Historic towns & villages
Cycle through our historic market towns and picturesque villages
Many of the promoted cycle rides start or finish in one of our beautiful historic market towns and take in some of the many picturesque villages.
The market towns have some fantastic independent retailers and wonderful places to eat and drink… do make the most of these whilst you are there.
Search for cycle routes in Shropshire’s historic towns & villages
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Bishop’s Castle Cycle Rides: The Clun Challenge (Flatter option)
A 21 mile circular route from Bishops Castle to Clun, which is a flatter version of The Clun Challenge.
Bishop’s Castle Cycle Rides: The Full Monty
A 20 mile, figure of eight ride through beautiful countryside offering you the chance to enjoy the delights of Montgomery.
Bishop’s Castle Cycle Rides: Long Mynd Motivator (13 miles)
A 13 mile route from Bishop’s Castle, with some reasonable climbs that lead you part way up the Long Mynd offering stunning views of the Onny Valley.
Bishop’s Castle Cycle Rides: The Clun Challenge (17 miles)
A 17 mile hilly, circular route taking you along a beautiful woodland trail to Clun with its choice of teashops and pubs.
Bishop’s Castle Cycle Rides: Long Mynd Motivator (20 miles)
A 20 mile route from Bishop’s Castle, with some reasonable climbs that lead you part way up the Long Mynd offering stunning views of the Onny Valley.
Bishop’s Castle Cycle Rides: The Anchor Adventure (26 miles)
A challenging 26 mile circular route suitable for mountain bikes, taking you along the Kerry Ridgeway, with spectacular views.
Bishop’s Castle Cycle Rides: The Anchor Adventure (28 miles)
A challenging 28 mile circular route, taking you along the Kerry Ridgeway, with spectacular views.
Church Stretton Cycle Rides Route 1: To The Edge (13 mile)
A 13 mile circular route from Church Stretton which can be lengthened to 14 miles taking in beautiful countryside and visits well known attractions such as Acton Scott Working Farm and the Shropshire Hills Discovery Centre. Also possible is a spur to Craven Arms adding 5 miles each way OR you could do a linear route from Church Stretton to Craven Arms and return by train, total distance 12 miles.
Church Stretton Cycle Rides Route 1: To The Edge (14 mile)
A 14 mile circular route from Church Stretton which can be shortened to 13 miles taking in beautiful countryside and visits well known attractions such as Acton Scott Working Farm and the Shropshire Hills Discovery Centre. Also possible is a spur to Craven Arms adding 5 miles each way OR you could do a linear route from Church Stretton to Craven Arms and return by train, total distance 12 miles.
Church Stretton Cycle Rides Route 2: Roman Road Ride (16 mile)
A relatively flat 16 miles circular route from Church Stretton, which can be lengthened to 22 miles, visiting picturesque villages.
Church Stretton Cycle Rides Route 2: Roman Road Ride (22 mile)
A relatively flat 22 mile circular route from Church Stretton, which can be shortened to 16 miles, visiting picturesque villages like Acton Burnell and All Stretton.
Church Stretton Cycle Rides Route 3: Long Mynd Loop
A 20 mile circular route from Church Stretton, with a few testing climbs and steep descents over the Long Mynd, rewarding you with fabulous views and the opportunity to watch gliders at close hand. The traffic-free section through the Forestry Commission land is on a well-made stone track, suitable for most bicycles.
Church Stretton Cycle Rides Route 4: Church Stretton Challenge (13 mile)
A challenging 13 mile circular off-road mountain bike route from Church Stretton along the top of the Long Mynd. The testing climbs and steep descents reward you with fabulous views and the opportunity to watch gliders at close hand and are well worth the effort.
Church Stretton Cycle Rides Route 4: Church Stretton Challenge (15 mile)
A challenging 15 mile, circular off-road mountain bike route from Church Stretton along the top of the Long Mynd. The testing climbs and steep descents reward you with fabulous views and the opportunity to watch gliders at close hand and are well worth the effort.
Cleobury Mortimer Cycle Rides: Southwest Hamlets (10 miles)
A testing but scenic 10 mile circular route with wonderful views, steep gradients and the opportunity to discover ancient hamlets along the way.
Cleobury Mortimer Cycle Rides: Southwest Hamlets (13 miles)
A challenging but rewarding 13 mile circular route, taking in steep gradients but with wonderful views of Shropshire's countryside.
Cleobury Mortimer Cycle Rides: The Rea Figures of Eight (16 miles)
A 16 mile double figure of eight route, allowing for short cuts, exploring the valley of the river Rea north of Cleobury Mortimer.
Cleobury Mortimer Cycle Rides: On the Edge of the Wyre Forest (19 miles)
A 19 mile circular route, heading out from Cleobury Mortimer towards the Wyre Forest, with some fairly testing hills but with rewarding views of the Clees.
Cleobury Mortimer Cycle Rides: The Clee Challenge (24 miles)
This 24 mile circular route, is a challenging ride with considerable climbs towards the Clees returning via remote lanes with long descents to Cleobury.
Cleobury Mortimer Cycle Rides: The Clee Challenge (35 miles)
This 35 mile circular route is a challenging ride with considerable climbs towards the Clees, returning via remote lanes with long descents to Cleobury.
Cycle Rides in Southern Oswestry: Trefonen & Treflach Trail (3 mile)
A 3 mile scenic route with 8 mile longer route option exploring the countryside around Oswestry.
Cycle Rides in Southern Oswestry: Morda Meander (4 mile)
A shorter mostly flat, scenic 4 mile route for less experienced cyclists avoiding the trunk roads. An 8 mile route is available with a few steep hills and two trunk road crossings.
Cycle Rides in Southern Oswestry: Morda Meander (8 mile)
A mostly flat, scenic 8 mile route with a few steep hills and two trunk road crossings. A shorter 4 mile route is available for less experienced cyclists avoiding the trunk roads.
Cycle Rides in Southern Oswestry: Trefonen; Treflach Trail (8 mile)
An 8 mile scenic route with 3 mile shorter route option exploring the countryside around Oswestry.
Looking for more of a challenge?
The 185m Shropshire Cycleway goes round the perimeter of the county and there are a number of National Cycle Routes that pass through Shropshire including the Mercian Way, which runs between Salisbury and Chester, and the Six Castles Cycleway between Shrewsbury and Leominster.