4.5
(338)
4,777
riders
388
rides
Touring cycling in Monmouthshire offers diverse landscapes, from the dramatic limestone gorges and ancient woodlands of the Wye Valley Area of Outstanding Natural Beauty to the undulating lowlands of the River Usk Valley. The northern and western parts of the county extend into the Brecon Beacons National Park, featuring challenging terrain and panoramic views. This region is characterized by its varied topography, including river valleys, historic levels, and forested areas, providing a range of routes for touring cyclists.
Last updated: May 1, 2026
4.8
(10)
118
riders
49.5km
03:50
660m
660m
This difficult 30.7-mile touring cycling loop from Abergavenny to Pontypool features the notorious Y Tymbol (The Tumble) climb and canal pat
5.0
(1)
52
riders
82.4km
05:40
1,260m
1,260m
This difficult 51.2-mile touring cycling loop from Abergavenny explores the Brecon Beacons, featuring Gospel Pass and 4147 feet of climbing.

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4.5
(6)
55
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(5)
36
riders
64.8km
04:20
880m
880m
Cycle the difficult 40.3-mile Llanthony Priory & Gospel Pass loop from Abergavenny, climbing Wales' highest paved road with stunning views.
4.0
(4)
13
riders
54.6km
03:39
840m
840m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(4)
22
riders
27.2km
01:32
30m
30m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
7
riders
40.1km
02:31
400m
400m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
58.8km
04:16
1,060m
1,060m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
64.2km
04:20
850m
850m
This difficult 39.9-mile touring cycling loop from Monmouth to Chepstow explores the Wye Valley, featuring historic sites and varied terrain
5.0
(1)
6
riders
92.8km
06:17
1,100m
1,140m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Monmouthshire
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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Tidenham Tunnel opening hours 1 April -30 April 8am-6pm 1 May - 15 Aug 7am-7pm 16 Aug - 30 Sept 8am-6pm 1 Oct - 31 March Tunnel closed
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The pass from Hay to the Vale of Ewyas, there is a small parking area near the top.
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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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A nice way to get to Chepstow without the traffic.
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Nice scenic place to start a ride from. car park, and good routes from here
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Monmouthshire offers a wide variety of touring cycling routes, with over 390 options available. These routes cater to different skill levels, including 45 easy, 185 moderate, and 164 difficult trails.
Monmouthshire is an exceptional destination for touring cyclists due to its diverse landscapes, rich historical attractions, and abundant natural features. You'll find everything from the dramatic limestone gorges of the Wye Valley AONB to the challenging peaks of the Brecon Beacons National Park, and the tranquil River Usk Valley. The region offers a blend of challenging routes for experienced cyclists and gentler paths suitable for families.
The touring cycling routes in Monmouthshire are highly rated by the komoot community, with an average score of 4.5 stars from over 300 reviews. Cyclists often praise the varied terrain, stunning natural beauty, and the blend of historical landmarks with dedicated cycling infrastructure.
Yes, Monmouthshire offers several routes ideal for beginners and families. The Newport and Redwick from Magor route is an easy option. Additionally, the Peregrine Path and sections of the Monmouthshire & Brecon Canal Towpath are known for being family-friendly and largely car-free, offering a more relaxed cycling experience.
Absolutely. For experienced cyclists seeking a significant challenge, "The Tumble" is a legendary 6 km climb with a 10% gradient, located outside Abergavenny. You can experience this ascent on the Abergavenny to Pontypool loop via Y Tymbol (The Tumble) route. Other difficult routes like the Llanthony and Talgarth loop from Abergavenny also offer substantial elevation gains.
Many touring cycling routes in Monmouthshire are designed as loops, allowing you to start and finish in the same location. Examples include the popular Abergavenny to Pontypool loop via Y Tymbol (The Tumble), the Monmouth and Tintern loop from Chepstow – Wye Valley, and the Four Castles Cycle Route from Abergavenny.
Monmouthshire's routes are rich with historical and natural landmarks. You can cycle past the impressive Tintern Abbey, explore various castles like those on the Four Castles Cycle Route, or enjoy views of prominent peaks such as Blorenge summit, Skirrid Fawr summit, and Sugar Loaf Summit. The region also features the scenic Wye Valley and the historic Gwent Levels.
Yes, Monmouthshire offers several excellent car-free or largely traffic-free options. The Peregrine Path, which follows the River Wye from Monmouth, is a family-friendly, largely car-free route. The Monmouthshire & Brecon Canal Towpath (NCN49) provides a scenic and relaxed experience away from traffic. Additionally, the Wye Valley Greenway is a newer five-mile multi-use off-road route connecting Tintern with Chepstow, utilizing a disused railway line.
The best time to go touring cycling in Monmouthshire is generally from spring through autumn (April to October) when the weather is milder and the landscapes are at their most vibrant. While winter cycling is possible, some higher routes in the Brecon Beacons might experience more challenging conditions. Always check local weather forecasts before heading out.
Yes, Monmouthshire is known for its cycle-friendly amenities. Many cycle-friendly cafes and accommodations can be found, particularly around popular areas like Tintern and Abergavenny. You'll find numerous pubs and eateries along or near the routes, perfect for a refreshing stop during your tour.
Yes, several routes extend into the Brecon Beacons National Park, offering challenging terrain and panoramic views. The Llanthony and Talgarth loop from Abergavenny and the Heads of the Valleys route, Taff Trail & Beacon Canal loop from Abergavenny are excellent options for exploring the Monmouthshire section of the park.
Absolutely. The Wye Valley Area of Outstanding Natural Beauty (AONB) forms much of Monmouthshire's eastern border, and the River Wye offers fantastic opportunities for cycling alongside its scenic winding path. Routes like the Monmouth and Tintern loop from Chepstow – Wye Valley provide extensive views and sections along the river.


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