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Cycling routes in Hampshire and Isle of Wight


Diverse landscapes with challenging climbs, picturesque countryside, and coastal routes, perfect for immersing in the British cycling scene.

Hampshire and Isle of Wight, United Kingdom offers a diverse cycling experience for road and gravel cyclists. Hampshire, located in the South East of England, provides a mix of challenging climbs, picturesque countryside, and coastal routes. Cyclists can explore the New Forest National Park, known for its woodland trails and wild horses, or venture along the coastal paths of the Isle of Wight. The region is also famous for the South Downs, offering stunning views and challenging climbs. Hampshire and Isle of Wight have a well-established cycling culture with many cycling events and initiatives throughout the year, making it a great destination for cyclists looking to immerse themselves in the British cycling scene.

Embark on an epic road cycling journey across the stunning Isle of Wight

road
81 km
754 m
Tough

Prepare for an endurance challenge on this 81 km road cycling route with an ascent of 754 meters. Discover the beauty of the Isle of Wight's cliffs, rolling countryside, and coastal roads as you conquer challenging climbs. Starting and finishing in Ryde, the ride takes you via Arreton, Elliot's Hill, Brighstone, Totland, Newport, and back to Ryde. This impressive journey offers cyclists a fantastic opportunity to discover the diverse landscapes of the island.


Discover Yarmouth Castle and soak up the captivating views along this scenic road loop to Ventnor.

road
66 km
737 m
Savage

Embark on a 66km road cycling adventure from Totland to Ventnor. Marvel at the historic Yarmouth Castle with its impressive architecture and picturesque surroundings. Enjoy the scenic country roads as you cycle through Gatcombe and soak up the peaceful ambiance. Feel the thrill of descending into Wroxall, where you'll experience breathtaking views. Arriving in Ventnor, savor the charm of the seaside town and admire the scenic panoramas. As you make your way back to Totland, enjoy the stunning vistas from Blackgang Viewpoint and take a moment to appreciate Brighstone's quaint village atmosphere.


Worth to see in Hampshire and Isle of Wight:

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Ventnor

Seaside town with challenging climbs and multi-day cycling event

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Liss

Unforgettable Cycling Adventure in Hampshire

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Long Sutton

Rolling countryside rides near South Downs National Park

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Sway

Cycling paradise in the heart of the New Forest

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Lyndhurst

Immersive nature rides in the New Forest

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Tadley

Embark on an unforgettable cycling journey through scenic landscapes from the peaceful base of Tadley in Hampshire and Isle of Wight.

Embark on an epic gravel odyssey through the diverse landscapes of Hampshire and Isle of Wight

gravel
87 km
624 m
Tough

The Hampshire Gravel Odyssey is an epic 87-kilometer gravel cycling route that takes you on an adventure through the diverse landscapes of Hampshire and Isle of Wight. With a challenging total ascent of 624 meters, this route is suitable for experienced gravel riders. Highlights include Half Moon, West Wellow, Stockbridge, Farley Mount, Ampfield, Toot Hill, Totton, and Boltons Bench.


A delightful shorter road route showcasing the best of Hampshire countryside

road
53 km
606 m
Chill

With a distance of 53 kilometers and an ascent of 606 meters, this road route is perfect for those seeking a shorter but still rewarding cycling adventure. The highlights of this route include Dry Hill, Old Basing, White Hill, South Warnborough, Wells Hill, and Chawton. Suitable for well-trained amateurs, this route offers picturesque landscapes and charming villages along the way.


Explore the scenic countryside and historic landmarks on this road cycling route near Long Sutton.

road
69 km
746 m
Chill

This road cycling route offers a mix of challenging climbs and scenic flat stretches, with a total distance of 69 kilometers and an ascent of 746 meters. Starting near Long Sutton, you'll pass through charming villages, pedal along quiet country lanes, and experience the beauty of the Hampshire countryside. With various highlights along the way, including historic landmarks and natural sites, this is a ride that combines culture and nature. Overall, the route provides a rewarding cycling experience for riders of moderate skill levels.


Worth to see in Hampshire and Isle of Wight:

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Aldershot

Cycling paradise amidst stunning countryside

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Fordingbridge

Cycling paradise in the heart of the New Forest

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New Milton

Cycling through the picturesque countryside of New Milton in Hampshire.

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New Alresford

Tranquil rides amidst breathtaking countryside

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Highclere

Scenic cycling routes and historic charm in Hampshire

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Lee-on-the-Solent

Coastal charm and scenic routes make Lee-on-the-Solent a top cycling destination.

Discover the charming villages of West Liss and Lower Farringdon on this scenic road loop

road
64 km
705 m
Tough

Starting from West Liss, this road loop offers a delightful journey through picturesque villages and scenic countryside. With an ascent of 705 meters over a distance of 64 kilometers, this route provides a mix of challenging climbs and enjoyable descents. Highlights include the idyllic village of West Tisted and the stunning landscape of Lower Farringdon. Overall, this road loop offers a pleasurable cycling experience with beautiful views and charming rural surroundings.


