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Coastal beauty and renowned climbs in Dorset and Somerset


Cycling routes from Portland

Portland is a locality located in Dorset and Somerset, United Kingdom. Cyclists can explore the stunning coastlines and beautiful countryside in this area. The Isle of Portland, with its rugged cliffs and scenic views, provides a unique experience for road and gravel cyclists. There are several well-known climbs nearby, such as the challenging Verlands Climb. Cycling in Portland offers a mix of coastal routes, hilly terrains, and peaceful countryside roads. With its diverse landscape and renowned climbs, Portland is a recommended destination for cyclists searching for both challenging and scenic rides.

Discover the coastal beauty of Chiswell on this road cycling loop

road
53 km
572 m
Tough

Experience the stunning coastal landscapes near Portland on this road cycling loop. Covering a distance of 53 kilometers and a total ascent of 572 meters, this route is suitable for well-trained amateur cyclists. Chiswell, a beautiful coastal village, serves as the starting point for this journey. Along the way, you'll be treated to breathtaking views of the Jurassic Coast, including stunning viewpoints near Abbotsbury and Sandsfoot Castle. The entire route offers a moderate level of difficulty with numerous rewarding sights to enjoy.


Embark on an epic road cycling adventure around the Isle of Portland

road
116 km
1552 m
Tough

Prepare for an exhilarating road cycling adventure around the Isle of Portland. This 116-kilometer route features a challenging ascent of 1552 meters, making it ideal for experienced amateur cyclists. Starting in Chiswell, venture through scenic villages and beautiful coastal areas such as Winfrith Newburgh and Povington Hill. A major highlight of the route is the iconic Corfe Castle, known for its rich history and breathtaking views. Another notable spot is Smedmore Hill, offering spectacular vistas of the surrounding landscape. As you approach the end of the journey, take in the incredible sights from Chaldon Herring and the Saltmarsh Viewpoint near Portland.


Cycle through the scenic Purbeck region and take in the breathtaking views of the countryside.

road
124 km
694 m
Chill

Experience the beauty of the Purbeck region on this round-trip cycling route. Starting near Portland, Dorset, you'll ride through picturesque countryside, pass by tranquil woodlands, and enjoy panoramic views of the stunning Lilliput. The highlight of the route is the climb to Blacknoll Hill, offering scenic vistas over the surrounding landscape. With a moderate difficulty level, this tour is perfect for nature enthusiasts and those looking for a peaceful cycling experience.


Embark on a coastal adventure and explore the scenic beauty of Dorset.

road
98 km
1077 m
Chill

Experience the beauty of Dorset's coastline on this round-trip cycling route. Starting near Portland, Dorset, you'll pedal along stunning coastal roads, pass through charming villages, and witness breathtaking sea views. The highlight of the route is the climb to West Hill, where you'll be rewarded with panoramic views of the surrounding landscape. With a moderate difficulty level, this tour is suitable for cyclists looking for an exciting coastal adventure.


Explore the coastal landscapes of Chiswell on this gravel cycling spin

gravel
30 km
298 m
Chill

Dive into the mesmerizing coastal landscapes near Portland on this 30-kilometer gravel cycling spin. With an ascent of 298 meters, it offers a relatively easy route suitable for cyclists of all abilities. Starting in Chiswell, pass through Saltmarsh Viewpoint and arrive at Jubilee Clock, where you can take a refreshing break before returning to Chiswell. As you explore the area, don't miss the opportunity to visit the historic Verne High Angle Battery, an important military site that dates back to the late 19th century.


Embark on an exciting off-road gravel adventure through stunning coastal landscapes.

gravel
76 km
1146 m
Tough

Get off the beaten path and explore the rugged coastal landscapes of Dorset on this round-trip gravel cycling route. Starting near Portland, Dorset, you'll tackle challenging terrains, pedal through remote villages, and witness breathtaking scenery. The highlight of the route is the ascent of Povington Hill, where you'll be rewarded with panoramic views of the Jurassic Coast. With a high difficulty level and a sense of adventure, this tour is perfect for gravel cycling enthusiasts looking for an adrenaline-filled ride.


Experience the scenic beauty of Osmington on this challenging gravel route

gravel
68 km
912 m
Tough

Discover the natural beauty of Osmington and its surroundings on this 68-kilometer challenging gravel route. Ascenting 912 meters, this loop is suitable for experienced amateur cyclists seeking an enjoyable yet strenuous ride near Portland. Starting in Chiswell, pass through Osmington, where you can admire picturesque landscapes and take a moment to explore this charming village. As you continue your journey, visit West Lulworth and revel in its coastal allure. An absolute highlight is the Saltmarsh Viewpoint, offering unparalleled scenery before reaching the Jubilee Clock near Portland. Finally, make your way to Verne High Angle Battery and relish in the superb views this site provides.


Immerse yourself in Dorset's rich heritage as you cycle through quaint villages and historic sites.

road
82 km
1054 m
Tough

Discover the rich heritage of Dorset on this round-trip cycling route. Starting near Portland, Dorset, you'll pedal through charming villages, past ancient mills, and visit historical landmarks. The highlight of the route is the village of Puncknowle, renowned for its traditional thatched-roof cottages. Along the way, you'll face a challenging ascent, making this ride suitable for experienced cyclists. Immerse yourself in Dorset's captivating history and enjoy the scenic countryside as you pedal through this picturesque region.


Explore the stunning Jurassic Coast and conquer the challenging ascent of Bulbarrow Hill.

road
115 km
995 m
Tough

This round-trip cycling route takes you on a journey along the iconic Jurassic Coast, a UNESCO World Heritage Site known for its geological significance. Starting near Portland, Dorset, you'll ride through picturesque coastal towns and experience breathtaking sea views. The highlight of the route is the ascent of Bulbarrow Hill, a challenging climb that rewards you with panoramic vistas of the surrounding countryside. With a combination of coastal beauty and exhilarating climbs, this tour promises an unforgettable cycling experience.


See the historic giant viewpoint on this scenic gravel bike route

gravel
82 km
1056 m
Tough

This gravel bike route provides a scenic and historic cycling experience near Portland. With a total distance of 82 kilometers and an ascent of 1056 meters, it offers a moderate challenge suitable for well-trained amateur cyclists. The route takes you through charming villages and magnificent viewpoints, including Broadwey, Cerne Abbas, and the Cerne Abbas Giant Viewpoint. You will also pass through Higher Bockhampton, home to the birthplace of famous writer Thomas Hardy. Another highlight is the picturesque White Horse Hill, known for its natural beauty.


Cycling routes nearby:

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Fortuneswell

Coastal cycling adventures in Dorset and Somerset

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Easton

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Weymouth

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Chickerell

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Overcombe

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Dorchester

Charming countryside cycling near the Jurassic Coast.

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Wool

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Wareham

Explore scenic roads and gravel trails in Wareham, surrounded by the stunning Purbeck Hills.

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Bridport

Coastal beauty and vibrant cultural scene combined with thrilling cycling routes.

Nearby regions:

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