across the Aylesbury Vale.
Walk details: Walk by Rail (tips and local insights).

Princes Risborough to Great Missenden (Buckinghamshire)
30 minutes direct from Harrow-on-the-Hill.
Sloping fields, beech woods, hamlets, upmarket farms, cottages and two short steep hills with fine views.
Time: 4h30
Warnings: Can be muddy.
Walk details: the Saturday Walkers Club (tips, local insights and turn-by-turn directions).

Tring to Wendover (Hertfordshire)
45 minutes direct from Harrow-on-the-Hill.
Flat canal towpath, reservoir banks, open arable fields, wooded Chilterns hills and steep descents.
Woodland: a third under tree cover.
Time: 6h–12h
1 lunch spot: the Partridge (3h–6h in)
1 end-of-walk reward: Wendover Woods Café
Warnings: Steep chalky descent.
Adapted from: Time Out Country Walks Volume 1.
Similar walk: the Saturday Walkers Club.
Reverse direction: Walk by Rail.

Chorleywood to Chesham (Hertfordshire)
15 minutes direct from Harrow-on-the-Hill.
Chess Valley, Chiltern Hills, hill climbs, panoramic views, woods, celandine and bluebell woods, valley rim permissive path and suburban finish.
Warnings: Can flood after rain.
Walk details: the Saturday Walkers Club (tips, local insights and turn-by-turn directions).

Chalfont & Latimer to Chorleywood (Buckinghamshire)
15 minutes direct from Harrow-on-the-Hill.
The chalk-stream Chess Valley, valley-side footpaths and woodland, through the villages of Flaunden and Sarratt to Chorleywood.
The Chess Valley: A scenic Chilterns valley carved by the chalk-stream River Chess, threaded by footpaths between Chesham and Rickmansworth.
Walk details: Walk by Rail (tips and local insights).

Amersham to Chorleywood (Buckinghamshire)
30 minutes direct from Harrow-on-the-Hill.
Brilliant views over the Chess Valley; the unique yellow gold of autumn beeches shining in the low sun. A wooded Chilterns walk crossing open land, field edges and well-made farm tracks, with great views over the Chess Valley. Underfoot is variable — soft mud or grass in the open, exposed and sometimes hidden tree roots in the woods, tiring stony bases on the farm tracks. Can be deeply muddy when wet and but no long climbs. Spectacular for snowdrops, bluebells and daffodils in season; muntjac deer present. No facilities between the two towns apart from benches.
Woodland: two fifths under tree cover.
The Chess Valley: A scenic Chilterns valley carved by the chalk-stream River Chess, threaded by footpaths between Chesham and Rickmansworth.
Time: 2h30–5h
Lunch: No facilities between the towns apart from benches; shops at either end.
Warnings: Slippery, sometimes deep mud after wet weather — good boots advised. One fast-traffic crossing of the A404 (Amersham Road). Confusing signposting near Whitelands Wood at the Chorleywood end.
Walk details: Walk by Rail (tips and local insights).

Great Missenden to Amersham (Buckinghamshire)
30 minutes direct from Harrow-on-the-Hill.
Open Chilterns farmland, beech woods, rolling fields, quiet villages and a ridge approach to old Amersham.
Time: 5h–9h30
3 lunch spots: the Crown Inn (1h30–3h30 in), the Hit or Miss (2h30–5h30 in), or the Potters Arms (2h30–5h30 in)
Warnings: Can be muddy.
Adapted from: Time Out Country Walks Volume 1.
Similar walk: the Saturday Walkers Club.

Aylesbury Vale Parkway to Aylesbury (Buckinghamshire)
1 hour direct from Harrow-on-the-Hill.
Rolling hills, pastures, hay meadows, river valleys, quiet hilltop villages and a long canal towpath stretch into a historic town centre.
Time: 5h30
Warnings: Can be muddy. Avoid midsummer.
Walk details: the Saturday Walkers Club (tips, local insights and turn-by-turn directions).
Similar walk: Walk by Rail.

Chesham to Great Missenden (Buckinghamshire)
30 minutes direct from Harrow-on-the-Hill.
Undulating Chilterns, sloping fields, woods, hamlets, village greens and beech woodland on Frith Hill.
St John the Baptist Church: Historic parish church.
Time: 5h
Warnings: Steep descent into Great Missenden.
Walk details: the Saturday Walkers Club (tips, local insights and turn-by-turn directions).

Haddenham and Thame Parkway to Aylesbury (Buckinghamshire)
45 minutes direct from Harrow-on-the-Hill.
Flat Thame Valley farmland, tranquil hamlets, pastures, community woodland and stately mansion grounds.
Time: 5h
Walk details: the Saturday Walkers Club (tips, local insights and turn-by-turn directions).