Conquer the ultimate cycling challenge in Hampshire's diverse terrain

road
112 km
1109 m
Tough

Embark on the ultimate cycling challenge through Hampshire's diverse landscapes. With a total ascent of 1109m and a distance of 112km, this circular route will push your limits and provide a thrilling adventure. Discover the stunning Well, tucked away amidst rolling hills and picturesque countryside. Test your climbing skills on the challenging Redan Hill. Marvel at the magnificent Fairlands, with its expansive views and scenic beauty. Conquer the famous St Martha's Hill and be awed by the breathtaking panoramic vistas. Immerse yourself in the lush surroundings of Peaslake, a renowned cycling destination. Challenge yourself with the legendary Holmbury Hill and enjoy the rewarding views. Explore the charming Alfold Crossways before reaching the vibrant town of Haslemere, surrounded by stunning natural beauty. Rediscover the Devil's Punch Bowl, a country-wide famous natural wonder. Conquer the steep slopes of Heath Hill and revel in the triumph. Finally, embrace the captivating landscapes at Blacknest, the perfect finale to your epic Hampshire cycling adventure.


Take on a challenging gravel cycling route from Bramley to Mortimer West End

gravel
80 km
670 m
Savage

Are you ready for a challenging gravel cycling adventure? This route from Bramley to Mortimer West End will put your skills to the test. Starting near Bramley, you will ride towards Newbury, passing through scenic countryside and quaint villages. The highlight of this route is the village of Compton, known for its idyllic setting and charming character. Before reaching your destination, you will tackle the demanding climb of Mortimer West End, offering stunning views from the top. With its challenging terrain and breathtaking vistas, this gravel cycling challenge will satisfy the most experienced cyclists.


Worth to see in Hampshire and Isle of Wight:

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Kings Worthy

Cycling Paradise with Historical Charm

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Grayshott

Unspoiled cycling paradise in the UK

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Brockenhurst

Discover the scenic wonderland of Brockenhurst amidst New Forest National Park.

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Hythe

Cycling Paradise near New Forest National Park

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Bordon

Cycle through picturesque English countryside in charming Bordon, gateway to South Downs National Park.

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Fleet

Cycling along the scenic South Downs National Park.

A gravel route highlighting peaceful countryside scenery and gentle climbs.

gravel
43 km
329 m
Chill

Discover the serenity of the Hampshire countryside with this gravel loop near Wickham. Starting in Meonstoke, you'll meander through tranquil lanes lined with colorful wildflowers and picturesque hedgerows. The route then leads to contrasting views at Park Hill, with panoramic landscapes stretching before you. Continuing on, East Meon enchants riders with its charming country village atmosphere. As you approach Anthill Common, you'll pedal across gentle climbs that offer peaceful panoramas of the surrounding area. The loop concludes near North Boarhunt, leaving you with a sense of peace and fulfillment, complemented by the picturesque beauty of your journey.


Explore the charming beauty of Hampshire's countryside on this delightful cycling route.

road
51 km
472 m
Chill

Embrace the idyllic charm of Hampshire's countryside with this 51 km road cycling route. The relatively short distance is balanced by rolling hills and captivating scenery. With an ascent of 472 m, this route offers a moderate level of difficulty that provides an enjoyable ride for cyclists. Begin your journey with the picturesque Otterbourne Hill and Otterbourne, then make your way to historical Winchester. Discover the city's rich past at famous landmarks such as Winchester Cathedral and the Great Hall. As you continue through Cheesefoot Head and Green Hill, you'll be enchanted by the ever-changing landscape. Bitterne awaits with its riverside views and tranquil atmosphere.


Nearby regions:

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Bedfordshire and Hertfordshire

Exploring the picturesque countryside and historic towns of Bedfordshire and Hertfordshire.

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Inner London — West

Urban Cycling Adventure in London

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Inner London — East

Experience the vibrant energy of Inner London — East on a road or gravel bike.

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Outer London — South

Discovering the cycling gems of Outer London — South

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Outer London — West and North West

Scenic rides on the outskirts of London with some challenging climbs.

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Berkshire, Buckinghamshire and Oxfordshire

Exploring the cycling treasures of Berkshire, Buckinghamshire, and Oxfordshire

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Surrey, East and West Sussex

Discover the charm of English countryside and coastal beauty in Surrey, East and West Sussex, United Kingdom.

Image of Gloucestershire, Wiltshire and Bristol/Bath area
Gloucestershire, Wiltshire and Bristol/Bath area

Exploring the scenic countryside and vibrant cities of Gloucestershire, Wiltshire, and Bristol/Bath area on two wheels

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Dorset and Somerset

Diverse cycling opportunities with historical landmarks and charming villages.