4.4
(14)
2,106
riders
93
rides
Road cycling routes around Henley-On-Thames are characterized by a diverse landscape, featuring the gentle flow of the River Thames and the challenging terrain of the Chiltern Hills. The region offers a mix of picturesque riverside paths and rolling hills with wooded areas. Cyclists can expect varied elevations, from flatter sections along the river to more demanding climbs and descents within the Area of Outstanding Natural Beauty. This combination provides a range of road cycling experiences.
Last updated: April 28, 2026
4.0
(1)
94
riders
27.2km
01:11
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
3.0
(1)
54
riders
95.2km
04:49
1,140m
1,140m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Sign up for free
59
riders
31.4km
01:24
250m
250m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
55
riders
16.5km
00:43
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
48
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Henley-On-Thames
Nice little quiet climb up Holloway Lane, nothing too crazy gradient wise but fairly narrow if you come across any cars.
0
0
Nice place for a coffee stop in Marlow, a few outside tables available to easier to sit near the bikes. Didn’t have any food on this occasion but looked like a great selection (yummy looking breakfasts as well as cakey items)
1
0
There’s also a great cafe nearby
0
0
Marlow is a picturesque town on the edge of the Chiltern Hills AONB, and the bridge is one of the highlights. Connecting Buckinghamshire and Berkshire, there has been a bridge on this site since at least 1530, with an original crossing dated at around 1309.
0
0
A short but tough climb back up towards the main road.
0
0
There are over 90 road cycling routes available around Henley-On-Thames, catering to various skill levels. These routes explore the diverse landscape, from the gentle River Thames to the challenging Chiltern Hills.
Yes, Henley-On-Thames offers several easy road cycling routes perfect for beginners or those seeking a relaxed ride. For example, The Old Brewery – Marlow Suspension Bridge loop from Henley-on-Thames is an easy 17.1-mile route that offers scenic views along the River Thames. Overall, 18 easy routes are available.
For experienced road cyclists looking for a challenge, the Chiltern Hills provide routes with significant climbs and descents. A notable difficult route is the Holloway Lane – Danger Grove Climb loop from Henley-on-Thames, which spans 59.2 miles and features substantial elevation changes. There are 8 difficult routes in total.
Yes, the region offers several longer routes for endurance cyclists. The Holloway Lane – Danger Grove Climb loop from Henley-on-Thames is a challenging 59.2-mile option. Many routes can also be combined or extended to create longer rides through the Chilterns and along the Thames.
Families can enjoy the flatter, more leisurely rides along the River Thames. While the Chiltern Hills offer more challenging terrain, there are easier sections and routes that pass through quaint villages, providing pleasant stops. Look for routes marked as 'easy' for the most family-friendly options.
Many of the road cycling routes around Henley-On-Thames are designed as circular loops, allowing you to start and finish in the same location. Examples include The Old Brewery – Marlow Suspension Bridge loop and the Roadbike loop from Henley-on-Thames, which takes you through rolling hills and countryside.
As you cycle, you'll encounter picturesque landscapes and historic features. The routes often pass through the Chiltern Hills, an Area of Outstanding Natural Beauty, offering sweeping views. You might also spot historic architecture in charming villages. For specific natural highlights, consider exploring areas near Hurst Village Pond or Lambridge Wood.
Yes, many road cycling routes in the Henley-On-Thames area pass through charming villages and towns where you can find cafes, pubs, and shops for refreshments. The region is known for its quaint settlements, providing ample opportunities for a break.
The area is highly rated by the komoot community, with an average score of 4.4 stars from over 14 reviews. Cyclists often praise the diverse landscape, which combines serene riverside paths with challenging climbs in the Chiltern Hills, and the picturesque English countryside.
Henley-On-Thames has a train station, making it accessible by public transport. Many routes start directly from the town center, allowing cyclists to arrive by train and begin their ride without needing a car. Local bus services also connect to surrounding areas.
Yes, Henley-On-Thames offers various public parking options, particularly in and around the town center. Many road cycling routes conveniently start from locations with accessible parking, making it easy to unload your bike and begin your journey.
Spring, summer, and early autumn generally offer the most pleasant conditions for road biking in Henley-On-Thames, with milder weather and vibrant scenery. However, the diverse terrain means that with appropriate gear, cycling can be enjoyed year-round, though some routes in the Chilterns may be more exposed in winter.
Absolutely. The region is rich in history and natural beauty. While cycling, you might pass by historic buildings in villages or natural features like those found near The Brick and Tile Works or Robin Hood's Arbour, offering glimpses into the area's heritage.


Browse the best Road cycling routes in other regions.