To provide you with the best experience, cookies are used on this site. Learn more

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.
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

Number of results: 6

Sort By: A-Z Lowest A-Z Highest

Gwent Wildlife Trust - Nightjars at Beacon Hill

Address

Beacon Hill forestry carpark, Trelleck, Penallt, Monmouth, Gwent, NP25 4PS

Telephone
01600 740600

akarran@gwentwildlife.org

Price
Price £15.00 Per Ticket

Penallt, Monmouth

Join Gwent Wildlife Trust to search for the illusive Nightjars with an evening strolling on the heath at Beacon Hill in the company of bird expert, Andy Karran, to listen for and hopefully see this elusive and mysterious bird. Woodcock, Tawny Owls…

Venue

Beacon Hill and Beacon View, Monmouth

Dates

From:
1 June 2026Open 20:45 - 23:15
Gwent Wildlife Trust - Meadow Plant ID

Address

Pentwyn Farm, Penallt, Monmouth, monmouthshire, NP25 4SE

Telephone
01600 740600

info@gwentwildlife.org

Price
Price £15.00 Per Ticket

Penallt, Monmouth

A beginner's introduction to identifying meadow plants.

Venue

Pentwyn Farm SSSI, Monmouth

Dates

From:
3 June 2026Open 10:00 - 12:00
Monmouthshire Guided Walk - Wells, Springs and Wild Flowers at Trellech

Address

Trellech Village Car Park, Trellech, Monmouthshire, NP25 4PE

Telephone
01291 641856

chepstowwaw@hotmail.co.uk

Trellech

Join Chepstow Walkers are Welcome (in association with Monmouthshire Countryside) on a 5.5 mile walk from Trellech, above the Wye Valley south of Monmouth.

Venue

Cleddon Falls and Cleddon Shoots, Monmouth

Harold's Stones, Monmouth

The Virtuous Well, Monmouth

Dates

From:
7 June 2026Open 10:00 - 14:00
Meadowplant Identification (Intermediate)

Address

Springdale Farm, Llanllowell Lane Coed-Cwner, Llangwm, Usk, Monmouthshire, NP15 1NF

Telephone
01600 740600

info@gwentwildlife.org

Price
Price £15.00 per adult

Llangwm, Usk

Following on from Gwent Wildlife Trust beginner’s course on Wednesday, 3rd June, Andy Karran will provide a deeper dive into the wonderful plants to be found in our traditional meadows and grasslands.

Dates

From:
9 June 2026Open 10:00 - 12:30
Monmouthshire Guided Walk - Llantilio Crossenny to White Castle

Address

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

Telephone
01291 641856

chepstowwaw@hotmail.co.uk

Llantilio Crossenny

Join Chepstow Walkers are Welcome (in association with Monmouthshire Countryside) on a delightful 5 mile (8km) walk that takes footpaths uphill through fields and lanes before joining the Three Castles Walk to White Castle, then returning on a…

Venue

White Castle (Cadw), Abergavenny

White Castle Vineyard, Abergavenny

Dates

From:
20 June 2026Open 10:00 - 14:00
A guided walk of Alfred Russel Wallace's Usk

Address

43, Maryport Street, Usk, Usk, Monmouthshire, NP15 1AD

Telephone
07958300811

meirion.howells@usktown.org

Usk

Usk Civic Society presents in conjunction with CADW’s Open Doors a Guided Walk of Alfred Russel Wallace's Usk.

Dates

From:
19 Sept 2026Open 11:00 -