![Cover image](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/ventnor-5.webp)
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.
Ventnor to Lake Gravel Adventure
![Map miniature of "Ventnor to Lake Gravel Adventure" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/gravel/2858.webp)
Scenic gravel ride exploring rural landscapes and lakeside beauty
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.
![Map miniature of "Whitwell Wonder" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/road/91596.webp)
Experience the tranquility of the countryside surrounding Whitwell
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.
![Map miniature of "Ventnor to St Boniface Down Gravel Ride" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/gravel/2848.webp)
Off-road adventure through nature and history
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.
Gravel Adventure
![Map miniature of "Gravel Adventure" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/gravel/2855.webp)
Embark on an off-road gravel adventure near Ventnor
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.
![Map miniature of "Ventnor to Shanklin Gravel Adventure" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/gravel/2851.webp)
Explore coastal wonders and charming villages on a gravel bike
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.
![Map miniature of "Ventnor to Sandown Scenic Roadway" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/road/2857.webp)
Coastal cycling adventure with scenic roadways
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.
Ventnor to St Boniface Down Loop
![Map miniature of "Ventnor to St Boniface Down Loop" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/road/2844.webp)
Cycling through charming villages and beautiful landscapes
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.
Ventnor Tour
![Map miniature of "Ventnor Tour" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/road/2843.webp)
Discover the beauty of Ventnor and its surroundings
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.
Island Adventure
![Map miniature of "Island Adventure" cycling inspiration in Hampshire and Isle of Wight, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/hampshire-and-isle-of-wight/ventnor/road/2839.webp)
Embark on an adventurous journey around the Isle of Wight
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](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/wroxall-5.webp)
![Image of Shanklin](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/shanklin-5.webp)
![Image of Sandown](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/sandown-4.webp)
![Image of Brading](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/brading-5.webp)
![Image of Newport](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/newport-4.webp)
![Image of Bembridge](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/bembridge-5.webp)
![Image of Wootton](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/wootton-5.webp)
![Image of Ryde](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/ryde-5.webp)
![Image of Seaview](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/seaview-3.webp)
Nearby regions:
![Image of Bedfordshire and Hertfordshire](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/bedfordshire-and-hertfordshire/radlett-3.webp)
![Image of Inner London — West](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/inner-london-west/putney-4.webp)
![Image of Inner London — East](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/inner-london-east/catford-5.webp)
![Image of Outer London — South](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/outer-london-south/mitcham-4.webp)
![Image of Outer London — West and North West](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/outer-london-west-and-north-west/harefield-3.webp)
![Image of Berkshire, Buckinghamshire and Oxfordshire](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/haddenham-3.webp)
![Image of Gloucestershire, Wiltshire and Bristol/Bath area](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/gloucestershire-wiltshire-and-bristol-bath-area/wanborough-4.webp)
![Image of Dorset and Somerset](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/dorset-and-somerset/north-petherton-5.webp)