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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 Spring Walking Festival

Join Chepstow Walkers are Welcome for 3 days of walking fun at the Chepstow Spring Walking Festival, held 10th -12th April 2026.
1. 10th 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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Usk Lady Hill Snowdrops Guided Walk

Address

Maryport Street North Car Park, Usk, Monmouthshire, NP15 1AU

Telephone
01291 641856

chepstowwaw@hotmail.co.uk

Usk

Enjoy a varied walk to the north of Usk taking in rolling hills and woodland as well as some beautiful snowdrop displays.

Dates

From:
14 Feb 2026Open 10:00 - 12:30
Monmouthshire Guided Walk - Abergavenny to Little Skirrid

Address

Byefield Lane Car Park, Tudor Street, Abergavenny, Monmouthshire, NP7 5DL

Telephone
01291 641856

chepstowwaw@hotmail.co.uk

Abergavenny

Join us for this 3.5 mile (5.7km) walk up to the Little Skirrid.

Dates

From:
1 Mar 2026Open 10:00 - 12:30
Chepstow Spring Walking Festival

Address

Various Locations, Chepstow, Monmouthshire, NP16 5EY

Telephone
087760 195320

chepstowwaw@hotmail.co.uk

Price
Price £5.00 per adult

Chepstow

Join Chepstow Walkers are Welcome for 3 days of walking fun at the Chepstow Spring Walking Festival, held 10th -12th April 2026.

Dates

From:

10 Apr 2026to12 Apr 2026Various Opening Times

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