![Cover image](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead-5.webp)
Discovering urban and rural cycling in Maidenhead
Cycling routes from Maidenhead
Maidenhead, located in the Berkshire, Buckinghamshire, and Oxfordshire region of the United Kingdom, offers a mix of urban and rural cycling experiences. The town itself has many cycling-friendly paths and routes, allowing for convenient and safe cycling within the area. Nearby, the Chiltern Hills Area of Outstanding Natural Beauty offers scenic rides with rolling hills and picturesque villages. For more challenging climbs, cycling enthusiasts can venture to routes near nearby towns including Henley-on-Thames and Stokenchurch. Overall, Maidenhead provides a varied cycling experience, with options ranging from urban rides to rural explorations.
![Map miniature of "Hidden Gems of Oxfordshire Road Adventure" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/road/358267.webp)
Uncover the hidden gems of Oxfordshire on this road cycling adventure
Embark on a thrilling road cycling adventure through the enchanting landscapes and hidden gems of Oxfordshire. Discover Temple Park's serene beauty and cycle through Hartley Wintney, a charming village with fascinating historical sites. Immerse yourself in the idyllic countryside of Harpsden and soak in stunning vistas at every turn. Finally, return to Maidenhead, a town cherished for its picturesque beauty and warm hospitality. With a moderate difficulty level, this route showcases the best of Oxfordshire's hidden treasures, making it perfect for cyclists seeking a unique and unforgettable experience.
![Map miniature of "Berkshire Hill Challenge" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/road/358273.webp)
Conquer Berkshire's stunning hills and landmarks on this epic road cycling adventure
Embark on an epic road cycling adventure through Berkshire's stunning hills and iconic landmarks. Enjoy breathtaking views as you conquer challenging climbs, including the renowned Horsenden Hill. Explore the historic town of Beaconsfield and admire its charming streets and medieval buildings. Journey through picturesque villages, such as Latimer and Potters Crouch, and experience the tranquil beauty of Shenley. Ride through Wembley and catch a glimpse of its iconic stadium before reaching Poyle, where a pleasant surprise awaits. The route culminates in the enchanting town of Eton Wick, adding a touch of historical charm to this challenging yet rewarding ride. With a moderate difficulty level and a touch of epicness, this route is perfect for adventurous riders craving a thrilling experience.
![Map miniature of "Historic Buckinghamshire Gravel Ride" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/gravel/358323.webp)
Discover the rich history and stunning landscapes of Buckinghamshire on this gravel ride
Explore the rich history and stunning landscapes of Buckinghamshire on this gravel ride. Admire the iconic Cliveden Southern Viewpoint and soak in breathtaking vistas of the surrounding countryside. Visit Taplow Court, a magnificent historic manor known for its architectural beauty. Cycle through Poyle and embark on a thrilling section with a dose of adrenaline. Prepare to be amazed by the Crooked House of Windsor, an eccentric and charming building that stands out among the picturesque scenery. With a moderate difficulty level and a touch of epicness, this route promises a memorable adventure through Buckinghamshire's hidden gems.
![Map miniature of "The Buckinghamshire Road Adventure" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/road/358333.webp)
Embark on a road adventure through Buckinghamshire
This challenging road route takes you through the scenic countryside of Buckinghamshire. With a total ascent of 1031 meters and a distance of 158 kilometers, this route is suitable for experienced road cyclists looking for a long-distance challenge. Highlights along the route include Shottesbrooke, known for its beautiful gardens and pristine countryside, Playhatch, a charming village with traditional English cottages and countryside views, and Forty Green, a picturesque area filled with lush green fields and stunning views. Overall, this route offers a mix of challenging climbs and scenic countryside, making it a memorable road cycling adventure.
![Map miniature of "The Riverside Gravel Excursion" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/gravel/358303.webp)
Explore the picturesque riverside routes from Maidenhead
This gravel route starting from Maidenhead in Berkshire takes you along picturesque riverside trails. With a total ascent of 85 meters and a distance of 52 kilometers, this route offers a perfect balance of scenic off-road sections and beautiful river views. Highlights along the route include Maidenhead Bridge, offering a scenic crossing over the Thames, and Staines-upon-Thames, a historic market town with charming streets and riverside walks. Overall, this route provides a mix of enjoyable gravel paths and stunning riverside scenery, making it a great choice for a day out exploring the area.
![Map miniature of "The Gravel Adventure of Henley-on-Thames" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/gravel/358265.webp)
Embark on a gravel adventure starting from Henley-on-Thames
Experience the excitement of gravel riding with this adventurous route starting from Henley-on-Thames in Oxfordshire. With a total ascent of 806 meters and a distance of 68 kilometers, this route is suitable for experienced gravel riders seeking a challenge. Highlights along the route include Henley-on-Thames, a picturesque riverside town famous for its rowing regatta, Nuffield Place, a historic National Trust property offering insight into the life of Lord Nuffield, and Turville, a charming village featured in several films and known for its traditional English architecture. Overall, this route offers a mix of challenging off-road sections and scenic countryside views, making it a must-try for gravel cycling enthusiasts.
