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Exploring Eastern Scotland on two wheels


Cycling routes from Cupar

Cupar, located in Eastern Scotland, United Kingdom, is a great destination for road and gravel cyclists. The town offers a variety of cycling routes that showcase the stunning Scottish landscapes. Cyclists can enjoy scenic rides through picturesque countryside and explore historic landmarks such as Cupar Castle. Furthermore, Cupar is within close proximity to fantastic cycling spots like the Kingdom Trails. With its beautiful surroundings and cycling-friendly atmosphere, Cupar is a recommended destination for cyclists.

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Cupar Loop

Explore the scenic Fife countryside and visit historic sites on this road cycling route.

road
55 km
478 m
Tough

The Cupar Loop is a picturesque road cycling route that takes you through the beautiful Fife countryside. With a total distance of 55 kilometers and an ascent of 478 meters, this route offers a moderate level of difficulty suitable for well-trained amateurs. Starting in Cupar, the route passes through charming villages such as Dairsie, Ceres, and Largoward, offering stunning views of the rolling hills and expansive farmland. Along the way, you can visit attractions like the ruins of St Andrews Cathedral and St Rule's Tower, both steeped in history. Another highlight is Kellie Castle, a magnificent medieval castle surrounded by beautiful gardens. Overall, the Cupar Loop is a rewarding cycling experience with varied scenery and cultural highlights.


Explore the scenic countryside on this Balmalcolm and Holburn circular route

road
51 km
341 m
Tough

Discover the natural beauty of Eastern Scotland on this 51-kilometer road cycling route. Starting near Cupar, you will ride through Balmalcolm and Holburn, experiencing the peacefulness of the Scottish countryside. The moderate-level ascent of 341 meters adds some challenge to the ride. Enjoy the picturesque landscapes and immerse yourself in the tranquility of the Scottish countryside.


A scenic loop showcasing the picturesque Flagstaff Hill and Drumeldrie

road
41 km
469 m
Tough

Embark on this delightful cycling adventure in Cupar, Eastern Scotland. This route takes you through charming countryside roads, providing stunning views of Flagstaff Hill and Drumeldrie. With a total distance of 41 kilometers and an ascent of 469 meters, this intermediate-level road cycling route guarantees an enjoyable ride. Explore the rolling terrain and experience the peacefulness of the Scottish countryside.


Embark on a quest through the enchanting landscapes of Windygates and Falkland

road
87 km
913 m
Savage

Explore the mesmerizing landscapes of Windygates and Falkland on this 87-kilometer road cycling route. The challenging ascent of 913 meters provides a thrilling adventure suitable for experienced cyclists seeking a test of endurance. Enjoy a journey through picturesque countryside villages and natural beauty, and immerse yourself in the historic ambiance of Kirkcaldy and Falkland. Discover hidden gems such as East Lomond and Stratheden, showcasing the diverse beauty of Eastern Scotland.


Cycle along the stunning Fife coastline on this scenic road cycling route.

road
62 km
369 m
Chill

The Coastal Escape is a picturesque road cycling route that stretches approximately 62 kilometers, providing cyclists with breathtaking views of the Fife coastline. With an ascent of 369 meters, this route offers a moderate level of difficulty suitable for well-trained amateurs. Starting near Cupar, the route takes you past quaint villages such as Dairsie and Ceres, offering glimpses of traditional Scottish architecture and inviting cafes. As you approach St Andrews, you'll have the opportunity to visit historic landmarks such as St Rule's Tower and the charming town itself. The route also passes through Boarhills, known for its picturesque cottages and scenic views. Overall, the Coastal Escape provides a perfect balance of coastal scenery, historic landmarks, and charming villages, making it an ideal choice for a leisurely and scenic ride.


Conquer challenging climbs and enjoy impressive views on this epic road cycling route through Perthshire.

road
128 km
986 m
Savage

The Perthshire Adventure is an epic road cycling route that spans 128 kilometers and includes an ascent of 986 meters. With its challenging climbs and stunning scenery, this route is suitable for experienced cyclists looking for a thrilling ride. Starting near Cupar, the route takes you through picturesque towns and villages such as Newburgh and Newtyle, where you can stop and admire the local architecture and cozy cafés. As you approach Perth, the landscape becomes more hilly, offering breathtaking views of the surrounding hills and countryside. A highlight of this route is Cargill's Leap, a dramatic gorge with a beautiful waterfall and an intriguing legend associated with it. Another noteworthy attraction is Alyth, a charming village with a rich history and a variety of cycling-friendly amenities. The route also takes you to Balgay Hill in Dundee, which offers panoramic views of the city and the River Tay. With its challenging climbs and breathtaking views, the Perthshire Adventure is an unforgettable cycling experience.


Experience the panoramic views of Perthshire on this challenging road cycling route.

road
103 km
1017 m
Tough

The Perthshire Panorama is a challenging road cycling route with a distance of 103 kilometers and an ascent of 1017 meters. Starting from Cupar, this route takes you through the scenic Perthshire countryside, offering breathtaking panoramic views along the way. Highlights of this route include a visit to Colzie Hill, with its stunning views over the surrounding landscape, and a stop in Perth, where you can relax and refuel at cyclist-friendly cafes before continuing your journey. Another notable attraction is Black Hill, which rewards cyclists with sweeping vistas of the beautiful Perthshire region. You can also enjoy the elevated views from Balgay Hill in Dundee, offering a stunning panorama of the city and the River Tay. The Perthshire Panorama is a challenging cycling route that showcases the natural beauty of this region, making it ideal for experienced cyclists seeking a memorable ride.


Escape to the countryside on this beautiful Ladybank cycling route

road
58 km
353 m
Chill

Indulge in the beauty of Ladybank and its charming surroundings on this 58-kilometer road cycling route. With an ascent of 353 meters and mostly flat terrains, this route is perfect for cyclists of all levels. Experience the peacefulness of the Scottish countryside as you pedal through picturesque landscapes and pass by local gems such as Ormiston Hill and Newburgh. Enjoy the scenic views and soak up the tranquility of this countryside escape.


Conquer the challenging Fife Hillclimb Adventure with stunning panoramic views

road
133 km
864 m
Savage

Embark on an epic 133-kilometer road cycling adventure through Fife, Scotland. This demanding route features a total ascent of 864 meters, making it suitable for experienced cyclists seeking a challenge. Traverse through various terrains and take in the breathtaking panoramic views along the way. Discover hidden gems such as Benarty Hill and Crook of Devon, and experience the thrill of tackling the demanding climbs.


Immerse yourself in the heart of Fife on this scenic road cycling route through picturesque villages and lush countryside.

road
63 km
532 m
Tough

The Heart of Fife is a charming road cycling route that spans 63 kilometers and offers an ascent of 532 meters. This route, starting near Cupar, takes you through the heart of Fife, passing through picturesque villages such as Freuchie, Strathmiglo, and Newburgh. As you cycle along quiet country roads, you'll be surrounded by lush green fields and rolling hills, creating a serene and idyllic backdrop for your ride. Highlights of this route include a visit to the historic Balvaird Castle, known for its stunning turreted architecture, and the beautiful Mount Hill, offering panoramic views of the surrounding countryside. Another noteworthy attraction is the tranquil Moonzie Nature Reserve, where you can immerse yourself in the natural beauty of Fife. Overall, the Heart of Fife route provides a tranquil and scenic cycling experience, allowing you to discover the beauty and charm of the region.


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