4.6
(24)
857
riders
104
rides
Road cycling around Ross-On-Wye offers routes through the Wye Valley Area of Outstanding Natural Beauty, characterized by rolling hills, ancient woodlands, and the meandering River Wye. The region features river valleys, limestone gorges, and dense forests, providing varied terrain for road cyclists. Situated on the northern edge of the Forest of Dean, the area includes quiet lanes and scenic viewpoints.
Last updated: May 1, 2026
4.0
(3)
17
riders
53.6km
02:45
680m
670m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
10
riders
85.0km
04:13
1,160m
1,160m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(2)
59
riders
29.4km
01:28
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(3)
35
riders
50.7km
02:38
700m
700m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
25
riders
116km
05:44
1,520m
1,520m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Ross-On-Wye
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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Fabulous and iconic Sandstone building, centrepiece of Ross on Wye.
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This is a particularly fine stretch of the river Wye, as recognized by the Wye Valley National Landscape. The stretched out village of Hoarwithy occupies the west bank, with its unusual Italianate St Catherine's church. The river is crossed by the old toll bridge with it's little Tollhouse - they stopped collecting tolls in the 1930's when the bridge was bought for public ownership.
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In the words of the National Tranport Trust - Wilton Bridge is an exceptionally fine red sandstone bridge. In 1597 an Act was passed authorising its construction. It was completed within the next 2 years. There are five semi- circular arches each with 3 ribs and massive cutwaters on each side, carried up and splayed back from the outer angle at parapet level forming semi-hexagonal refuges. At the point where the splay dies out is a moulded string which is mitred and carried up to the angle against the spandrils of the arches and then mitred and carried across to form a label above the arches. The voussoirs of the arches are chamfered and joggled and have various masons' marks. On the upstream side the bridge has been widened but now the parapet has been replaced by a wooden handrail. The South East approach to the bridge has been rebuilt in ashlar with 2 flights of stone steps to the river bank. The sundial, formerly in one of the refuges has disappeared, and only the base of the pedestal remains. All in all it is a fine bridge, and has done well to weather the floods that happen most winters - as evidenced by the erosion of even the top stones on the arches.
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Great coffee and homemade not too sweet fabulous granola flapjacks
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Road cycling around Ross-on-Wye offers a diverse landscape, characterized by rolling hills, ancient woodlands, and the meandering River Wye. You'll encounter river valleys, limestone gorges, and dense forests. The routes range from easy to difficult, with options for various fitness levels. For example, the Hole-in-the-Wall & Hereford loop from Ross on Wye is a moderate route, while the Wye Valley loop from Ross-on-Wye presents a more challenging ride with significant ascents.
Yes, the region is rich in scenic beauty and historical sites. Many routes offer panoramic views, such as those from Prospect Gardens overlooking the River Wye, or the dramatic vistas at Symonds Yat. You can also pass by historical attractions like Goodrich Castle and Tintern Abbey. For natural beauty, consider highlights like May Hill Summit or the Biblins Suspension Bridge.
While many road cycling routes in the area involve varied terrain and some climbs, there are options for less experienced riders. The Wye Valley Greenway, a traffic-free, shared-use path, is an excellent choice for families, offering a safe link between Chepstow and Tintern. Additionally, the nearby Forest of Dean Cycle Centre provides family-friendly trails like the Colliers Trail.
Absolutely. Many routes are designed as loops, allowing you to start and finish in Ross-on-Wye. A popular example is the Hoarwithy Bridge – Ross-on-Wye Market House loop from Traveller's Rest, which takes you through local landmarks. Another option is the Ross-on-Wye Market House – Foy Suspension Bridge loop from Ross-on-Wye, offering a moderate ride.
The Wye Valley and Ross-on-Wye are beautiful year-round, but spring and autumn often provide the most pleasant conditions for road cycling. The weather is generally milder, and the natural scenery, with blossoming flowers or vibrant autumn leaves, is particularly stunning. Summer can also be excellent, though it can get busy, and winter rides are possible but require more preparation for colder, potentially wetter conditions.
Ross-on-Wye offers various parking options for visitors. While specific dedicated cyclist parking isn't always highlighted, general car parks in and around the town centre are available. It's advisable to check local council websites or signage upon arrival for the most current parking information and any fees that may apply.
Public transport options in the Wye Valley can be limited, especially for those traveling with bikes. While local bus services connect some towns, their capacity for bicycles varies. For longer distances or specific routes, it's recommended to check with individual transport providers in advance regarding their bike carriage policies. Planning your route to start and end in Ross-on-Wye is often the most convenient option.
The Wye Valley Greenway is a traffic-free, shared-use path. While it's generally well-maintained, sections may consist of gravel or compacted surfaces rather than smooth tarmac. This makes it more suitable for hybrid bikes or road bikes with wider tires, rather than narrow-tired racing bikes, to ensure a comfortable and safe ride.
The road cycling routes around Ross-on-Wye are highly rated by the komoot community, with an average score of 4.6 stars from over 20 reviews. Cyclists often praise the diverse terrain, from challenging climbs to scenic riverside paths, and the stunning natural beauty of the Wye Valley Area of Outstanding Natural Beauty. The blend of quiet country lanes, ancient woodlands, and historical landmarks also contributes to a highly enjoyable experience.
Yes, experienced riders looking for a challenge will find several demanding routes. The Wye Valley loop from Ross-on-Wye is classified as difficult, covering over 84 km with significant elevation gain. For an even greater test, the Llanthony Priory Ruins – Gospel Pass (Bwlch yr Efengyl) loop from Ross-on-Wye is a very difficult route, extending over 116 km with more than 1500 meters of climbing, venturing towards the Brecon Beacons.
Ross-on-Wye itself offers a charming historic center with independent shops, galleries, and eateries. Many routes pass through or near villages and towns in the Wye Valley where you can find pubs and cafes. The Forest of Dean Cycle Centre also has a café. It's always a good idea to plan your stops in advance, especially on longer or more remote routes.


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