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Road cycling routes
United Kingdom
England
South West England
Gloucestershire

Cheltenham

The best road cycling routes around Cheltenham

4.5

(308)

12,183

riders

459

rides

Road cycling around Cheltenham offers diverse terrain, from the relatively flat town center to the challenging climbs of the surrounding Cotswolds and Malvern Hills. The region is characterized by rolling hills, picturesque valleys, and prominent escarpments like Cleeve Hill, the highest point in the Cotswolds. Cyclists can find quiet country lanes, dedicated cycle paths such as the Honeybourne Line, and routes that traverse the varied landscapes of the Cotswolds National Landscape. This area provides a mix of accessible routes and…

Last updated: May 1, 2026

4.7

(3)

58

riders

#1.

Cleeve Hill and Dover's Hill loop From Cheltenham — The Cotswolds

68.7km

03:25

830m

830m

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

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Moderate

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

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

4.6

(7)

219

riders

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

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

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

Moderate
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Tips from the Community

Ian
January 31, 2026, Gotherington Village

One Pub - the Shutters. And at least one convenience store.

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Rather a nice route from the train station into town

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0

Colin T
September 11, 2025, Rave Coffee Roasters

Arrive before 12 for a great bacon baguette! V60 coffee is the best too!

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Not exactly lots of potholes but just really rough and feels dreadful with 90psi in your tyres and slow too

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Dry = fun Wet = good luck

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0

Lovely church n beautiful village

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0

RICHARD
September 22, 2024, Straight Rural Road

Great road to get a bit of speed up

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0

RICHARD
September 22, 2024, Gotherington Village

Beautiful village enjoy my ride out their

0

0

Frequently Asked Questions

How many road cycling routes are available around Cheltenham?

There are over 460 road cycling routes around Cheltenham, offering a wide variety of experiences for all skill levels. This includes 90 easy routes, 288 moderate routes, and 88 difficult routes, ensuring there's something for every cyclist.

Are there easy road cycling routes suitable for beginners in Cheltenham?

Yes, Cheltenham offers several easy road cycling routes. The town center itself is relatively flat, and dedicated paths like the Sustrans Honeybourne Line (NCN Route 41) provide traffic-free options. For a pleasant, accessible ride, consider the Gloucester Old Spot Pub – Prestbury Village Centre loop from Cheltenham Spa, which is rated easy and covers 32.1 km.

What are some challenging road cycling routes for experienced riders?

For experienced riders seeking a challenge, the region offers significant climbs and demanding terrain. The Cleeve Hill and Dover's Hill loop From Cheltenham — The Cotswolds is a moderate route featuring significant climbs and panoramic views. Cleeve Hill, as the highest point in the Cotswolds, provides particularly strenuous ascents and rewarding vistas.

Can I find circular road cycling routes around Cheltenham?

Yes, many road cycling routes around Cheltenham are circular, allowing you to start and end in the same location. For example, the Honeybourne Line Bridge – Slad Valley Climb loop from Cheltenham Spa is a popular moderate circular route that combines traffic-free sections with a challenging climb through the scenic Slad Valley.

What kind of landscapes will I encounter on road cycling routes near Cheltenham?

Road cycling routes near Cheltenham offer diverse landscapes. You'll find yourself traversing the rolling hills and picturesque villages of the Cotswolds, experiencing challenging climbs on prominent escarpments like Cleeve Hill, and exploring the dramatic Malvern Hills. The region is characterized by quiet country lanes, expansive farmlands, and scenic river valleys.

Are there any interesting landmarks or attractions to see along the routes?

Yes, many routes pass by or near interesting landmarks. You might cycle past the distinctive Devil's Chimney rock formation on Leckhampton Hill, or enjoy views of the Dowdeswell Reservoir. Other routes offer views of Cleeve Hill and Cheltenham from various vantage points, and you can also find highlights like the Honeybourne Line Bridge.

What do other road cyclists say about the routes in Cheltenham?

The road cycling routes in Cheltenham are highly rated by the komoot community, with an average score of 4.5 stars from over 300 reviews. Cyclists often praise the varied terrain, from gentle paths to challenging climbs, and the stunning natural scenery of the Cotswolds and Malvern Hills.

Are there options for long-distance road cycling from Cheltenham?

Cheltenham serves as an excellent base for longer road cycling adventures into the Cotswolds and beyond. Routes can extend through iconic villages like Bourton-on-the-Water and Stow-on-the-Wold, offering extensive networks of quiet country lanes for longer distances. The Cleeve Hill and Dover's Hill loop, at 68.7 km, is a good example of a longer, scenic ride.

Where can I find refreshments or pub stops along the road cycling routes?

The charming Cotswold villages, which many routes traverse, are dotted with numerous cafes and pubs. These provide convenient and picturesque stops for refreshments. While specific pub stops are not detailed for every route, planning your ride through villages like Gotherington or Prestbury will likely offer opportunities for a break.

Is it possible to rent a bike in Cheltenham?

Yes, for visitors without their own bikes, Cheltenham Bike Hire provides a selection of bicycles for short or long-term rental, making it easy to explore the town and nearby Cotswolds. Secure lockers for bikes are also available at Cheltenham Spa railway station.

What is the best time of year for road cycling in Cheltenham?

The Cotswolds region, including Cheltenham, is beautiful year-round. Spring and summer offer pleasant weather and vibrant landscapes, ideal for exploring. Autumn brings stunning foliage, while winter can offer crisp, quiet rides, though some routes might be more exposed to the elements. Always check local weather conditions before heading out.

Are there any routes that offer panoramic viewpoints?

Absolutely. The region is renowned for its panoramic views. Cleeve Hill, as the highest point in the Cotswolds, offers breathtaking vistas across to the Malvern Hills and South Wales. Many routes along the Cotswold escarpment, such as those incorporating View from Wistley Hill or View of Cheltenham from the Cotswold Escarpment, provide expansive scenic outlooks.

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