![Map miniature of "The Chiltern Hills Road Challenge" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/road/358261.webp)
Cycle through the picturesque Chiltern Hills
This challenging road route takes you through the stunning Chiltern Hills in Buckinghamshire. With a total ascent of 451 meters and a distance of 89 kilometers, this route is perfect for experienced cyclists looking for a challenge. The highlights along the route include Cliveden Southern Viewpoint, providing a stunning panoramic view of the surrounding countryside, and Maidenhead Bridge, a beautiful historic bridge over the River Thames. Overall, this route offers a mix of challenging climbs and scenic views, making it a must-try for road cycling enthusiasts.
![Map miniature of "Riverside Road Adventure" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/road/358255.webp)
Embark on a scenic road adventure along the riverside beauty of Berkshire and Oxfordshire
Indulge in a scenic road cycling adventure along the riverside beauty of Berkshire and Oxfordshire. Cross over the iconic Maidenhead Bridge and soak in stunning riverside vistas while pedaling through Uxbridge. Admire the historical charm of Twickenham and its vibrant riverside atmosphere. Catch your breath at Monolith Hill as you enjoy panoramic views of the surrounding countryside. Revel in the peaceful beauty of Ashford and pedal along the beautiful Bray riverside. With a moderate difficulty level, this route offers a perfect blend of natural beauty and historical charm, making it ideal for riders with a passion for culture and scenery.
Chiltern Gravel Adventure
![Map miniature of "Chiltern Gravel Adventure" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/gravel/358295.webp)
A thrilling gravel adventure through the picturesque Chiltern Hills
Embark on a thrilling gravel adventure through the scenic and rolling Chiltern Hills. This route offers a challenging but rewarding ride, with stunning views of the countryside and a mix of challenging climbs and thrilling descents. Explore quaint villages, ancient woodlands, and historic sites along the way. Keep an eye out for deer and other wildlife as you pedal through Hedgerley and Higher Denham. With a moderate difficulty level and a touch of epicness, this is a route that will surely leave you with lifelong memories.
![Map miniature of "The Maidenhead Gravel Escape" cycling inspiration in Berkshire, Buckinghamshire and Oxfordshire, United Kingdom. Generated by Tarmacs.app cycling route planner](https://images.tarmacs.app/cycling-routes/routemaps/600/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/maidenhead/gravel/358269.webp)
Explore the gravel trails around Maidenhead
This shorter gravel route starting from Maidenhead in Berkshire offers a perfect escape for those looking to explore the surrounding countryside. With a total ascent of 28 meters and a distance of 35 kilometers, this route is suitable for beginners or those seeking a more relaxed ride. Highlights along the route include Maidenhead Bridge, a historic bridge over the Thames offering a scenic crossing, and Dorney Court, a beautiful Tudor manor house known for its stunning gardens. Overall, this route provides a mix of gentle off-road trails and beautiful countryside scenery, making it ideal for a leisurely gravel adventure.
Cycling routes nearby:
![Image of Cookham](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/cookham-5.webp)
![Image of Bourne End](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/bourne-end-5.webp)
![Image of Marlow](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/marlow-5.webp)
![Image of Eton Wick](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/eton-wick-5.webp)
![Image of Farnham Royal](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/farnham-royal-5.webp)
![Image of Eton](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/eton-4.webp)
![Image of Loudwater](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/loudwater-5.webp)
![Image of Slough](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/slough-4.webp)
![Image of Stoke Poges](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/berkshire-buckinghamshire-and-oxfordshire/stoke-poges-5.webp)
Nearby regions:
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![Image of Herefordshire, Worcestershire and Warwickshire](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/herefordshire-worcestershire-and-warwickshire/credenhill-3.webp)
![Image of Bedfordshire and Hertfordshire](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/bedfordshire-and-hertfordshire/clapham-2.webp)
![Image of Inner London — West](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/inner-london-west/earlsfield-1.webp)
![Image of Outer London — South](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/outer-london-south/belmont-5.webp)
![Image of Outer London — West and North West](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/outer-london-west-and-north-west/edgware-4.webp)
![Image of Surrey, East and West Sussex](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/surrey-east-and-west-sussex/hastings-1.webp)
![Image of Hampshire and Isle of Wight](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/hampshire-and-isle-of-wight/new-milton-5.webp)
![Image of Gloucestershire, Wiltshire and Bristol/Bath area](https://images.tarmacs.app/cycling-routes/covers/united-kingdom/gloucestershire-wiltshire-and-bristol-bath-area/devizes-3.webp)