Cover image

Seaside town with challenging climbs and multi-day cycling event


Cycling routes from Ventnor

Ventnor is a charming seaside town located in Hampshire and Isle of Wight, United Kingdom. It offers a mix of challenging climbs, scenic coastal routes, and beautiful countryside landscapes, making it an ideal destination for road and gravel cyclists. Cyclists can enjoy riding along the picturesque coastline or tackle the famous climb of St. Boniface Down, known for its steep gradients and stunning views. Ventnor also hosts the annual Tour of Wessex, a multi-day cycling event that attracts riders from all over the world. The town has a cycling-friendly atmosphere, with bike rental shops and cyclist-friendly accommodation options.

Scenic gravel ride exploring rural landscapes and lakeside beauty

gravel
46 km
616 m
Tough

Discover the beauty of rural landscapes and serene lakes on this 46-kilometer gravel adventure from Ventnor to Lake. As you cycle through rustic countryside, you'll encounter the enchanting Week Down, Rookley, and Newport, each offering unique charm and picturesque surroundings. With a challenging ascent of 616 meters, this route provides an exhilarating cycling experience for gravel enthusiasts. Enjoy the scenic views of the nearby lakes as you approach the quaint village of Lake, known for its picturesque pier and pleasant promenade. This route combines natural beauty and rural tranquility, making it an ideal choice for those seeking an off-the-beaten-path cycling adventure.


Experience the tranquility of the countryside surrounding Whitwell

road
47 km
415 m
Chill

Whitwell Wonder is a road cycling route with a distance of 47 kilometers and an ascent of 415 meters. Ride through peaceful countryside and charming villages near Whitwell. This route is perfect for a relaxed day of cycling to enjoy the serene beauty of the area. Discover beautiful landscapes, quaint cottages, and friendly locals along the way. Whitwell Wonder offers an escape from the hustle and bustle of daily life.


Off-road adventure through nature and history

gravel
23 km
464 m
Tough

Embark on an exhilarating off-road adventure from Ventnor to St Boniface Down, exploring the natural beauty and rich history of the Isle of Wight. This 23-kilometer gravel ride provides a moderate challenge with an ascent of 464 meters. Enjoy a scenic ride through Godshill, known for its thatched cottages and medieval church, before reaching the majestic Appuldurcombe House, a partially restored 18th-century baroque mansion. As you climb St Boniface Down, the highest point on the island, soak in the expansive views of the countryside. Overall, this route offers a unique and adventurous cycling experience for gravel enthusiasts.


Embark on an off-road gravel adventure near Ventnor

gravel
45 km
610 m
Chill

Gravel Adventure is a 45-kilometer cycling route that takes you through beautiful off-road paths near Ventnor. With an ascent of 610 meters, this gravel bike route offers a thrilling adventure for those seeking a different cycling experience. Enjoy the tranquility of nature, rugged landscapes, and hidden gems scattered throughout the route. This is a great option for gravel bike enthusiasts or riders looking to explore the off-beaten path.


Explore coastal wonders and charming villages on a gravel bike

gravel
59 km
784 m
Tough

Experience the coastal wonders and charming villages of the Isle of Wight on this 59-kilometer gravel ride from Ventnor to Shanklin. As you cycle through picturesque landscapes, you'll pass through the idyllic villages of Chale, Brighstone, and Newport, each offering their unique attractions. The route includes an ascent of 784 meters, providing an exhilarating challenge for gravel enthusiasts. Shanklin will enchant you with its pristine sandy beach and sheer cliffs, making it a perfect spot for a well-deserved break. With stunning views and a mix of historical and natural highlights along the way, this route is a must-do for adventurous cyclists.


Coastal cycling adventure with scenic roadways

road
39 km
553 m
Tough

Embark on a scenic journey along the coastal roadways of the Isle of Wight with this 39-kilometer road cycling route from Ventnor to Sandown. As you cycle through stunning landscapes, you'll pass by the iconic Ventnor Bandstand, Newchurch, and Bonchurch, each offering glimpses of the island's natural and historical wonders. With a total ascent of 553 meters, this route provides a challenging yet rewarding experience for intermediate-level cyclists. Sandown awaits you with its beautiful sandy beach and a vibrant promenade lined with shops and cafes. This route is perfect for those seeking a scenic and refreshing cycling adventure.


Cycling through charming villages and beautiful landscapes

road
62 km
725 m
Tough

This route takes you from Ventnor to St Boniface Down, offering breathtaking views of the Isle of Wight. You will pass through the picturesque villages of Chale, Calbourne, Porchfield, Newport, and Wroxall, each with its own unique charm. The ascent is moderate, with a total of 725 meters, making it suitable for intermediate-level cyclists. The distance of 62 kilometers provides a good balance between challenge and enjoyment. Overall, this route offers a diverse and scenic cycling experience.


Featured

Ventnor Tour

Discover the beauty of Ventnor and its surroundings

road
57 km
623 m
Tough

Ventnor Tour is a 57-kilometer road cycling route that takes you on a journey through the scenic landscapes surrounding Ventnor. With an ascent of 623 meters, this route offers a balance of challenging climbs and rewarding descents. Explore charming villages, historic landmarks, and breathtaking viewpoints. This route is ideal for riders looking to immerse themselves in the natural beauty and rich history of Ventnor.


Embark on an adventurous journey around the Isle of Wight

road
63 km
733 m
Tough

Island Adventure is a road cycling route that takes you on a 63-kilometer journey around the Isle of Wight. With an ascent of 733 meters, this route is perfect for those seeking an exciting challenge. Explore hidden gems, historic sites, and picturesque villages. This route provides a unique opportunity to experience the diverse landscapes and rich history of the Isle of Wight.


Cycling routes nearby:

Image of Wroxall
Wroxall

Scenic village with diverse cycling routes on the Isle of Wight.

Image of Shanklin
Shanklin

Challenging road cycling routes with stunning coastal views.

Image of Sandown
Sandown

Seaside town with flat terrain and popular off-road event

Image of Brading
Brading

Indulge in scenic cycling routes and stunning coastal views in Brading, United Kingdom.

Image of Newport
Newport

Coastal Cycling and Isle of Wight Adventure

Image of Bembridge
Bembridge

Coastal Charm and Countryside Serenity

Image of Wootton
Wootton

Serene Countryside and Coastal Views in Wootton

Image of Ryde
Ryde

Scenic coastal town with cycling festival and famous climb

Image of Seaview
Seaview

Cycling paradise by the sea

Nearby regions:

Image of Bedfordshire and Hertfordshire
Bedfordshire and Hertfordshire

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

Image of Inner London — West
Inner London — West

Urban Cycling Adventure in London

Image of Inner London — East
Inner London — East

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

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

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

Image of Dorset and Somerset
Dorset and Somerset

Diverse cycling opportunities with historical landmarks and charming villages.