4.4
(536)
3,291
hikers
14
hikes
Family friendly hiking trails around Benenden are set within the High Weald Area of Outstanding Natural Beauty, characterized by rolling hills, ancient woodlands, and diverse farmland. The landscape features a network of historic footpaths, often traversing ghylls, which are steep, wooded valleys. This varied topography provides a range of experiences for hikers, from dense forest paths to open field views. The region's geology contributes to its rich ecosystems, making it a notable destination for outdoor activities.
Last updated: May 3, 2026
4.5
(14)
47
hikers
15.7km
04:07
130m
130m
Moderate hike. Good fitness required. Mostly accessible paths. Sure-footedness required.
4.0
(1)
7
hikers
8.54km
02:20
130m
130m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Sign up for free
5.0
(2)
12
hikers
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
3.0
(1)
11
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4.5
(2)
5
hikers
8.28km
02:12
90m
90m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
These old windmills are the best proof that people were clever enough a number of centuries ago - long before the discovery of electricity and the inventions that resulted from it - to harness the power of the elements for their own purposes: no human or animal muscle power is needed for the grinding process, but the wind captured by the covered wings is enough to drive the heavy millstones and thus, for example, to grind flour from grain (grain mills) or to press oil from olives (oil mills). Often they are only technical and historical evidence of a long tradition of craftsmanship, because most - although fortunately not all - of the old mills have been abandoned over time.
0
0
Almost nothing reliable is known about the life of Saint GEORGE, to whom the church of Benenden was dedicated, but the veneration of him stretches back to early Christianity. A martyr who is equated with George is said to have lived in the third century. The legend of Saint George as a dragon slayer is well known and widespread, however, and he is usually depicted - in paintings or as a statue - as the conqueror of the monster, often as a knight on horseback. The memorial day of the very popular George in the calendar of saints is celebrated on April 23rd in both the Roman Catholic and Anglican churches. Among other things, he is the patron saint of the English kingdom, and some of the orders and decorations awarded there also bear his name.
0
0
Almost nothing reliable is known about the life of Saint GEORGE, to whom the church of Benenden was dedicated, but the veneration of him stretches back to early Christianity. A martyr who is equated with George is said to have lived in the third century. The legend of Saint George as a dragon slayer is well known and widespread, however, and he is usually depicted - in paintings or as a statue - as the conqueror of the monster, often as a knight on horseback. The memorial day of the very popular George in the calendar of saints is celebrated on April 23rd in both the Roman Catholic and Anglican churches. Among other things, he is the patron saint of the English kingdom, and some of the orders and decorations awarded there also bear his name.
2
0
It's a pleasure to run through this ancient woodland. There are many tree species, but sweet chestnut and hornbeam are particularly abundant.
0
0
St George is a 14th-century church occupying a prime position at the head of Benenden village green. After being damaged by a storm in 1672, the church was restored significantly and underwent further repairs in the 19th century. St George is Grade II-listed.
0
0
Union Mill is a Grade I-listed smock mill and is one of the tallest of its kind in Britain. Built in 1814 by millwright James Humphrey, the grand timber-framed structure continues to grind corn to this very day. The mill is free to enter (a donation is requested). For more information, visit: unionmill.org.uk.
0
0
Coppers were operated. The poles were felled every five to seven years.
0
0
In this pretty forest area the trees were used for timber production. Iron was mined. Iron hammers were used to work metal on streams using water power.
1
0
Benenden offers a good selection of family-friendly hiking trails, with over 10 routes specifically curated for families. These trails vary in length and difficulty, ensuring there's something suitable for all ages and energy levels.
The family-friendly hikes around Benenden traverse the beautiful High Weald Area of Outstanding Natural Beauty (AONB). You can expect a diverse landscape featuring ancient woodlands, such as Hemsted Forest and Strawberry Wood, interspersed with rolling farmland. Many routes also include charming village paths and historic landmarks, offering a varied and engaging experience for families.
Yes, for families with young children or those looking for a shorter stroll, the area has several easy options. A great choice is The Culvert, Strawberry Wood – St George's Church, Benenden loop, which is just over 5 km and takes you through scenic woodlands and past the historic St George's Church.
Many of the trails around Benenden are dog-friendly, allowing you to enjoy a family outing with your canine companion. However, please be mindful of livestock in fields and keep dogs on a lead where necessary, especially when passing through farmland. Always ensure you clean up after your dog to keep the paths pleasant for everyone.
Absolutely! Many of the family-friendly trails around Benenden are circular, making them convenient for starting and ending at the same point. For example, the St George's Church, Benenden – Twenty Acre Wood loop offers a lovely circular walk through fields and woodland, perfect for a family adventure.
The trails around Benenden are rich with points of interest. You might encounter historic churches like St George's Church, explore ancient woodlands such as Strawberry Wood with its unique culvert, or enjoy views of the expansive High Weald landscape. Nearby, you can also visit attractions like Bedgebury National Pinetum and Forest or the picturesque Scotney Castle and Gardens for more family fun.
The family-friendly trails in Benenden are highly rated by the komoot community, with an average score of 4.38 stars. Hikers often praise the peaceful atmosphere of the ancient woodlands, the well-maintained footpaths, and the charming mix of forest and open farmland. The variety of landscapes and the opportunity to spot local wildlife are frequently highlighted as enjoyable aspects for families.
Benenden is beautiful year-round, but spring and autumn are particularly delightful for family hikes. In spring, the ancient woodlands burst with bluebells and primroses, while autumn offers stunning foliage. Summer provides longer daylight hours for extended adventures, and even winter walks can be magical, especially on crisp, clear days.
For families with older children or those seeking a longer adventure, the Hemsted Forest & Cranbrook loop is an excellent choice. This moderate 15.7 km trail offers a good challenge with some elevation gain, taking you through dense woodland and open farmland, and typically takes around four hours to complete.
Parking is generally available near the starting points of many trails, particularly in and around Benenden village. Specific parking information can often be found on individual route pages on komoot. Many routes also start from areas with public access, making it easier to find a spot.
Yes, Benenden village and nearby Cranbrook offer several welcoming cafes and pubs where families can refuel after a hike. Many establishments are family-friendly, and some even have outdoor spaces. It's a great way to round off a day of exploring the High Weald.


Browse the best Hikes in other regions.