4.3
(313)
5,570
riders
314
rides
Touring cycling around Upton St. Leonards offers a diverse network of routes within Gloucestershire, characterized by rolling hills and varied terrain. The area provides access to the Cotswolds, known for its picturesque villages and extensive country lanes. Cyclists can find a mix of mostly paved surfaces, quiet roads, and dedicated cycleways. Notable natural features like Painswick Beacon and Nut Hill provide topographical interest and scenic backdrops for rides.
Last updated: July 5, 2026
4.6
(5)
60
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
9
riders
18.9km
01:17
290m
290m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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12
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
3.0
(1)
11
riders
35.6km
02:32
630m
630m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Powerful building. Impressive.
2
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Middle section is bare earth on field margins...one for dry weather!
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In the heart of Gloucester, the 15th-century New Inn features a medieval courtyard, a pub serving real ale and free WiFi. There is also a traditional restaurant with period features. Beautifully restored, the New Inn Hotel offers cosy rooms with exposed beams and original features. All rooms have a private bathroom, tea/coffee making facilities and a TV. The Pilgrims Restaurant serves a carvery and British dishes in charming surroundings. The New Inn has 2 bars, including the award-winning Real Ale Bar, which offers up to 12 cask ales. There is also a café serving homemade cakes and speciality teas. The old courtyard has galleries on all sides. The historic building was used by pilgrims visiting Gloucester Cathedral, just 300 metres away. The East Gate Shopping Centre is just 2 minutes' walk away and Gloucester Train Station is a 5-minute walk away.
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Lovely church n beautiful village
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I stick to the black bear in future n tbh dont rate the staff tbh either far more welcoming at the old black bear in Tewkesbury n cheaper to
0
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Beautiful church I go there when I pass through from stoke orchard
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There are over 330 touring cycling routes in the Upton St. Leonards area. These routes cater to various skill levels, with approximately 150 easy, 120 moderate, and 60 difficult options.
The terrain around Upton St. Leonards is quite varied, featuring rolling hills, picturesque villages, and an extensive network of country lanes. You'll find a mix of mostly paved surfaces, quiet roads, and dedicated cycleways. Some routes, like the Segregated Cycle Lane – Bozard Lane (National Byway) loop, offer mostly paved surfaces, while others, such as the Nut Hill Climb – Birdlip Climb loop, include significant elevation gain.
Yes, there are many easy routes suitable for families. For instance, the Segregated Cycle Lane – Pheasant Lane loop from Hucclecote Meadows is an easy 20.3 km ride on mostly paved surfaces, ideal for any fitness level. The area offers over 150 easy routes, providing plenty of options for a relaxed family outing.
The region offers a blend of natural beauty and historical sites. You can cycle past prominent natural features like Painswick Beacon, which offers panoramic views, or explore routes that pass by cultural landmarks such as Gloucester Cathedral. Other points of interest include Haresfield Beacon and Devil's Chimney, Leckhampton Hill.
Many of the touring cycling routes around Upton St. Leonards are designed as loops, allowing you to start and end at the same point. Examples include the Segregated Cycle Lane – Bozard Lane (National Byway) loop and the Painswick Village – Painswick Beacon loop, providing convenient options for your ride.
The touring cycling routes in Upton St. Leonards are highly rated by the komoot community, with an average score of 4.2 stars from over 300 reviews. Cyclists often praise the diverse network of routes, the scenic landscapes, and the variety of terrain that caters to different abilities.
Absolutely. For those seeking a more demanding ride, routes like the Painswick Village – Painswick Beacon loop from Hucclecote Meadows offer substantial climbs over its 35.5 km distance, requiring a very good fitness level. There are approximately 60 difficult routes in the area for experienced touring cyclists.
Yes, several routes integrate cultural and historical sites. The Gloucester Cathedral – Historical Mural on Brick Wall loop from Hucclecote Meadows is a great example, leading through urban and historical areas, allowing you to combine your ride with sightseeing.
Upton St. Leonards is situated near the Cotswolds Area of Outstanding Natural Beauty, meaning you'll encounter rolling hills, picturesque villages, and extensive country lanes. The area also provides access to the Cotswold Commons & Beechwoods National Nature Reserve, offering stunning woodlands and open spaces.
Yes, the area includes routes with dedicated cycling infrastructure. For example, the Segregated Cycle Lane – Bozard Lane (National Byway) loop is a moderate ride that utilizes segregated cycle lanes, providing a safer and more enjoyable experience.
One of the longer touring cycling options is the Segregated Cycle Lane – Bozard Lane (National Byway) loop from Gloucestershire, which spans 52.8 km and typically takes around 3 hours and 7 minutes to complete.
For cyclists looking for a good workout, routes like the Nut Hill Climb – Birdlip Climb loop from Hucclecote Meadows offer significant elevation gain over its 18.9 km, providing a challenging and rewarding experience with great views.


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