4.7
(67)
745
hikers
59
hikes
Hikes around Montgomery explore the rolling hills and pastoral landscapes of the Welsh Marches. The region is characterized by agricultural fields, quiet country lanes, and prominent hills offering expansive views of the surrounding countryside. Routes often incorporate historical sites, including the ruins of Montgomery Castle, which sits on a hill overlooking the town.
Last updated: April 25, 2026
4.8
(9)
37
hikers
6.85km
01:58
170m
170m
Hike the moderate 4.3-mile Montgomery Town Hill Circular for historic town views, Montgomery Castle, and panoramic vistas from Town Hill.
5.0
(2)
31
hikers
3.14km
01:00
140m
130m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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5.0
(1)
15
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
14
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3.5
(2)
10
hikers
3.30km
01:00
100m
90m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Easy to walk or Cycle into and worth the visit and views
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St Michael's Church, is the only church in Chirbury, and is dedicated to Saint Michael the Archangel. It is Church of England (Diocese of Hereford) and the Chirbury ecclesiastical parish covers a smaller area than the civil parish, including Wotherton, but not Brompton, Marton or Middleton. Originally an Anglo-Saxon church, founded in 915 (with the building of the fort) or possibly earlier, the current building largely dates to the late 12th century with the tower constructed around 1300, and a short chancel added in 1733. The church was restored in 1871–72 by Edward Haycock junior. The tower and body of the church are constructed in limestone rubble with pink sandstone ashlar dressings and slate roofs; the chancel is in red brick with a tiled roof. The church was reformed into the priory church of the Augustinian Chirbury Priory upon the moving of the order from nearby Snead by 1227. With the dissolution of the priory in 1535 St Michael's became a parish church once again. The church building is a Grade I Listed building. Remnants of the former priory can be seen in the churchyard and some stonework was also incorporated into the adjacent Chirbury Hall.
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We thoroughly enjoyed visiting this castle. Such a photogenic place with stunning views. There were information boards all around the grounds too.
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It’s a must see on the tour from Montgomery Castle. The views are just breath taking and it’s the perfect stop to have a break or stop off for a picnic.
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The Montgomeryshire County War Memorial stands on top of Town Hill next to the trig point at 320m. It stands in memory of the people of Montgomeryshire killed at war. Originally erected and dedicated to those killed in WW1 it has since been redesignated in memory of all lives lost in conflict. The Town Hill is a nice walk from Montgomery town and offers great views of the surrounding countryside.
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Montgomery Castles ruins sit on a steep crag above Montgomery with views over the English - Welsh border. Building started in 1223 but like many of the castles nearby it fell in the English Civil War and was partially destroyed in 1649 to stop it being used by the Royalists. Now it's managed by Cadw and open daily from 10:00 - 18:00 during the summer and 10:00 - 16:00 in the winter. Admission is free. It's about a 3 min walk from the road so push your bike or lock it safely.
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Picturesque town in the Welsh Marches with some fine examples of Georgian and early Victorian Architecture.
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There are over 60 hiking routes to explore around Montgomery. The trails range from easy strolls to more challenging hikes, with the majority being rated as easy or moderate, ensuring there's a path for every ability level.
Yes, Montgomery is great for family outings. For a short and engaging walk, consider the Montgomery Castle loop from Montgomery. It's an easy walk of about 3 km that's perfect for all ages and offers a fantastic view of the historic castle ruins.
The trails around Montgomery are highly regarded by the komoot community, with an average rating of 4.8 out of 5 stars. Hikers often praise the beautiful rolling hills of the Welsh Marches, the well-preserved historic paths, and the expansive views from the hilltops.
Absolutely. Many routes are designed as loops so you can start and end in the same place. A great moderate option is the Montgomery Castle & Town Hill loop from Montgomery, which takes you up Town Hill for rewarding views before returning to the town.
Many trails in the countryside around Montgomery are suitable for hiking with dogs. However, you will likely cross agricultural land with livestock. It is essential to keep your dog on a lead and under control, especially near sheep. Always follow the local countryside code.
The trails consist of a mix of quiet country lanes, public footpaths across fields, and hillside tracks. Paths can be muddy, particularly after rain, so waterproof hiking boots are strongly recommended. The terrain is characterized by rolling hills, so expect some gentle to moderate ascents.
Yes, for those seeking a longer day out, the St Nicholas Church, Montgomery – St Michael's Church, Chirbury loop from Montgomery is a rewarding 16.5 km hike. This route takes you through beautiful open countryside and connects two historic churches.
Hiking is possible year-round, but the best seasons are late spring, summer, and early autumn. During these months, the weather is generally milder, the days are longer, and the green rolling hills are at their most vibrant. Always check the weather forecast before you set out.
Yes, the Montgomery Canal offers lovely, flat walking opportunities. The Montgomery Canal Lock Gates loop from Refail is a great example of a canalside walk, perfect for a peaceful day spent enjoying the waterway and its wildlife.
Many trails offer stunning views. For one of the best panoramic vistas of the surrounding Welsh Marches, take a hike that includes an ascent of Town Hill. The ruins of Montgomery Castle also provide a fantastic viewpoint overlooking the town and the countryside beyond.
The area is rich in history. The most prominent site is Montgomery Castle, a 13th-century stone fortress whose ruins are accessible via several trails. You can also explore routes that pass by historic churches, such as St Nicholas' Church in Montgomery, and follow ancient paths like Offa's Dyke Path.


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