4.7
(79)
7,268
runners
360
runs
Jogging routes around Havenstreet And Ashey traverse a landscape characterized by ancient woodlands, open chalk downlands, and scenic paths. The area features notable wooded sections like Combley Great Wood and Kemphill Moor Copse, offering shaded routes. Expansive chalk downlands, such as Ashey Down, provide elevated terrain with broad views. Many running routes in this region often run alongside the heritage steam railway line, adding a unique element to the terrain.
Last updated: April 28, 2026
13
runners
4.99km
00:32
60m
60m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
38
runners
9.34km
00:59
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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26
runners
15.0km
01:35
170m
170m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
18
runners
35.8km
03:57
420m
420m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
14
runners
5.00km
00:32
60m
50m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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 required for the grinding process, but the wind captured by the 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). Unfortunately, they are often only technical and historical evidence of a long tradition of craftsmanship, because most of the old mills have been abandoned over time.
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Nowadays, only a few of them are still in operation in their original function, but are often just technical-historical monuments to a long tradition of craftsmanship: the heavy millstones inside were moved using the power of the wind as the driving force, for example to grind grain into flour (so-called grain mills) or to press oil from fruits (e.g. olives) (so-called oil mills). These old windmills are therefore the best proof that people were clever enough to harness the power of the wind a number of centuries ago - long before the discovery of electricity and the inventions that followed.
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The Grade II listed Yarborough monument was erected in 1849 by public subscription in memory of Charles Anderson Pelham, 2nd Earl of Yarborough. After his sudden death in 1846, the committee of the Squadron proposed a ‘Nautical Monument’ or ‘Sea Mark’ in his memory and contributed £200 towards the cost – the Yarborough Monument was the result. This was originally been erected further to the west on top of the Bembridge Down but was moved to its current position in 1867 to make way for the Bembridge Down Fort There's a cafe across the road with seating - hot and cold drinks, cakes and snacks plus The Culver Haven Inn
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Bench with a great view and information board about the old Abbey
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Crazy golf, arcades, and a few smaller rides for children to enjoy.
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A great beach with miles of sand to enjoy walking on at low tide. Plenty of railings to lock bikes up to.
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There are over 370 running routes available around Havenstreet And Ashey, catering to various fitness levels. You'll find a good mix of easy, moderate, and difficult trails to explore.
The jogging trails in Havenstreet And Ashey offer a diverse landscape. You can expect to run through ancient woodlands like Combley Great Wood and Kemphill Moor Copse, providing shaded paths. There are also open chalk downlands, such as Ashey Down, which offer expansive views. Many routes also run alongside the heritage steam railway line, adding a unique element to the scenery.
Yes, Havenstreet And Ashey offers several easy running routes perfect for beginners or families. For example, the Wotton Bride loop — Isle of Wight is an easy 3.1-mile (5.0 km) trail that provides a gentle introduction to the area's varied scenery.
While jogging, you can encounter several interesting landmarks and enjoy scenic viewpoints. The prominent white pillar of the Yarborough Monument on Ashey Down offers panoramic views across East Wight and the Solent. You might also pass by historical sites like Quarr Abbey and Ruins on some routes, or even catch glimpses of the Isle of Wight Steam Railway.
Yes, many of the running routes in Havenstreet And Ashey are circular, allowing you to start and finish in the same location. The Ryde Pier – Appley Tower loop from Ryde is a popular moderate circular path, and the Wotton Bride loop — Isle of Wight is an easy circular option.
The running routes in Havenstreet And Ashey are highly rated by the komoot community, with an average score of 4.6 stars from over 100 reviews. More than 7,000 runners have used komoot to explore the varied terrain, often praising the beautiful woodlands, open views, and the unique experience of running near the heritage steam railway.
Absolutely. For experienced runners seeking a challenge, routes like the Wotton Creek – Appley Tower loop from Wootton Bridge offer a difficult 9.3-mile (15.1 km) trail through diverse terrain. Another challenging option is the Appley Tower – Sandown Beach loop from Smallbrook Junction, which is over 22 miles (35 km) long.
Yes, parking is generally available near popular starting points for running routes in Havenstreet And Ashey. Specific parking information can often be found on individual route pages on komoot, or near key attractions like the Isle of Wight Steam Railway station at Havenstreet.
The area is beautiful year-round, but spring and autumn are particularly pleasant for jogging. Spring brings blooming wildflowers to the woodlands, while autumn offers stunning foliage. The shaded woodland paths are also appealing during warmer summer months, and the open downlands provide refreshing breezes. Always check local weather conditions before heading out.
While Havenstreet and Ashey are more inland, the Isle of Wight has a public transport network that can get you close to many trailheads. Buses serve various villages and towns, and some routes may be accessible from stops near the running trails. It's advisable to check local bus schedules and route maps to plan your journey to specific starting points.
Yes, a unique feature of jogging in this area is the proximity to the Isle of Wight Steam Railway. Many routes incorporate views of the heritage steam railway line, and some paths even run alongside it, particularly through areas near Combley Great Wood and Havenstreet, offering a charming backdrop to your run.
Many of the footpaths and trails in Havenstreet And Ashey are dog-friendly, making it a great place to run with your canine companion. However, it's always recommended to keep dogs on a lead, especially when passing through livestock areas or nature reserves, and to be mindful of other trail users. Always check specific route details for any restrictions.


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