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Routes
Road cycling routes
United Kingdom
Scotland
Fife

Kennoway

The best road cycling routes around Kennoway

4.6

(28)

2,390

riders

212

rides

Road cycling routes around Kennoway traverse a landscape characterized by rolling hills, scenic coastlines, and verdant countryside. The region offers a diverse terrain, including sections of the Lomond Hills and coastal paths along Fife's shoreline. Cyclists encounter a mix of well-paved surfaces and some unpaved segments, providing varied conditions. This area is part of Fife's extensive cycling network, offering routes for different fitness levels.

Best road cycling routes around Kennoway

  • The most popular road cycling route is Cleish Hill Climb…

Last updated: April 26, 2026

32

riders

#1.

Cleish Hill Climb – Jawbanes Climb loop from Cameron Bridge

96.3km

04:26

960m

960m

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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Hard

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Popular around Kennoway

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Tips from the Community

John
September 27, 2025, Harbourmaster's House, Dysart Harbour

Nice easy route on ebike

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a bumpy but passable core path shortcut. I rode it on my gravel bike on a dry day in August. https://cyclecrieff.scot/

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Wonderfull views across the bay into old dysart harbour, cobbled stones, coffee shop...

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Dave
March 24, 2025, Kirkcaldy Promenade

Nice cycle path which is part of the Fife Coastal Way. Can be busy with walkers so care needed

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Lovely place with lifely roasted coffee beans. Super friendly employees and great food :)

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This is the central area of the promenade, the main shopping High Street is just set back from this area. Many main chain shops are located within a close proximity

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The Harbourmaster's House is a B-listed 18th-century building located by Dysart Harbour, near Kirkcaldy in Fife, Scotland. It houses the first coastal centre in Fife, which was opened by Gordon Brown in 2006. The Harbourmaster's House and Dysart Harbour were used a filming location for season two, episode one of the TV series Outlander.

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The Harbourmaster's House is a B-listed 18th-century building located by Dysart Harbour, near Kirkcaldy in Fife, Scotland. It houses the first coastal centre in Fife, which was opened by Gordon Brown in 2006. The Harbourmaster's House and Dysart Harbour were used a filming location for season two, episode one of the TV series Outlander.

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Frequently Asked Questions

How many road cycling routes are available around Kennoway?

There are over 200 road cycling routes around Kennoway, offering a wide range of options for different skill levels and preferences. The region is part of Fife's extensive cycling network, providing diverse terrain from coastal paths to rolling hills.

Are there road cycling routes suitable for beginners in Kennoway?

Yes, Kennoway offers a good selection of routes for beginners. There are 47 easy road cycling routes available, typically featuring less elevation gain and shorter distances, perfect for those new to road cycling or looking for a relaxed ride.

What kind of terrain can I expect on road cycling routes near Kennoway?

The terrain around Kennoway is quite varied, characterized by rolling hills, scenic coastlines, and verdant countryside. You'll find a mix of well-paved surfaces, especially on main routes, but some segments, particularly those venturing into areas like the Lomond Hills, might include unpaved sections. This diversity ensures that rides are rarely monotonous.

Are there challenging road cycling routes for experienced cyclists?

Absolutely. For experienced cyclists seeking a challenge, Kennoway and its surroundings offer 20 difficult routes. These often involve significant elevation gain, particularly in the Lomond Hills. An example is the Cleish Hill Climb – Jawbanes Climb loop from Cameron Bridge, a demanding 58.7-mile route with substantial climbing.

Can I find circular road cycling routes around Kennoway?

Yes, many of the road cycling routes around Kennoway are designed as loops, allowing you to start and finish at the same point. This includes popular options like the MacDuff's Castle – Kirkcaldy Promenade loop from Leven, which offers coastal views, or the View of Bass Rock – Kirkcaldy Mile loop from Cameron Bridge.

What are some scenic viewpoints or attractions I can see while road cycling?

Road cycling routes around Kennoway offer access to several scenic viewpoints and historical attractions. You can cycle past East Lomond, which provides fantastic views of Fife, or explore historical sites like MacDuff's Castle. The coastal routes also provide picturesque views of rugged cliffs and beaches.

Are there any long-distance road cycling trails near Kennoway?

Yes, you can find longer routes that explore more of the Fife region. For example, the The Lomond Hills – Lindores Loch loop from Cameron Bridge is a moderate 38.5-mile route that takes you through varied landscapes, including parts of the Lomond Hills.

What do other road cyclists enjoy most about road cycling in Kennoway?

The area is highly rated by the komoot community, with an average score of 4.7 stars from over 28 reviews. Cyclists often praise the diverse landscapes, from the challenging ascents of the Lomond Hills to the picturesque coastal paths, and the well-maintained network of routes that cater to all abilities.

Are there road cycling routes that pass through historical sites?

Many routes in the Kennoway area incorporate historical elements. For instance, the MacDuff's Castle – Kirkcaldy Promenade loop from Leven passes by the historic MacDuff's Castle. The wider Fife region is rich in history, with sections of the Fife Coastal Path and Fife Pilgrim Way also accessible by bike, leading past ancient castles and charming villages.

What is the best time of year for road cycling around Kennoway?

The best time for road cycling around Kennoway is generally from spring through autumn (April to October) when the weather is milder and daylight hours are longer. While routes are accessible year-round, winter conditions can bring colder temperatures and potentially more challenging road surfaces.

Are there options for road cycling routes that include coffee stops or amenities?

While specific routes aren't tagged for coffee stops, many routes pass through or near charming villages and towns along the Fife coast and inland. These locations typically offer cafes, shops, and other amenities where you can refuel and take a break. Planning your route with komoot allows you to identify such points of interest along your chosen path.

How accessible are the road cycling routes by public transport or with parking?

Many routes around Kennoway are accessible from towns and villages that offer public transport links, such as bus services. Additionally, popular starting points for routes, like Cameron Bridge or Leven, often have parking facilities available, making it convenient to bring your bike by car and begin your ride.

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