The Shropshire Way - Western Hills Guided Trail Holiday

The Shropshire Way - Western Hills Guided Trail

Bald Hiker images aka Paul Steele Longmynd House (9).jpg
Duration: 7 nights
Type: Guided Trails
Walking Grade: 3

Enjoy this scenic section of the Shropshire Way en route to historic Ludlow, the most southerly point of the trail. This rewarding week of walking through the Shropshire Hills Area of Outstanding Natural Beauty explores unspoilt, tranquil countryside, hills with views across the Marches and quaint medieval towns and villages.

Holiday Highlights

  • Journey through many of Shropshire’s high points
  • Finish in medieval Ludlow with its imposing castle
  • Wonderful views from The Stiperstones ridge

Trip Notes

Trip notes are detailed, downloadable PDF’s for each holiday, please click the button below to find the right trip notes for your departure date.

52 miles with 7-12 miles and up to 1,750 feet of ascent in a day.

Your leader will give an introductory talk about the holiday.

We begin by walking from above Church Stretton, down into the heathland of historic Carding Mill Valley then up onto the hog’s back of Long Mynd, to join the ancient Portway. Ascending Betchcott Hill, we then head down Golden Valley to Ratlinghope and on to Bridges, an old staging post with an Inn.

7 miles (11km) with 1,100 feet (330m) of ascent.

From Bridges we head northwest, joining a rugged path along the Stiperstones ridge and ascending to the Devil’s Chair. These ancient geological formations are steeped in folklore and are the reputed resting place of Wild Edric, a Saxon noble who fought against the Normans. There have been settlements in the area from at least as far back as the Bronze Age, right up to those for local mining which ended here in the 1950s. We head over Linley Hill, walk by the small hamlets of More and Lydham (with their Motte and Bailey castles) into the charming village of Bishop’s Castle.

12 miles (19km) with 1,775 feet (532m) of ascent.

A day without any walks programmed, giving you the opportunity to explore the local area independently.

Starting at Bishop’s Castle, we head west along ancient drovers’ ways, to join a section of the Offa’s Dyke Path at Churchtown. We are now in wild Marches country and head on around Hergan Hill to walk down Cefns (Welsh for ‘ridge’), with great, unspoilt views all around. We end the day in Clun, which is Shropshire’s smallest town. If there is time, we may have a chance to view the ruins of Clun Castle.

11½ miles (18.5km) with 1,575 feet (472m) of ascent.

Heading northeast out of Clun, we ascend Sunnyhill, walking over the ancient fortifications of the Bury Ditches Iron Age hillfort. We continue east, through Kempton and the timeless village of Hopesay. Ascending Hopesay Hill, we then head down into the Victorian railway town of Craven Arms, ending the day at the Shropshire Hills Discovery Centre.

11½ miles (18½km) with 1,575 feet (472m) of ascent.

We walk south from Craven Arms, passing Stokesay Castle, a beautiful and incredibly well preserved 13th century fortified manor house. We head up the old carriageway of Aldon Gutter, before eventually descending to where the River Onney joins the River Teme, at Bromfield. From here, we continue through Oakly Park with the best views of Ludlow Castle, our final and fitting destination. The bustling black and white market town of Ludlow just begs to be explored – described by Sir John Betjeman as – “The most perfect town in England”.

10½ miles (17km) with 800 feet (240m) of ascent in a day.

Longmynd House

Hidden in plain sight, there’s a well-kept countryside secret in the heart of England that might just surprise you with its wonderful upland walking, trails, history and heritage. Discover the heart of Shropshire from striking Longmynd House, stood on a wooded hillside above Church Stretton, on the border of England and Wales. Wake early to watch the sunrise from your balcony; take a dip in the heated outdoor pool and gear up for a great day in the hills on walks full of rich variety. Stride out on the Long Mynd itself, a dramatic, isolated whaleback hill with an expanse of heather wilderness and deeply cut valleys, explore the Stiperstones and climb to the Iron Age fort on top of Caer Caradoc, or surround yourself with historic castles, market towns and trails of all kinds.



Tea & coffee-making facilities, TV, Hairdryer, Toiletries, Wi-Fi

Stay in the smartly presented rooms in the main house or in one of 8 brick-built lodges in the grounds. With 54 rooms, Longmynd House has plenty of space and there’s a range of Classic and Premium Rooms to choose from. Chose Room 16 for the four poster bed and separate sitting area, with green leafy views or Room 44 with its compact balcony and outdoor eating area overlooking the heather-clad rise on the far side of the valley. The lodges away from the house offer a little more privacy and their own terrace looking out over the gardens.

All ‘Classic’ rooms are ensuite and furnished to a high standard. There are also several ‘Premium’ Rooms that are either larger or have a desirable view, a more luxurious mattress and larger television – upgrade your stay for just an extra £15-20 per person per night. You can choose a specific room for an extra £30 per room, subject to availability. Upgrade supplements still apply.


Free Wi-Fi, boot room and drying room, extensive garden, lounge, bar, ballroom, library and board games to borrow

After a day exploring the Shropshire Hills, return to the house. Stroll through the extensive grounds and discover the woodland sculpture trail that threads through the trees, looking out for ‘deer’ and ‘bears’. Dip into the heated outdoor pool to swim below the trees. Head to the long lounge with its wall of glass giving on to the view outside, or for a more intimate space, sit at the smart bar with its crouching lions and attractive jug lamps or surrender to the leather sofas around the fireplace and enjoy a local pint of Shropshire Lad or Lass with a lively conversation among your fellow guests.

Food & Drink

As at all our country houses, holidays are full board, from afternoon tea served as a welcome treat through that evening’s meal to a hearty breakfast on the day of departure. Food at Longmynd House is varied with a strong emphasis on the use of seasonal British produce. Our experienced chefs create each dish using only the freshest ingredients and, when in season, use home grown herbs and vegetables taken from our own gardens to give a true taste of the local area.


For accessibility and assistance information, please contact our expert team on 020 3974 8865 or view the accessibility information online for Longmynd House

10694_0059 - Longmynd House - Exterior

Getting to Longmynd House

Find out more about this location including travel details and room types.

More Information

Essential Information

“There’s no such thing as bad weather, just the wrong type of clothing!” goes the adage. Come prepared for all eventualities and you’ll walk in comfort as well as safety. Britain’s famous for its changeable weather, so here’s our advice on what to wear and bring.


  • Waterproof walking boots providing ankle support and good grip.
  • A waterproof jacket and over-trousers
  • Gloves and a warm hat (it can be chilly at any time of the year)
  • Rucksack
  • Water bottle (at least 1 litre capacity)
  • A small torch (everywhere in winter, year round in mountains)
  • Sun hat and sunscreen
    Denim jeans and waterproof capes are not suitable on any walks.


  • Several layers of clothing, which can be added or removed
  • Specialist walking socks to avoid blisters.
  • A first aid kit inc plasters– your leader’s first aid kit doesn’t contain any medication
  • Sit mat (insulated pad to sit on when you stop for a break)

You might also want

  • Walking poles, particularly useful for descents.
  • Insect repellent
  • Flask for hot drinks
  • Rigid lunch box
  • Gaiters
  • Blister kit (eg Compeed) just in case
  • Waterproof rucksack liner

Guest Reviews

7 nights
Guided Trails
Walking Grade:

Fully Booked

020 3974 8865

For group bookings of 10+ people click here

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