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Running trails & routes
United Kingdom
England
South East England
Kent
Tunbridge Wells
Cranbrook & Sissinghurst

Benenden loop from Cranbrook

Hard

Benenden loop from Cranbrook

01:50

17.1km

200m

Running

This difficult 10.6-mile jogging loop from Cranbrook explores the High Weald AONB, featuring woodlands, farmlands, and historic sites.

Last updated: February 26, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

High Weald AONB

Waypoints

A

Start point

Parking

Get Directions

1

209 m

Union Mill

Highlight • Monument

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 …

Tip by

2

4.85 km

Benenden’s is a community cafe, shop and post office run by village residents and volunteers. Well-placed for anyone hiking in the area, you can grab tea, coffee, savoury snacks and cakes, all from local suppliers. For more information, visit: benendens.co.uk.

Tip by

3

5.25 km

St George's Church, Benenden

Highlight • Religious Site

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 …

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4

6.46 km

The Culvert, Strawberry Wood

Highlight • Viewpoint

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.

Translated by Google •

Tip by

5

15.7 km

Cranbrook War Memorial

Highlight • Monument

Although their foundation often dates back more than a century – many were erected after the First World War (1914 to 1918) – they are by no means mere relics …

Translated by Google •

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B

17.1 km

End point

Parking

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Way Types & Surfaces

Way Types

7.11 km

4.16 km

3.57 km

1.06 km

950 m

193 m

Surfaces

7.08 km

4.51 km

950 m

665 m

247 m

142 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (110 m)

Lowest point (40 m)

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Weather

Powered by Foreca

Tuesday 30 June

25°C

13°C

13 %

Additional weather tips

Max wind speed: 16.0 km/h

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Frequently Asked Questions

How long does it typically take to jog the Benenden loop from Cranbrook?

The Benenden loop from Cranbrook is designed for jogging and typically takes around 1 hour and 50 minutes to complete. Keep in mind that this duration can vary based on your pace and how often you stop to enjoy the scenery.

What is the difficulty level of this jogging route?

This route is rated as difficult for jogging. While some sections offer easy running, the varied terrain, including rolling hills and potentially muddy paths, requires a good level of fitness and appropriate footwear. It's a challenging but rewarding experience.

What kind of terrain can I expect on the Benenden loop?

The terrain is quite varied, typical of the High Weald Area of Outstanding Natural Beauty. You'll encounter a mix of farm tracks, woodland paths, quiet country lanes, and occasional stretches of tarmac. Expect rolling hills and some gentle inclines. Be prepared for muddy sections, especially after rain, so sturdy trail shoes are recommended.

Are there any notable landmarks or viewpoints along the route?

Yes, the route offers several interesting points. You'll pass by the historic Union Mill and Cranbrook War Memorial in Cranbrook. In Benenden, you can see St George's Church, which offers superb views over the Weald. There's also The Culvert, Strawberry Wood, and the trail crosses a Roman Road and the site of an original Roman ford.

Is the Benenden loop from Cranbrook dog-friendly?

Yes, the trail is generally dog-friendly. However, you will pass through small fields that may contain sheep and cattle, so it's essential to keep your dog on a leash in these areas and ensure they are under control to protect livestock and wildlife.

What is the best time of year to jog this route?

The trail is enjoyable year-round, but autumn is particularly beautiful, especially through Hemsted Forest, with vibrant foliage. Spring brings blooming wildflowers. Be aware that the paths can become very muddy after rain, so late spring to early autumn might offer the driest conditions. Winter jogging is possible but be prepared for potentially very wet and slippery sections.

Where can I park when starting the Benenden loop from Cranbrook?

As the trail starts and ends in Cranbrook, you can look for public parking options within the town. Cranbrook is known as the 'Capital of the Weald' and offers various facilities, including parking, to accommodate visitors.

Are there any permits or entrance fees required to access the High Weald Area of Outstanding Natural Beauty?

No, there are no specific permits or entrance fees required to access the High Weald Area of Outstanding Natural Beauty or to jog this particular loop. It is open for public enjoyment, but please respect private land, follow the Countryside Code, and keep dogs on leads where livestock are present.

Does this trail intersect with other well-known paths?

Yes, the Benenden loop from Cranbrook incorporates sections of other established routes. Approximately 46% of the route follows the High Weald Landscape Trail, and about 27% runs along NCN National Route 18. A small portion also passes through the Strawberry Wood Culvert area.

Are there places to get refreshments or food along the way?

Yes, Benenden village, which you pass through, offers options for refreshments. You can find the Benenden Community Shop & Café, as well as local pubs like the King William IV and The Bull, where you can stop for a break.

What kind of wildlife might I see on the trail?

The High Weald is rich in wildlife. Keep an eye out for deer and foxes, especially in the more wooded areas like Hemsted Forest. You'll also likely spot a variety of bird species throughout the route. The diverse habitats provide homes for many creatures.

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