5.0
(3)
229
riders
35
rides
Road cycling routes around Tenterden are set within the High Weald Area of Outstanding Natural Beauty, characterized by rolling hills and a network of country lanes. The region features a diverse landscape of ancient woodlands, expansive grasslands, and meadows. Cyclists will encounter varied terrain, including both relatively flat sections and challenging hills, making it suitable for different fitness levels.
Last updated: May 6, 2026
34
riders
21.6km
00:54
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(1)
27
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

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15
riders
47.3km
01:51
140m
140m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
12
riders
51.3km
02:20
400m
400m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
9
riders
16.4km
00:46
120m
120m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Scotts Float Sluice Barriers on the River Rother.
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Remains of what must have been an impressive castle.
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One of the oldest streets in Rye.
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Remains of what must have been an impressive castle.
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Well surfaced road with little traffic, features in a couple of the local sportif’s in summer
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Paying over the odds in here Is the Tax you pay for having failed to Plan and Prepare youself!
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The most beautiful street in beautiful Rye. It can get very busy, so it's best to visit in the morning or evening if you want good photos!
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While the original church was built on Chapel Bank, after a lightning strike and fire, what remained of the church was relocated to this site and restored.
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Tenterden, nestled in the High Weald Area of Outstanding Natural Beauty, offers a diverse landscape for road cyclists. You'll find a mix of rolling hills, ancient woodlands, expansive grasslands, and meadows. Routes feature both relatively flat sections and more challenging climbs, catering to various fitness levels. The area is characterized by picturesque country lanes and traditional Kentish orchards.
There are over 35 road cycling routes available around Tenterden on komoot. These routes range in difficulty, with 19 classified as easy and 16 as moderate, ensuring options for different skill levels.
Yes, Tenterden offers several easy road cycling routes perfect for beginners or those seeking a relaxed ride. An example is the Public Toilets loop from St Michaels, an easy 13.2-mile (21.3 km) trail with gentle elevation changes through the local countryside.
The Tenterden area is rich in scenic landmarks and attractions. You can cycle past historic sites like Bodiam Castle or Ypres Tower (Rye Castle). The Wittersham Road Tree Tunnel – Ypres Tower (Rye Castle) loop from Tenterden offers scenic views towards Rye, including the historic Mermaid Street. The region also boasts vineyards like Chapel Down, and the stunning Sissinghurst Castle Garden is also nearby.
For longer rides, you can explore routes like the Mermaid Street, Rye – Brookland Church loop from Tenterden, which covers 30.2 miles (48.5 km) through charming villages and open fields. The Ypres Tower (Rye Castle) – Mermaid Street, Rye loop from Tenterden is another moderate option at 31.6 miles (50.9 km) with more significant elevation gain.
The High Weald landscape around Tenterden is beautiful year-round, but spring and summer offer particularly pleasant conditions with blooming wildflowers and lush greenery. Autumn provides stunning foliage. Always check local weather forecasts, as the Kentish weather can be variable.
Yes, many of the road cycling routes around Tenterden are circular, allowing you to start and end in the same location. Examples include the easy Woodchurch Vineyard – Back Lane to Tenterden loop from Tenterden and the moderate Wittersham Road Tree Tunnel – Ypres Tower (Rye Castle) loop from Tenterden.
The road cycling routes in Tenterden are highly rated by the komoot community, with an average score of 4.3 stars. Over 200 road cyclists have used komoot to explore the varied terrain, often praising the picturesque country lanes, rolling hills, and the blend of easy and moderate options available.
While there are no routes explicitly graded as 'difficult' in the immediate Tenterden area, moderate routes like the Ypres Tower (Rye Castle) – Mermaid Street, Rye loop from Tenterden offer more significant elevation gains (around 400m) over their 31.6 miles (50.9 km), providing a good challenge for experienced riders. The High Weald's rolling hills ensure varied terrain.
Tenterden is accessible by road, and parking is available in the town. For detailed information on local public transport and active travel options within the Ashford Borough, which includes Tenterden, you can consult the Active Travel Map for Ashford and Tenterden.
Yes, Tenterden is connected to national cycle routes. National Cycle Route 118 links Ashford to Tenterden, guiding riders through small country lanes and the High Weald. Additionally, the Wealden Cycle Trail, a 42-mile route, offers an immersive experience through Kent's 'Garden of England' and passes through the High Weald AONB.


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