4.5
(990)
5,805
hikers
22
hikes
Hiking around Crowborough offers a variety of trails through the High Weald Area of Outstanding Natural Beauty. The landscape is characterized by rolling hills, dense woodlands, and open heathland, providing diverse scenery for walkers. Many routes feature views towards the expansive Ashdown Forest and follow local streams and valleys. The area provides a mix of easy hikes near Crowborough and more challenging moderate paths.
Last updated: May 3, 2026
4.7
(6)
36
hikers
9.13km
02:28
120m
120m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.3
(4)
12
hikers
15.4km
04:21
320m
330m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

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7
hikers
16.9km
04:38
270m
270m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5
hikers
14.3km
03:57
260m
260m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
12
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Beautiful escape from busy south east Easy walk. Muddy in winter.
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The Wealdway is an 82 mile (132km) long distance walking trail from Gravesend in Kent to Eastbourne in East Sussex. Here it walks along the edge of Five Hundred Acre wood, giving great views across the meadows and over the wider area of Ashdown Forest.
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This is Wrens Warren Valley,Β known as Eeyore's sad and gloomy place in the Winnie the Pooh book created by authors A.A. Milne, and E. H. Shepard. Yet more beautiful Winnie the Pooh trivia from Ashdown Forest.
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The Kings Arms is a Seventeenth century inn Formerly a barn in the seventeenth century it is said to be one of the most haunted pubs in Sussex
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Although the north chapel dates from the late 12th century, this church is primarily from the 13th century and was later remodeled in the 15th century with the addition of the tower and a porch.
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Five Hundred Acre Wood is famously the inspiration behind Hundred Acre Wood, the setting for AA Milne's Winnie the Pooh stories. Unlike the rest of Ashdown Forest, which is now heathland, Five Hundred Acre Wood is still a forest, having been replanted and enclosed 300 years ago to protect it from grazing. The trails here make for an enchanting adventure in any season.
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Crowborough offers a diverse network of over 20 hiking trails. These routes explore the varied landscape of the High Weald Area of Outstanding Natural Beauty, featuring woodlands, open heathland, and views towards Ashdown Forest.
Yes, Crowborough has 7 easy hiking trails perfect for beginners or those looking for a relaxed walk. An excellent option is the Sculptures in Walshes Park loop from Rehoboth Strict Baptist Chapel, which is just 2.6 miles (4.2 km) long and takes about 1 hour 8 minutes to complete.
Many trails around Crowborough are suitable for families, especially the easier routes. The area's woodlands and open spaces provide engaging environments for children. Look for shorter, less strenuous loops that offer interesting natural features.
Yes, many trails in Crowborough are dog-friendly, allowing you to enjoy the High Weald's natural beauty with your canine companion. However, please be mindful of local signage, especially when passing through farmland or areas with livestock, and keep dogs on a lead where required. Always clean up after your pet.
Yes, Crowborough is well-known for its excellent circular hiking routes. A popular choice is the Kings Arms β St Denys' Church loop from Crowborough, a moderate 5.7 miles (9.1 km) trail that offers varied terrain and connects local landmarks.
Hiking around Crowborough offers a rich tapestry of natural scenery. You'll encounter dense ancient woodlands, expansive open heathland, and rolling hills. Many routes provide stunning views, particularly towards the vast Ashdown Forest, and follow picturesque local streams and valleys.
Yes, the area around Crowborough features several points of interest. You might encounter historical sites like Pooh Bridge, or enjoy views from spots like Kidd's Hill (The Wall). There are also beautiful lakes nearby, such as those at Sheffield Park and Garden Lakes or Eridge Park Lake, which can be incorporated into longer excursions.
Crowborough offers enjoyable hiking year-round. Spring brings vibrant wildflowers and fresh greenery, while autumn showcases spectacular fall foliage in the woodlands. Summer is ideal for longer days and open heathland walks, and even winter provides crisp, clear views, especially across Ashdown Forest, though some paths can be muddy.
Absolutely. Many trails in and around Crowborough provide excellent vistas of the expansive Ashdown Forest. For a dedicated experience, consider the View of Ashdown Forest β Ashdown Forest loop from Crowborough, a moderate 10.5 miles (16.9 km) route that takes you directly to these scenic viewpoints.
The trails in Crowborough are highly rated by the komoot community, with an average score of 4.5 stars from over 700 reviews. Hikers frequently praise the diverse scenery, from peaceful woodlands to open heathland, and the well-maintained paths that offer a good mix of easy and moderate challenges. The views of Ashdown Forest are also a consistent highlight.
Yes, several routes in the Crowborough area are designed to pass by or finish near local pubs, offering a perfect opportunity for refreshment. While specific routes vary, many of the circular walks that start and end in or near villages will have pub options. It's always a good idea to check the route details and pub opening times beforehand.
Crowborough is served by a train station, and local bus services connect to various points around the town and surrounding villages. While some trailheads might require a short walk from a bus stop, many routes are accessible, making it possible to explore without a car. Planning your route with public transport in mind is recommended.


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