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You are here: Things to do > Tours and sightseeing > Guided walks

Guided walks

Guided hiking (and mountain biking) adventures in the area can be booked through Treads and Trails and guided walking holidays can be booked through Celtic Trails and Great British Walks. There's also plenty of shorter guided walks on offer, including the annual Chepstow Walking Festival every April, and two free guided walks from MonLife Countryside each month.

Inspiration

Countryside Guided Walks

Monmouthshire & Wye Valley guided walks with MonLife Countryside
Chepstow Walking Festival

Join Chepstow Walkers are Welcome for 6 days of walking fun at the annual Chepstow Walking Festival, held 7th -12th April 2026.
1. 7th Apr 202612th Apr 2026
Celtic Trails - Wye Valley Walk

Celtic Trails want to give you the best walking holiday in Britain you can have. Your walking holiday will take you along the very best of National Trails and Long-Distance paths through Wales.
Celtic Trails Walking - Offas Dyke Path

Celtic Trails want to give you the best walking holiday in Britain you can have. Your walking holiday will take you along the very best of National Trails and Long-Distance paths through Wales

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Monmouthshire Guided Walk - Llanvetherine, White Castle and Llantilio Crossenny

Address

Abergavenny to Skenfrith layby, Old Ross Road, east of Llanvetherine, Abergavenny, Monmouthshire, NP7 8RG

marklangley@monmouthshire.gov.uk

east of Llanvetherine, Abergavenny

Join the MonLife Countryide Department monthly free guided walk, exploring the beautiful and historic area around White Castle in the heart of Monmouthshire.

Venue

White Castle (Cadw), Abergavenny

Dates

From:
20 Sept 2025Open 10:30 - 15:00
Monmouthshire Guided Walk - River, church and abandoned settlement

Address

Abergavenny Bus Station Car Park, Monmouth Road, Abergavenny, Monmouthshire, NP7 5HF

Abergavenny

Free guided walk in Abergavenny

Dates

From:
5 Oct 2025Open 10:00 - 15:00
Monmouthshire Guided Walk - Skenfrith to Box Farm

Address

Lay by on Herefordshire side of river, Skenfrith, Monmouthshire, NP7 8UG

marklangley@monmouthshire.gov.uk

Skenfrith

A 6.25 mile (10km) walk following 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.

Venue

Skenfrith Castle (Cadw), Abergavenny

Dates

From:
18 Oct 2025Open 10:30 - 14:30
Llandegfedd Lake Spooky Halloween Trail

Address

Llandegfedd Reservoir, Usk, Monmouthshire, NP4 0SY

Telephone
01633 373401

llandegfeddenquiries@dwrcymru.com

Price
Price £3.00 Per Ticket

Usk

There'll be spooky fun at Llandegfedd Lake this Halloween with a spooky Halloween trail full of bats, witches and all kinds of ghostly goings-on.

Venue

Llandegfedd Lake & Watersport Centre, Usk

Dates

From:

1 Nov 2025to2 Nov 2025Open 10:00 - 15:00
Chepstow Walking Festival

Address

Various Locations, Chepstow, Monmouthshire, NP16 5EY

Telephone
01291 641856

chepstowwaw@hotmail.co.uk

Price
Price £5.00 per adult

Chepstow

Join Chepstow Walkers are Welcome for 6 days of walking fun at the annual Chepstow Walking Festival, held 7th -12th April 2026.

Dates

From:

7 Apr 2026to12 Apr 2026