4.6
(179)
7,575
riders
436
rides
Road cycling routes in Monmouthshire traverse a landscape characterized by the rolling hills and river valleys of the Wye Valley Area of Outstanding Natural Beauty, alongside the more challenging terrain of the Black Mountains and parts of the Brecon Beacons National Park. The region features quiet country lanes, forested sections, and historic market towns. Cyclists encounter varied elevation profiles, from gentle riverside paths to significant climbs, offering diverse experiences across its natural features.
Last updated: May 1, 2026
4.7
(7)
259
riders
Embark on a challenging racebike loop from Abergavenny, taking you through the stunning Bannau Brycheiniog (Brecon Beacons) National Park. This difficult 53.3-mile (85.8 km) route, typically completed in around 4…
4.7
(10)
129
riders
44.5km
02:13
600m
600m
The Monmouth to Tintern Abbey loop offers a moderate road cycling experience through the stunning Wye Valley Area of Outstanding Natural Beauty. This 27.7-mile (44.5 km) route, with an elevation…

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1.0
(1)
57
riders
66.7km
03:14
880m
880m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
36
riders
Embark on a difficult racebike challenge with the Three Peaks loop, covering 36.5 miles (58.7 km) and ascending 3436 feet (1047 metres) over approximately 3 hours and 39 minutes. This…
3.0
(1)
12
riders
106km
05:07
1,060m
1,060m
This difficult 66.2-mile road cycling loop from Chepstow to Gloucester offers diverse scenery, historical sites, and over 3400 feet of eleva
4.0
(1)
25
riders
52.8km
02:45
810m
810m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
29
riders
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
9
riders
111km
05:44
1,780m
1,780m
Cycle the difficult 69.1-mile Abergavenny and Y Tymbl loop from Chepstow, featuring the challenging Tumble climb and Wye Valley views.
11
riders
54.2km
02:32
510m
520m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
6
riders
21.5km
01:11
310m
310m
Cycle the moderate 13.3-mile Llandegfedd Reservoir loop from Usk, enjoying scenic views and a tree tunnel near Coed-y-Paen.
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Popular around Monmouthshire
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Grosmont Castle is maintained by Cadw, and at the moment there is a lot of work going on with the refurbishment of the timber footbridge spanning the castle ditch, i.e., the entrance. Therefore, the castle is closed between February 2026 and September 2026. It is still worth a visit as you can still walk around it and get some impression of mediaeval life from viewing this grand structure.
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Skenfrith Castle is a beautiful ruined castle owned and run by the National Trust in the quaint village of Skenfrith. It's a lovely valley setting next to the River Monnow, and right next door is the equally charming St Bridget's Church. The castle was originally established by the Normans in the wake of the invasion of England in 1066 to protect the route from Wales to Hereford. In 1135, a major Welsh revolt took place, and in response, King Stephen brought together Skenfrith Castle and its sister fortifications of Grosmont and White Castle to form a lordship known as the "Three Castles", which continued to play a role in defending the region from Welsh attack for several centuries. It is obviously a ruin now, but the walls are still substantial, and the fulcrum of the place is the imposing, commanding keep. This is a three-storey, 12-metre-high circular keep built around 1219–1244 by Hubert de Burgh. There is good parking there and plenty of green space for picnics and parking. There is also no charge for entry. A great place to visit, along with nearby Grosmont and White Castle.
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Very nice bridge not for traffic though as it’s a single lane track with passing gaps for pedestrians.
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Outstanding vista! Leaping is not recommended
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If riding across bridge into Crick, take the first right hand road (next to the pub) to avoid traffic going up the hill and into town. It also takes you straight tup to the high st.
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This 13th century Norman Castle is set in a beautiful riverside location. It's managed by the National Trust and has free parking and free entry. It's also a good starting point for exploring the area.
