Walks you can reach from Caldicot by train
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Gloucester Circular via Gloucester Docks (Gloucestershire)
45 minutes direct from Caldicot.
Medieval friaries, Gloucester Cathedral's fan-vaulted cloisters, the historic docks and the river-meadow Alney Island reserve on the Severn.
Gloucester Docks: Britain's most inland port, the 1827 terminus of the Gloucester and Sharpness Canal, ringed by Victorian warehouses.
Gloucester Cathedral: A great medieval cathedral with celebrated fan-vaulted cloisters, near the start of the walk.
Llanthony Secunda Priory: The surviving buildings of a 12th-century Augustinian priory beside the Gloucester docks.
Alney Island Nature Reserve: A river-meadow nature reserve on an island between two channels of the River Severn.
Over Bridge: A single-span masonry bridge over the Severn designed by Thomas Telford and completed in 1829.
Time: 1h
Walk details: Bristol Rail Campaign (photos, local insights and turn-by-turn directions).

Severn Tunnel Junction to Newport (Monmouthshire)
2 minutes direct from Caldicot.
Recommended
Walk details: Railwalks.

Cardiff Central to Barry (Glamorgan)
30 minutes direct from Caldicot.
Recommended
Walk details: Railwalks.

Ashchurch for Tewkesbury to Cheltenham Spa (Gloucestershire)
45 minutes direct from Caldicot.

Severn Tunnel Junction to Chepstow (Monmouthshire)
2 minutes direct from Caldicot.

Severn Tunnel Junction to Cwmbran (Monmouthshire)
2 minutes direct from Caldicot.

Cardiff Central to Newport (Glamorgan)
30 minutes direct from Caldicot.
Awesome views across the Severn estuary and Gwent Levels. A long, mostly off-road coastal walk along the Wales Coast Path, with sweeping views across the Severn Estuary and Gwent Levels and plus a few stretches along busy roads going in and out of the two cities. Very exposed to the elements throughout. Mostly follows the Wales Coast Path. Wildlife includes kestrels, curlews and grass snakes; 7,000-year-old footprints have been found on the estuary shore. The Lighthouse Inn at St Brides Wentlooge is currently closed.
Coastal: two thirds along the coast.
Time: 6h30–12h30
Lunch: There are no places to get food or water on the route, so bring everything you need.
Warnings: A fifth urban. The route is very exposed, so wind, rain or heat will be strongly felt. There are no refreshment or water stops the whole way, so carry everything you need. A few stretches along busy roads at the city ends.
Walk details: Slow Ways.
Reverse direction: Railwalks.

Gloucester to Stroud (Gloucestershire)
45 minutes direct from Caldicot.
Great wide open views back to Gloucester and across towards Wales. Starts through Gloucester's historic streets, then field paths (muddy in winter) skirting Robinswood Hill, crossing under the M5 to wide open countryside with great views. Noisy near the roads and motorway in the first half and quieter and more scenic beyond.
Time: 5h–10h
1 lunch spot: the Fagin's
Warnings: After crossing under the M5 there is a short stretch of busy road with blind corners and little space off the carriageway before the footpath to Brookthorpe; take care. Fields can be very muddy in winter, and some stiles and bridges (e.g. near Daniel's Brook) are hidden in brambles and easily missed.
Walk details: Slow Ways.

Gloucester to Cheltenham Spa (Gloucestershire)
45 minutes direct from Caldicot.

Cadoxton to Cardiff Central (Glamorgan)
30 minutes direct from Caldicot.

Stonehouse to Gloucester (Gloucestershire)
45 minutes direct from Caldicot.

Cwmbran to Newport (Monmouthshire)
15 minutes direct from Caldicot.
The beautiful Mon & Brec canal towpath. For most of the way an easy, flat walk along the green and atmospheric Monmouthshire & Brecon canal towpath, surprisingly rural and full of wildlife. The towpath is paved but a little knobbly in the middle section and can be slippery with leaf-fall on slopes. Urban sections with underpasses, overpasses, ramps and steps bookend the canal at both Cwmbran and Newport and with a series of locks on one uphill stretch. Much of the Newport end is signposted as cycle route 47. There is plenty of waterfowl along the canal.
Waterway: three quarters along the Monmouthshire Canal.
Time: 2h30–5h30
Warnings: Several busy roads must be crossed to get out of central Cwmbran; most have controlled crossings but not all, including a fast roundabout on unmarked crossings.
Walk details: Slow Ways.