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Countryside Guided Walks

Guided walks with the MonLife Countryside Access Team

The Monmouthshire Countryside Access Team arrange a series of guided walks in the beautiful Monmouthshire Countryside. The walks, led by trained volunteers, will take you on journeys of discovery in the Monmouthshire Countryside. They vary in length from 3 to 10 miles, but are usually around 6 or 7 miles. They will take you through fields and woodlands and along lanes and rivers, encountering points of interest on the way. Some level of fitness will be needed for the walks, but you will not be on a route march and leaders will adjust the pace to suit the group. This is a great opportunity to keep fit, improve your wellbeing, make new friends and find out more about our fantastic county in the safe hands of our knowledgeable leaders.

Skenfrith to Box Farm

Saturday 18^th October 2025

10:30am (Approx 4 hours)

This 6.25 mile (10km) walk follows part of the Three Castles Walk through lanes and open fields towards Grosmont. Field paths then rise to Brook House Farm, from where the walk descends the Black Brook Valley back to Skenfrith.

It should take about 4 hours to complete.

Click here to book your free tickets and for more information.

Ancient Hill Fort and fantastic views near Llandenny

Sunday 2nd November 2025

10:00am (Approx 3 hours)

A 5 mile (8 km) circular walk through undulating countryside and country lanes passing an ancient hill fort starting near the village of Llandenny. One steep slope and 10 stiles. Paths good but can be muddy in places.

It should take about 3 hours to complete.

Click here to book your free tickets and for more information.

Wentwood to Penhow Circular Walk

Saturday 15th November 2025

10:00am (Approx 4 hours)

On this 7 mile (12 km) walk we will be climbing up onto Gray Hill to view the Standing Stones and enjoy fantastic views towards the Severn Estuary. We will continue through Llanvair Discoed with its ancient dove cote to reach Penhow with its church and castle. We will return via Mynydd Alltir-fach. Two steep slopes and lots of stiles.

It should take about 4 hours to complete.

Click here to book your free tickets and for more information.

Non guided circular walks to enjoy

Number of results: 50

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Health Walk - Caldicot Castle

Address

Caldicot Castle Car Park, Church Road, Caldicot, Monmouthshire, NP26 4HT

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Caldicot

A 1.3 mile walk through Caldicot Castle Country Park.
25 Tregare and Penrhos

Address

The Hand lay-by, north of Raglan, 1 mile north of Raglan, near Tregare, Raglan, Monmouthshire, NP15 2LN

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Raglan

A 5 mile walk between pretty villages to the north of Raglan.
Craig-Y-Dorth Walk

Address

Roadside Car Park, Caer Llan, Nr Trellech, Monmouth, Monmouthshire, NP25 4JS

Nr Trellech, Monmouth

Craig-y-dorth is a short walk in the Wye Valley near Trellech, offering some of the best views of Monmouthshire.
Forest of Dean & Wye Valley Tour Guides

Address

Crossroads, Palmerston Road, Ross-on-Wye, Herefordshire, HR9 5PN

Telephone
01594 888197

contact@wyedeantourguides.org.uk

Ross-on-Wye

Whether you’re staying in the area or just visiting for a few hours, we can help you get the most out of your stay.
Walking or Cycling across the Severn Bridge

Address

The Severn Bridge, Chepstow, Monmouthshire, NP16 5AA

Chepstow

Walk or cycle across the (old) Severn Bridge along the M48 on this just under 5 mile route. It's a great way to experience the Severn Estuary, and to visit two countries in one walk.
Wye Valley Greenway

Address

Tintern, Monmouthshire, NP16 6SZ

Tintern

The Wye Valley Greenway is a five mile shared use route between Tintern and Chepstow, mostly following the old Wye Valley railway line down the eastern side of the River Wye.
22 Mitchel Troy to Cwmcarvan

Address

Mitchel Troy Church car park, Mitchel Troy, Monmouthshire, NP25 4HT

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Mitchel Troy

A 5 mile walk with lots of ups, downs and spectacular views from Mitchel Troy, west of Monmouth.
11 Usk Lady Hill

Address

Twyn Square, Usk, Monmouthshire, NP15 1BH

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Usk

A 3.1 mile walk on good tracks from Usk.
Health Walk - Drybridge & Watery Lane Walk

Address

Bridges Centre Car Park, Drybridge Park, Monmouth, Monmouthshire, NP25 5AS

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Monmouth

A 2.75 mile walk through Drybridge Nature Park and Vauxhall Fields, returning along Watery Lane.
20 Llantilio Crossenny to White Castle

Address

St Teilo's Church, Llantilio Crossenny, Monmouthshire, NP7 8TD

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Llantilio Crossenny

A 5 mile walk through farmland east of Abergavenny, using section of the Offa’s Dyke Path and Three Castles Walk.
9 Monmouth to Redbrook Circular Walk

Address

Monmouth Town Centre, Glendower Street, Monmouth, Monmouthshire, NP25 3DF

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Monmouth

A 6.3 mile walk from Monmouth using sections of the Offa’s Dyke Path and Wye Valley Walk.
Health Walk - Two Rivers Meadow Walk

Address

Monmouth Leisure Centre, Old Dixton Road, Monmouth, Monmouthshire, NP25 3DP

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Monmouth

2 mile walk around the land between the River Wye and the River Monnow.
19 Redbrook to Penallt

Address

Redbrook car park, Redbrook Road, Redbrook, Monmouthshire, NP25 4LP

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Redbrook

A walk of 4.4 miles in the Wye Valley south of Monmouth. Sustained ascent and descent.
Health Walk - Llanfoist Canal East Walk

Address

Llanfoist Crossing Car Park, Merthyr Road, Llanfoist, Abergavenny, Monmouthshire, NP7 9LP

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Llanfoist, Abergavenny

1.6 mile walk along the canal and return by path and minor road.
17 Buckholt Wood

Address

Monmouth Town Centre, Glendower Street,, Monmouth, Monmouthshire, NP25 3DF

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Monmouth

A 6 mile walk to the north of Monmouth
Health Walk - Dixton Church Walk

Address

Monmouth Leisure Centre, Old Dixton Road, Monmouth, Monmouthshire, NP25 3DP

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Monmouth

A 1 mile Monmouth walk along the River Wye to Dixton Church and back.
18 Monmouth King's Wood Circular Walk

Address

Drybridge Community Nature Park, Rockfield Road, Monmouth, Monmouthshire, NP25 5AS

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Monmouth

A 6.1 mile walk from Monmouth including a section of the Offa’s Dyke Path in King’s Wood.
Chepstow Town Trails

Address

Chepstow TIC, Bridge Street, Chepstow, Monmouthshire, NP16 5EY

Telephone
01291 623772

chepstow.tic@monmouthshire.gov.uk

Chepstow

Chepstow has three town trails. All start / finish at Chepstow TIC in the Castle car park, but you can pick them up at any point in the town centre. The full trail takes approximately 90 minutes. Look out for plaques of information in pavements and…
Health Walk - Llanfoist Canal West Walk

Address

Llanfoist Crossing Car Park,, Merthyr Road, Llanfoist, Abergavenny, Monmouthshire, NP7 9LP

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Llanfoist, Abergavenny

2.8 mile walk along the cycle track to Govilon and back along the canal.
8 Wentwood to Gray Hill Circular Walk

Address

Cadira Beeches car park, Usk Road, Wentwood, Usk, Monmouthshire, NP15 1NA

Telephone
01633 644850

countryside@monmouthshire.gov.uk

Wentwood, Usk

Path temporarily closed due to major problems with the route.
A strenuous 7.6 mile walk in woodland and common near Shirenewton.