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South East England

Whippingham

The best running trails around Whippingham

4.6

(57)

9,101

runners

290

runs

Jogging around Whippingham offers a variety of routes exploring the Isle of Wight's diverse landscape. The region features riverside paths along the River Medina, views of historic estates like Osborne House, and coastal stretches near marinas. The terrain is generally gentle, with some routes incorporating minor elevation changes.

Best jogging routes around Whippingham

  • The most popular jogging route is Island Harbour Marina – PS Ryde Shipwreck loop from Whippingham, a 3.3 miles (5.4 km) trail that takes about 37…

Last updated: September 28, 2026

199

runners

#1.

River Medina – River Medina loop from Whippingham

5.26km

00:37

10m

10m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

8

runners

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Whippingham

Road Cycling Routes around Whippingham

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Hiking around Whippingham

Cycling around Whippingham

Tips from the Community

Tim Wormleighton
July 29, 2025, Paddle Steamer Shipwreck at Newport Harbour

It's not really a shipwreck as such, but it is the remains of the abandoned Paddle Steamer Ryde. See https://en.wikipedia.org/wiki/PS_Ryde

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best close to high tide

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Me
August 21, 2024, River Medina

Nice gravel cycle path takes you from Newport town along the medina to the harbour and onto the folly inn at east Cowes

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Me
August 21, 2024, Folly Inn

Nice little pub to refresh, lovely views of the Median river

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Harbour area with old rusted steam boat and the spice girls bus

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Me
August 21, 2024, Field of Red Post Boxes

Crazy amount of old red post boxes all set up in a field, very bizarre. Look to the left.

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Natalie
November 13, 2023, Island Harbour Marina

The marina makes a lovely destination for a run from Newport. You can watch the boats as they pass through the lock and take the footpath over it to carry on running to the north towards Cowes.

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Across the Old Mill Pond you get a great view of the PS Ryde. Now little more than a rusting hulk, in her heyday she was a paddle steamer acting as a passenger ferry between the Isle of Wight and the mainland. The PS Ryde fulfilled this role between the mid 1930s and the late 1960s, with a break during the Second World War where she saw active service as a mine sweeper and an anti-aircraft ship.

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Frequently Asked Questions

How many running routes are available around Whippingham?

Whippingham and its surrounding area offer a wide selection of running routes, with over 280 options available. These range from easy strolls to more challenging runs, catering to various fitness levels.

Are there easy running routes suitable for beginners in Whippingham?

Yes, Whippingham has a good selection of easy running paths. There are over 35 routes specifically categorized as easy, perfect for beginners or those looking for a relaxed jog. Many of these follow the gentle riverside paths along the River Medina.

Can I find shorter running routes, like 5k, around Whippingham?

Absolutely. For a run around 5k, consider the Island Harbour Marina – PS Ryde Shipwreck loop from Whippingham. This route is approximately 5.4 km (3.3 miles) and offers scenic views of the marina and the historic shipwreck, making it a popular choice for a shorter run.

Are there more challenging running routes for experienced runners in the area?

Yes, for those seeking a greater challenge, Whippingham offers around 50 difficult running routes. These often incorporate more significant elevation changes or longer distances, providing a good workout for experienced runners.

What kind of scenery can I expect on the running trails in Whippingham?

The running trails in Whippingham offer diverse scenery, from tranquil riverside paths along the River Medina to coastal stretches near marinas. You'll also find routes with views of historic estates like Osborne House and glimpses of the Isle of Wight's varied landscape.

Are there any interesting landmarks or attractions to see along the running routes?

Many routes pass by notable landmarks. For instance, the PS Ryde Shipwreck – River Medina Riverside Path loop from Osborne House takes you past the grounds of Osborne House. Other routes offer views of the historic PS Ryde Shipwreck. You might also encounter natural highlights like Brownwich Cliffs or Brading Down in the wider region.

What do other runners enjoy most about jogging in Whippingham?

The running routes around Whippingham are highly rated by the komoot community, with an average score of 4.6 stars from over 40 reviews. Runners often praise the beautiful riverside scenery, the variety of paths, and the opportunity to see historic landmarks like the PS Ryde Shipwreck and Osborne House.

Are there any circular running routes in Whippingham?

Yes, many of the running routes in Whippingham are circular, allowing you to start and finish at the same point. A popular example is the Island Harbour Marina – PS Ryde Shipwreck loop from Wootton Bridge, which provides an extended riverside run.

What is the best time of year to go running in Whippingham?

The Isle of Wight generally enjoys a milder climate, making running enjoyable for much of the year. Spring and autumn offer pleasant temperatures and beautiful scenery, while summer is ideal for coastal runs. Even in winter, many paths remain accessible, though some riverside sections might be muddy after heavy rain.

Are the running trails in Whippingham dog-friendly?

Many trails on the Isle of Wight are dog-friendly, especially those on public footpaths and bridleways. It's generally recommended to keep dogs on a lead, especially near livestock or in nature conservation areas, and to always clean up after your pet. Specific route details on komoot often indicate dog-friendliness.

Where can I find parking for running trails in Whippingham?

While specific parking information isn't always detailed for every route, popular starting points like Island Harbour Marina or areas near Osborne House often have parking facilities. For routes starting in villages, look for public car parks or consider routes accessible via public transport.

Are there any long-distance running options near Whippingham?

Yes, for those looking for longer runs, the network around Whippingham connects to more extensive paths across the Isle of Wight. Routes like the PS Ryde Shipwreck – River Medina Riverside Path loop from Osborne House, at over 10 km, offer a good starting point for longer distances, and these can often be extended by connecting to other trails.

Most popular routes around Whippingham

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