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.
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
3 mile walk around the countryside to the south west of Chepstow.
Abergavenny
3 mile walk through Llanover Park and return on lanes and the canal towpath.
Monmouth
A 2.75 mile walk through Drybridge Nature Park and Vauxhall Fields, returning along Watery Lane.
Chepstow
2.6 mile route through Piercefield Park and returning on a section of the Wye Valley Walk.
Skenfrith
A 6.5 mile walk in the Monnow Valley south of Skenfrith.
Monmouth
2 mile walk around the land between the River Wye and the River Monnow.
Chepstow
The route heads out of Tintern above the Abbey, following the Wye Valley Walk up into dense woodland.
Chepstow
A 5.4 mile hilly walk around the community of St Arvans north of Chepstow.
Abergavenny
4 mile walk along the River Usk to the west of Abergavenny.
Chepstow
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
Pontywaun, Crosskeys
Welcome to Wales Outdoors, the leading guided hike and guided tour provider in Wales. From waterfalls to castles, mountains to industrial heritage and from beach to Roman ruin, whether on foot all day or as a passenger in our luxury fully electric…
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.
Raglan
A 5 mile walk between pretty villages to the north of Raglan.
Bulwark, Chepstow
2.6 miles around the Bulwark area of Chepstow, taking in the Wales Coast Path through Warren Slade.
Caldicot
A 3 mile walk from Black Rock picnic area, using a section of the Wales Coast Path.
Wentwood, Usk
Path temporarily closed due to major problems with the route.
A strenuous 7.6 mile walk in woodland and common near Shirenewton.
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.
Chepstow
2.7 miles from the village of Mathern, through farmland and the St Pierre golf course.
St Arvans, Chepstow
2.8 mile route through and to the west of the village of St. Arvan's.
© Visit Monmouthshire 2026. All Rights Reserved
