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.
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.
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
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.
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…
Tintern
A 2.5 mile walk from the Old Station, Tintern enjoying both sides of the River Wye.
Monmouth
A 1 mile Monmouth walk along the River Wye to Dixton Church and back.
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.
Usk Road, Llangybi
A 6 mile walk from the village of Llangybi south of Usk.
Chepstow
2.7 miles from the village of Mathern, through farmland and the St Pierre golf course.
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.
Llanfoist, Abergavenny
2.8 mile walk along the cycle track to Govilon and back along the canal.
Skenfrith
A 6 mile walk north of Skenfrith in the Monnow Valley.
Caldicot
A 1.3 mile walk through Caldicot Castle Country Park.
Llantilio Crossenny
A 5 mile walk through farmland east of Abergavenny, using section of the Offa’s Dyke Path and Three Castles Walk.
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
Abergavenny
1.6 mile walk around Castle Meadows and Linda Vista Gardens.
east of Llanvetherine, Abergavenny
A walk of 5.8 miles, taking in a section of the Offa’s Dyke Path, villages and undulating farmland to the east of Abergavenny.
Redbrook
A walk of 4.4 miles in the Wye Valley south of Monmouth. Sustained ascent and descent.
Chepstow
A 2.8 mile circuit in farmland between Mathern village and Chepstow.
© Visit Monmouthshire 2026. All Rights Reserved
