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Cycling Paradise with Picturesque Views


Cycling routes from Chertsey

Chertsey is a beautiful locality in Surrey, East and West Sussex, United Kingdom. From a cyclist's perspective, it offers a mix of scenic countryside routes and well-maintained roads, making it ideal for road and gravel cycling. The locality is known for its proximity to the River Thames, providing picturesque views and opportunities for riverside rides. Nearby, cycling enthusiasts can also explore Box Hill, a famous climb that has been featured in professional races like the Tour of Britain and the London 2012 Olympics road race.

A picturesque road cycling route from Chertsey to Aldershot passing through stunning countryside

road
103 km
546 m
Tough

Embark on this scenic road cycling route starting from Chertsey and journey through the beautiful Surrey and East Hampshire countryside. The route covers a distance of 103 kilometers with a total ascent of 546 meters. Cyclists will be treated to breathtaking views, charming villages, and rolling hills along the way.


Bike through picturesque countryside and charming towns

road
116 km
794 m
Tough

This round-trip route takes you from Chertsey to Weybridge, offering stunning landscapes and quaint villages along the way. Starting in Chertsey, you'll cycle through Monolith Hill, known for its unique geological formation. From there, you'll pass through Benhilton and Old Coulsdon, enjoying scenic views and historic landmarks. Bletchingley and Horley are next on the route, offering a mix of natural beauty and vibrant local atmosphere. As you approach the end, you'll cycle through Westhumble and Hatchford, where you can appreciate the peaceful countryside. The route concludes in Weybridge, a charming town with a rich history.


Discover the rural beauty enroute from Chertsey to Addlestone

gravel
56 km
53 m
Chill

Take on the charming gravel route from Chertsey to Addlestone, spanning a distance of 56 km with an ascent of 53 meters. This route is suitable for well-trained amateurs seeking a moderate challenge amidst beautiful rural landscapes. Immerse yourself in the tranquility of nature as you pedal along this picturesque route.


Experience off-road cycling on scenic gravel paths

gravel
71 km
158 m
Chill

Embark on an off-road gravel adventure from Chertsey to Addlestone, immersing yourself in the tranquil countryside. This diverse route takes you through Longford, offering expansive green fields and charming villages. Horsenden Hill is another highlight, providing breathtaking views and challenging terrain. As you head towards Perivale, you'll cycle along scenic canals and enjoy the peaceful surroundings. Mortlake is your next stop, where you can rest by the river and take in the picturesque scenery. The route also includes King Henry VIII's Mound, a historic spot where the famous monarch used to watch deer. Finally, you'll reach Addlestone, a quaint town with a welcoming atmosphere.


A delightful road cycling route from Chertsey to Thorpe exploring the idyllic countryside

road
84 km
454 m
Tough

Embark on this delightful road cycling route starting from Chertsey and journey through the picturesque Surrey countryside. The route covers a distance of 84 kilometers with a total ascent of 454 meters. Cyclists will be treated to charming villages, scenic landscapes, and a rewarding cycling experience.


Explore the charming gravel trails from Chertsey to Poyle

gravel
59 km
94 m
Tough

Embark on a scenic gravel adventure from Chertsey to Poyle, covering a distance of 59 km with an ascent of 94 meters. This route offers a unique blend of countryside landscapes and picturesque villages. It is a moderate difficulty ride that is suitable for well-trained amateurs. Experience the tranquility of nature as you pedal along this distinctive route.


From charming lakes to quintessential British architecture

road
45 km
137 m
Chill

Embark on a road cycling adventure through some of Surrey's most idyllic locations. Start at Virginia Water, where you'll be greeted by the beautiful lake and its surrounding woodland. Cascade, an enchanting waterfall, will mesmerize you as you continue along the route. Eton, home to the prestigious Eton College, showcases quintessential British architecture and is steeped in centuries of history. Poyle offers a rural landscape with charming farmhouses and rolling green fields. Conclude the ride in Staines-upon-Thames, a bustling town with a vibrant atmosphere and numerous cafes to refuel.


Cycle through suburban areas and picturesque countryside

gravel
55 km
288 m
Chill

This gravel route takes you from Chertsey to Surbiton and Leatherhead, offering a mix of suburban charm and natural beauty. Start your journey at Sunbury Lock Ait, a small island near Sunbury-on-Thames, surrounded by scenic waterways. As you cycle towards Surbiton, you'll pass through peaceful residential areas and picturesque parks. Surbiton is a delightful town with an array of independent shops and cafes, perfect for a well-deserved break. Leatherhead awaits as you continue the route, boasting stunning views of the rolling hills and picturesque countryside. Explore the charming town center before heading back to Chertsey.


An exciting road cycling route from Chertsey to Wembley passing through diverse landscapes

road
96 km
367 m
Tough

Embark on this thrilling road cycling route starting from Chertsey and journey through Surrey, West Sussex, and West London. The route covers a distance of 96 kilometers with a total ascent of 367 meters. Cyclists will experience a mix of challenging hills, picturesque countryside, and urban areas, offering a varied and exciting ride.


Cycle through Windsor's rich history and enjoy breathtaking views

road
90 km
460 m
Tough

Immerse yourself in history with this road cycling route that takes you through the heart of Windsor. Start at the Crooked House of Windsor, a unique and whimsical building dating back to the 16th century. Journey through picturesque countryside and pass through the quaint village of Knotty Green, known for its traditional English charm. Longford offers stunning landscapes and a mix of rolling hills and open fields, providing a peaceful and scenic experience. Penton Hook Island is a gem along the route, surrounded by the River Thames and offering panoramic river views. Conclude the circuit in Windsor, home to the famous Windsor Castle and picturesque streets lined with historic buildings.


Cycling routes nearby:

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Addlestone

Indulge in the natural beauty of Addlestone while exploring the exhilarating routes in Surrey Hills.

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Thorpe

Discover the picturesque landscapes and conquer the challenging climbs of Thorpe in the United Kingdom.

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Weybridge

Cycling through picturesque landscapes in Weybridge

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Shepperton

Tranquil Cycling through Picturesque countryside

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Virginia Water

Tranquil cycling amidst scenic landscapes in Virginia Water.

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Staines

Cycling paradise amidst stunning landscapes

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West Byfleet

Cycling Paradise in the UK

Image of Egham
Egham

Exploring the picturesque cycling routes and immersing in history in Egham, United Kingdom.

Nearby regions:

Image of Bedfordshire and Hertfordshire
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.

Image of Outer London — East and North East
Outer London — East and North East

Mix of urban and rural cycling opportunities

Image of Outer London — South
Outer London — South

Discovering the cycling gems of Outer London — South

Image of Outer London — West and North West
Outer London — West and North West

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

Image of Berkshire, Buckinghamshire and Oxfordshire
Berkshire, Buckinghamshire and Oxfordshire

Exploring the cycling treasures of Berkshire, Buckinghamshire, and Oxfordshire

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Hampshire and Isle of Wight

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

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Kent

Cycling through diverse landscapes and scenic coastal routes in Kent, United Kingdom.