4.5
(240)
1,588
hikers
94
hikes
Family friendly hiking trails around Gladestry are set amidst rolling hills, ancient woodlands, and small valleys, offering varied terrain for outdoor activities. The region is characterized by prominent features like Hergest Ridge, which provides panoramic views, and the historic Offa's Dyke National Trail. Gladestry itself is situated on flatter ground near Gladestry Brook, at the base of surrounding hills, with access to parts of Radnor Forest.
Last updated: May 10, 2026
5.0
(1)
19
hikers
10.5km
03:01
250m
250m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
8
hikers
14.4km
04:05
300m
300m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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3.0
(1)
8
hikers
24.5km
06:54
500m
500m
Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
5
hikers
7.64km
02:13
200m
200m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
1
hikers
12.4km
03:33
300m
300m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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The racecourse (for horses) was created in the early Victorian years and was very popular between 1825 and 1846. Horse races continued here in the summer until around 1880. It replaced an earlier racecourse on nearby Bradnor Hill just to the north of Kington town, which dates from 1770.
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The group of Monkey Puzzle trees can be seen for miles around, and are a clear way point on the Offa's Dyke path.
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Very little to see, if you head towards Mahollam road junction, before the drive to castle cottages there is an unmarked double gate, easily opened, walk up the rise and look to the left and you should see the remains of the castle,
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Mike Oldfield created an album called ‘Hergest Ridge’ in 1974 and lived at ‘The Beacon’ the cottage with a first floor extension on Offas Dyke path from Kington which is now a guest house. The golf course encompasses Bradnor Hill and there are benches and wooden shelters at various points. Views across several counties are well worth the walk. If you’re a horse person or just a calm, quiet person around animals you will probably make some pony friends
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A wonderful city full of books. Despite the many tourists and narrow alleys, it has a relaxed atmosphere. Simply beautiful.
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Hay-On-Wye is a charming border town noted for its books and May festival. It is on the cross roads of many local bike routes and there are plenty of cafes to frequent hereabouts.
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Super popular bike stop in the centre of Hay On Wye. It has ample seating, inside and out, along with a good selection of tasty food and cakes. A great rest stop.
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There are nearly 100 family-friendly hiking routes around Gladestry, with 39 categorized as easy and 45 as moderate. This wide selection ensures there's a suitable path for families of all ages and abilities.
Yes, Gladestry offers several lovely circular walks perfect for families. For a moderate but rewarding option, consider the Monkey-puzzle trees and bench – Hergest Ridge Summit loop from Gladestry, which is about 7.6 km long and offers fantastic views. The region's rolling hills and ancient woodlands provide many opportunities for scenic loops.
The Gladestry area, particularly around Hergest Ridge, offers breathtaking panoramic views. You can expect to see expansive landscapes stretching to the Shropshire Hills, the Brecon Beacons, and the Malverns. Many trails also wind through ancient woodlands and along small valleys, providing diverse scenery.
Absolutely! A notable natural attraction is the Water-Break-Its-Neck Waterfall, which is accessible via easier hiking options. On Hergest Ridge, you might encounter wild ponies and unique Monkey Puzzle trees. The area also features historical elements as it's close to the Offa's Dyke National Trail.
The komoot community highly rates the trails around Gladestry, with an average score of 4.5 stars from over 235 reviews. Hikers often praise the diverse landscapes, the stunning views from places like Hergest Ridge, and the variety of paths suitable for different family members.
While Gladestry itself is a tranquil village, the famous book town of Hay-on-Wye is just a short drive away. There are longer routes in the wider area, such as the Hay-on-Wye Clock Tower – Hay-on-Wye loop from Newchurch, which offers a more challenging experience for families with older children looking for a full day out.
For families seeking a moderate challenge with great rewards, the Hergest Ridge Summit – Monkey-puzzle trees and bench loop from Gladestry is an excellent choice. This route covers about 10.5 km and offers fantastic views across the surrounding countryside, including the iconic Hergest Ridge.
Yes, the region is rich in both. Many trails, especially those crossing Hergest Ridge, are part of or close to the historic Offa's Dyke National Trail. You can also find unique natural features like the exotic Monkey Puzzle trees on Hergest Ridge and the dramatic Water-Break-Its-Neck Waterfall.
The terrain around Gladestry is quite varied, offering something for everyone. You'll find rolling hills, ancient woodlands, and paths along small valleys. While many family-friendly routes are on gentle paths, some, especially those ascending Hergest Ridge or Cefn Hir, will involve steeper inclines, providing a good workout with rewarding views.
For families looking for a longer adventure, the Hergest Ridge Summit – St Mary's Church, Gladestry loop from Huntington is a great option. At approximately 12.3 km, it allows you to explore more of the diverse landscape, including parts of Hergest Ridge and the charming village surroundings.


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