To provide you with the best experience, cookies are used on this site. Learn more
To provide you with the best experience, cookies are used on this site. Learn more
To build your own Itinerary, click 
to add an item to your Itinerary basket.
Already saved an Itinerary?
There’s no better way to keep your spirits up than to get out into the fresh air and take some exercise. A brisk walk in our stunning countryside will do wonders for your mood as well as helping to offset some of the extra calories you'll consume over the festive period.
Here are five of our favourite winter walks, from short easy walks on the level to more challenging longer and steeper routes. (You’ll find a more comprehensive selection of walks here).
.jpg)
(The Boat Inn, Redbrook)
If you're the sort of person who thinks the best part of a winter walk is the pub at the end, this Monmouth to Redbrook circular walk, which includes three pubs (The Queen's Head, Monmouth, The Bell Inn, Redbrook and The Boat Inn, Penallt), is your sort of walk! The 6.3 mile circular walk starts in Monmouth and heads straight up the Kymin for some beautiful views over Monmouthshire towards the Brecon Beacons. You then follow the Offa's Dyke Path to Redbrook, before a gentle riverside walk back along the Wye Valley Walk to Monmouth. That's a well-earned drink (or two) in anyone's book.
Click here for more details on the walk
(Clytha Castle)
The whole family can enjoy this relatively flat walk through the Vale of Usk near Raglan. It's a 3 mile circular walk taking in the parkland of the 18th century Clytha Castle & Park Estate, with great views up the valley. As it's a fairly short, sheltered walk, it tends to be one the children can enjoy too.
Make sure to pop into The Clytha Arms along the route for a mulled wine.
Find out more about the walk here
(@willdaviesphotography - Looking east from the Skirrid)
Shorter winter days mean not having to get up quite so early to enjoy the sunrise (it rises after 8am for most of December in Abergavenny). The Skirrid's long, steep, east-facing ridge makes it the perfect place to watch the sun rise over the rolling countryside and patchwork fields of Monmouthshire.
Head up the Skirrid to watch the sunrise
The marshes and wetlands of the Gwent Levels - the low-lying land adjoining the Severn Estuary between Chepstow and Newport has been reclaimed from the sea since Roman times. With the second highest tidal range in the world, the Severn Estuary is home to a wealth of wildlife and provides ideal over-wintering conditions for up to 90,000 wading birds and wildfowl.
See how many over-wintering birds you can spot on our Black Rock Health Walk, a 3 mile walk with views over the Severn Estuary along the Wales Coast Path.
Try the Black Rock Health Walk
Extend your walk by taking in more of the Wales Coast Path
Visit Llandegfedd Lake for more bird-watching opportunities
We've all heard the saying "there's no such thing as bad weather, only unsuitable clothing". But if you're looking for a sheltered walk in inclement weather try the 1.6 mile Llanfoist Canal walk, which follows fully made paths (tarmac or gravel) along the Monmouthshire and Brecon Canal towpath.
Have a look at all our walks below
Number of results: 52
, currently showing 1 to 20.
Abergavenny
3 mile walk through Llanover Park and return on lanes and the canal towpath.
Mitchel Troy
A 5 mile walk with lots of ups, downs and spectacular views from Mitchel Troy, west of Monmouth.
Monmouth
A 1.75 mile walk on which you'll learn a little about Geoffrey & his links to Monmouth, as well as other interesting facts.
Monmouth
A 1 mile Monmouth walk along the River Wye to Dixton Church and back.
Nr Trellech, Monmouth
Craig-y-dorth is a short walk in the Wye Valley near Trellech, offering some of the best views of Monmouthshire.
Monmouth
A 2.75 mile walk through Drybridge Nature Park and Vauxhall Fields, returning along Watery Lane.
Usk Road, Llangybi
A 6 mile walk from the village of Llangybi south of Usk.
Raglan
A 6 mile walk along the Usk Valley Walk and back via Bettws Newydd and the National Trust’s Clytha estate, in countryside between Abergavenny and Raglan.
St Arvans, Chepstow
2.8 mile route through and to the west of the village of St. Arvan's.
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…
Chepstow
2.6 mile route through Piercefield Park and returning on a section of the Wye Valley Walk.
Caldicot
A 1.3 mile walk through Caldicot Castle Country Park.
Usk
A 3.1 mile walk on good tracks from Usk.
Chepstow
2.7 miles from the village of Mathern, through farmland and the St Pierre golf course.
Chepstow
3 mile walk around the countryside to the south west of Chepstow.
Trellech
A 5.3 mile walk from Trellech, above the Wye Valley south of Monmouth. Taking in Cleddon Falls and historic Trellech.
Skenfrith
A 6.5 mile walk in the Monnow Valley south of Skenfrith.
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.
Chepstow
A 2.8 mile circuit in farmland between Mathern village and Chepstow.
Monmouth
Based in Monmouth close to the Wye Valley Walk and the Offas Dyke Path, this Monmouthshire based walking holiday company have been organising self-guided tours throughout Wales and the UK for 15 years.
© Visit Monmouthshire 2026. All Rights Reserved
