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Road cycling routes
United Kingdom
England
South East England
Oxfordshire
South Oxfordshire

Henley-On-Thames

The best road cycling routes around Henley-On-Thames

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.

Best road cycling routes around Henley-On-Thames

  • The most popular road cycling route is The Old Brewery – Marlow Suspension Bridge loop from Henley-on-Thames, a 17.1 miles (27.5 km) trail that takes 1 hour 12 minutes to complete. This route offers scenic views along the River Thames and towards Marlow.
  • Another top favourite among local road cyclists is Holloway Lane – Danger Grove Climb loop from Henley-on-Thames, a difficult 59.2 miles (95.2 km) path. This route features significant climbs through the Chiltern Hills, providing a challenging experience.
  • Local road cyclists also love the Roadbike loop from Henley-on-Thames, a 19.5 miles (31.4 km) trail leading through the rolling hills and countryside, often completed in about 1 hour 24 minutes.
  • Road cycling around Henley-On-Thames is defined by the River Thames, rolling hills of the Chilterns, and wooded areas. The network offers options for different ability levels, from leisurely riverside rides to challenging hill climbs.
  • The routes in Henley-On-Thames are highly rated by the komoot community with an average score of 4.4 stars from over 14 reviews. More than 2000 road cyclists have used komoot to explore Henley-On-Thames's varied terrain.

Last updated: April 28, 2026

4.0

(1)

94

riders

#1.

Marlow Suspension Bridge – Marlow Town Centre loop from Henley-on-Thames

27.2km

01:11

160m

160m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Hard
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59

riders

Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Henley-On-Thames

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Hiking Collection by

Kit P

Tips from the Community

Nick
August 9, 2025, Marlow Suspension Bridge

Nice view from the bridge

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They have table service if you are sat outside

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Nice little quiet climb up Holloway Lane, nothing too crazy gradient wise but fairly narrow if you come across any cars.

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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)

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This is must go over bridge

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There’s also a great cafe nearby

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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.

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A short but tough climb back up towards the main road.

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Frequently Asked Questions

How many road cycling routes are available around Henley-On-Thames?

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.

Are there easy road cycling routes suitable for beginners in Henley-On-Thames?

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.

Where can I find challenging road cycling routes with significant climbs near Henley-On-Thames?

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.

Are there options for long-distance road cycling around Henley-On-Thames?

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.

Are the road cycling routes around Henley-On-Thames suitable for families?

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.

Can I find circular road cycling routes in the Henley-On-Thames area?

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.

What scenic attractions or landmarks can I see along the road cycling routes?

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.

Are there places to stop for refreshments or cafes along the road cycling routes?

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.

What do other road cyclists enjoy most about road cycling in Henley-On-Thames?

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.

Is there public transport access to road cycling routes in Henley-On-Thames?

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.

Are there road cycling routes with parking available in Henley-On-Thames?

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.

What is the best time of year for road biking in Henley-On-Thames?

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.

Can I explore historical sites or natural monuments while road cycling?

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.

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