4.6
(1017)
8,412
hikers
286
hikes
Hikes around Grosmont explore the rolling countryside of Monmouthshire, Wales. The landscape is a mix of woodlands, which cover over a third of the area, and open meadows. The terrain is shaped by waterways like the River Monnow and the prominent hill of Graig Syfyrddin, offering varied scenery for walkers.
Last updated: April 23, 2026
5.0
(8)
32
hikers
8.64km
02:40
300m
300m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.8
(5)
24
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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5.0
(1)
8
hikers
6.73km
02:14
320m
320m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
8
hikers
7.22km
02:13
270m
280m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
6
hikers
23.7km
07:10
750m
750m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
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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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St Bridget's is a super quaint church in Skenfrith village, right next door to the equally charming Skenfrith Castle. It was built in 1207, and it is reputed to be one of the oldest churches to be in continuous use in Wales. It is a beautiful church with a large, rather squat tower with a narrow wooden clapperboard effect near the top. It is unique and quite different to other Welsh churches. It is so important to keep this Christian heritage alive in Wales, especially this fine example.
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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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Fine little hill, Black Mountains outlier. Steepish at first but a straightforward and rewarding outing.
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Garway Hill 366.6m P266 (1203ft) (DoBIH Hill ID: 2857) [JNSA 10985] TP3331 - Garway Hill S6429 FB height 366.832m #960
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At the starting point there is a little footbridge across the River Monnow, which is an imposing river when flowing fast as it was when I visited.
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A very fine church is beautiful surroundings. More info here - https://stmaryskentchurch.org/
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The imposing Gatehouse for Kentchurch Court, some distance from the Court itself.
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This guide focuses on hiking around Grosmont in Monmouthshire, Wales. This village is situated near the border with England and is known for its castle ruins and rolling hills, not to be confused with Grosmont in the North York Moors National Park.
The hiking terrain around Grosmont, Wales, is characterized by a mix of woodlands, which cover over a third of the area, and open meadows. The landscape is shaped by the River Monnow and the prominent hill of Graig Syfyrddin, offering varied and scenic walks.
Yes, there are several excellent circular routes. A popular option is the Grosmont Castle Ruins loop from Grosmont, which is a moderate walk of about 4.2 miles (6.7 km) that takes you past the historic castle and through scenic fields.
You can explore over 280 hiking routes around Grosmont. These range from easy strolls to challenging hill climbs, with the majority being rated as moderate difficulty, offering plenty of options for most walkers.
Certainly. For a more demanding day out, consider the St. Bridget's Church – Garway Hill summit loop from Grosmont. This is a difficult trail covering nearly 15 miles (23.7 km) with significant elevation gain, rewarding you with fantastic views from the summit.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 950 reviews. Hikers often praise the mix of woodland paths, open fields, and the historical points of interest like the local castle ruins.
Yes, there are around 90 easy-rated hikes in the area. These routes are perfect for a more relaxed day, often following gentler gradients through woodlands or along parts of the River Monnow.
Yes, many routes involve ascents with rewarding views. The Garway Hill Common Enclosure – Garway Hill summit loop from Garway is a great example, taking you up to the summit of Garway Hill for panoramic scenery.
Many trails feature the historic Grosmont Castle ruins, a key landmark of the village. Other routes take you to the summit of Garway Hill or along the peaceful River Monnow. The varied landscape itself, with its rolling hills and dense woodlands, is a primary attraction.
Many of the trails in the countryside around Grosmont are suitable for walking with a dog. However, you will likely cross fields with livestock, so it is essential to keep your dog on a lead and under control in these areas.
Grosmont is a rural village, and public transport options can be limited. The nearest major town with a train station is Abergavenny. It is generally recommended to travel by car to have the most flexibility for accessing different trailheads.


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