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Monmouthshire offers a diverse range of terrain for road cyclists. You'll find gentle riverside paths along the Wye Valley, challenging climbs in the Black Mountains, including the legendary 'The Tumble', and routes venturing into the Brecon Beacons National Park with significant ascents like Gospel Pass. The region features quiet country lanes, forested sections, and historic market towns, providing varied elevation profiles.
Yes, Monmouthshire has options for easier rides. The Wye Valley Greenway, a five-mile multi-use off-road route connecting Tintern with Chepstow, is suitable for families. The Peregrine Path (part of NCN423) also offers a mostly car-free, tarmac surface along the River Wye from Monmouth. Additionally, the towpath along the Monmouthshire & Brecon Canal, particularly north-west from Abergavenny, provides a relaxed cycling experience. Komoot lists over 60 easy road cycling routes in the area.
Monmouthshire is rich in scenic beauty and historical sites. You can cycle past the iconic Tintern Abbey in the Wye Valley, explore charming market towns like Abergavenny, Usk, Chepstow, and Monmouth, or visit historic castles such as Chepstow Castle and Abergavenny Castle and Museum. The 'Four Castles Route' from Abergavenny specifically links several historical sites. The Old Severn Bridge also offers a spectacular cycling path with views.
Absolutely. For experienced cyclists seeking a challenge, the Black Mountains offer significant climbs like 'The Tumble', known as one of Britain's 100 greatest cycling climbs. Routes like the Crickhowell, Hay on Wye & Gospel Pass loop from Abergavenny include Wales' highest paved road. The Three Peaks loop around the Skirrid, the Sugar Loaf and the Blorenge also provides a demanding ride. Komoot features over 100 difficult road cycling routes in Monmouthshire.
Monmouthshire is enjoyable for road cycling throughout much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery, especially with the changing foliage in the Wye Valley. Summer provides longer daylight hours, ideal for longer routes. While winter can bring colder conditions, many routes remain accessible, though some higher passes in the Black Mountains or Brecon Beacons might be more exposed or require caution.
Yes, Monmouthshire serves as a starting point or features sections of several long-distance routes. Chepstow is a gateway to routes like the Celtic Trail and Lon Las Cymru. For a challenging day ride, the Gloucester & the River Severn loop from Chepstow covers over 100 km. The region's network of quiet lanes also allows for linking shorter routes into longer journeys.
Many of the road cycling routes in Monmouthshire are designed as circular loops, allowing you to start and finish in the same location. Examples include the popular Monmouth to Tintern Abbey loop, the Wye Valley, Tintern Abbey & Monmouth loop from Chepstow, and the Four Castles Cycle Route from Abergavenny. Komoot's route planner can also help you discover or create custom circular routes.
Monmouthshire's charming market towns and villages, such as Abergavenny, Usk, Chepstow, and Monmouth, offer numerous cafes, pubs, and accommodation options. Tintern Abbey, a popular cycling stop, also has cycle-friendly cafes nearby. Many routes pass through or near these settlements, providing convenient opportunities for refreshments and breaks. You can often find local pubs and eateries in smaller villages along the way.
While specific bike hire locations for road bikes are not detailed in the provided information, many popular cycling destinations offer rental services. It is advisable to check with local tourism offices or search online for bike hire shops in towns like Abergavenny, Monmouth, or Chepstow before your visit. For general cycling information in the region, you can consult Visit Monmouthshire's cycling section.
The road cycling experience in Monmouthshire is highly regarded by the komoot community, with an average rating of 4.6 stars from over 180 reviews. Cyclists frequently praise the varied terrain, from scenic river paths to challenging mountain ascents, and the opportunity to explore historic towns and natural beauty like the Wye Valley and parts of the Brecon Beacons National Park.
Yes, there are traffic-free or low-traffic options available. The Wye Valley Greenway is a dedicated multi-use off-road route, and sections of the Peregrine Path (NCN423) along the River Wye are mostly car-free. The towpath of the Monmouthshire & Brecon Canal also offers a peaceful, traffic-free environment. Many of the region's country lanes are also known for being quiet, offering a pleasant cycling experience away from heavy traffic.


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