4.5
(153)
3,083
riders
229
rides
Road cycling routes around Osbaston, Leicestershire, feature rolling countryside, extensive woodlands, and reclaimed parklands. The area is characterized by quiet country lanes and varied terrain suitable for road cyclists. This region offers a network of paths through tranquil landscapes.
Last updated: May 13, 2026
5.0
(1)
24
riders
48.4km
02:13
280m
280m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
13
riders
64.4km
03:16
420m
420m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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3.0
(1)
15
riders
40.4km
01:50
380m
380m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
39.1km
01:51
240m
240m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
8
riders
13.1km
00:32
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Nice quiet lanes for cycling around Orton on the hill
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The water tower, by architect Thomas Garner, dates from around 1885. The Victorian Society said in its description of the privately owned structure: "The striking, two-storey water tower at Bosworth Park, nestled within a walled garden beside the former orangery, is both an architectural gem and a relic of Victorian ingenuity." "Originally supplying the grand Bosworth Hall with water drawn from natural springs and distributed by gravity, the tower continues to serve the estate - now a hotel. An undated water system plan shows it fed the kitchen offices, stables, wash house, and WC." However, the building has been named among the country's top 10 most endangered Victorian buildings. Bosworth Park Water Tower is a Grade II-listed structure, but the brickwork is crumbling and it stands overlooking a walled garden which is also in need of restoration.
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One of the best cycling coffee and cakes shops. Tracey makes many of the cakes herself.
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There are over 230 road cycling routes around Osbaston listed on komoot, catering to various skill levels. This includes more than 90 easy routes, over 140 moderate routes, and a few challenging options for experienced cyclists.
The terrain varies significantly depending on whether you're in Osbaston, Leicestershire, or Osbaston, Monmouthshire. Leicestershire offers tranquil, rolling countryside with extensive woodlands, while Monmouthshire is characterized by a more challenging, hilly landscape, including river valleys and significant climbs like 'The Tumble'.
Yes, both regions offer options for less experienced cyclists. In Leicestershire, routes like the Suntrap Corner – Liberteas Coffee Shop loop from Newbold Verdon are easy. In Monmouthshire, the Peregrine Path (part of NCN423) is a largely car-free, family-friendly route along the River Wye.
Absolutely. Osbaston in Monmouthshire is particularly known for its challenging climbs. The legendary 'The Tumble' ascent, a 6 km climb with a 10% gradient up Blorenge Mountain, is a highlight for experienced road cyclists. The region also offers hilly loops like the 'Four Castles Route'.
In Leicestershire, you can cycle through the Queen Elizabeth Diamond Jubilee Wood, pass by Groby Pool, or catch views of Bardon Hill Trig Point. In Monmouthshire, you'll encounter the scenic Wye Valley, the historic Monnow Bridge, and the River Monnow.
Yes, especially in Monmouthshire. The region is a starting point for long-distance National Cycle Network routes like the Celtic Trail (220 miles) and Lon Las Cymru (185 miles), offering extensive cycling opportunities.
Many of the routes around Osbaston are designed as loops. Examples include the Newton Regis Village Pond – Warton Lane loop from Barlestone and the Appleby Hill – Harvey's Coffee Cabin loop from Cadeby, both offering varied terrain.
Yes, both regions feature villages and towns with cafes and pubs. For example, the Suntrap Corner – Liberteas Coffee Shop loop from Newbold Verdon specifically mentions a coffee shop, and the broader areas of Leicestershire and Monmouthshire have numerous village gems with amenities for cyclists.
The spring, summer, and early autumn months generally offer the most favorable weather conditions for road cycling in both Osbaston regions, with milder temperatures and less precipitation. Spring also brings the sight of bluebells in woodlands like the Queen Elizabeth Diamond Jubilee Wood.
The road cycling routes around Osbaston are highly rated by the komoot community, with an average score of 4.5 stars from over 150 reviews. Cyclists often praise the diverse terrain, from tranquil countryside to challenging climbs, and the well-paved surfaces of many routes.
While specific parking details for every route are not listed, both regions are well-equipped for visitors. Larger towns and villages near popular cycling routes typically offer public parking facilities. It's advisable to check local council websites or specific route descriptions for detailed parking information.
Public transport options vary by location. In Leicestershire, local bus services connect villages, while in Monmouthshire, towns like Monmouth, Chepstow, and Abergavenny are served by bus routes. Some National Cycle Network routes, particularly in Monmouthshire, are designed to be accessible from transport hubs.


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