The Shropshire Way - Eastern Hills Guided Trail Holiday

The Shropshire Way - Eastern Hills Guided Trail

Sunrise at The Long Mynd
Duration: 7 nights
Type: Guided Trails
Walking Grade: 3

The Shropshire Way Eastern Hills trail is 58 miles (93km) of enjoyable, yet occasionally challenging ridge and hilltop walking. You will pass through the Shropshire Hills Area of Outstanding Natural Beauty (AONB), beginning at Long Mynd ridge and progressing towards Ludlow. Set mainly in quiet countryside, the route passes numerous ancient sites and tracks, as well as more ‘modern’ castles and follies. This holiday offers excellent opportunities for many outstanding hilltop panoramas, in contrasting scenery.

Holiday Highlights

  • Walk through the Shropshire Hills Area of Outstanding Natural Beauty (AONB)
  • Walk along along The Long Mynd Ridge and Wenlock Edge
  • Finish at the charming town of Ludlow
  • Pass many ancient sites, castles and follies

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.

58 miles with 11-12 miles and up to 2,000 feet of ascent in a day.

Your leader will give an introductory talk about the holiday.

Walking from the House, we head into Carding Mill Valley and ascend on the Shropshire Way via the Motts Road bridleway, onto the heather moorland of the Long Mynd. From there, we turn SSW to reach the highest point of Pole Hill at 516m (1,693ft). We then continue all the way along the broad Long Mynd ridge on the ancient Port Way. We descend from the ridge at Black Knoll, to cross the River Onny (after a short section of ‘A’ road) and head up through Plowden Woods to Edgton village. From there we catch our coach to return to the House.

11 miles (17.5km) with 1,875 feet (570m) of ascent.

We return by coach to Edgton village to continue our walk through charming Round Oak and onto the expansive top of Hopesay Hill Common. From there, we head east to Craven Arms, passing Stokesay Castle, enroute to the Secret Hills Discovery Centre. Leaving Craven Arms to the NE we pass below Flounders Folly* and onto the wooded, long limestone escarpment of Wenlock Edge. Today we follow this broad edge as far as the Harton Hollow Nature Reserve Car Park. [* If interest, time and weather all allow, then we could loop an additional 1.5km off route, to ascend another 120m on Callow Hill, to the prominent viewpoint of Flounders Folly tower].

11 miles (17.5km) with 1,750 feet (535m) of ascent.

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

Following the ‘Rest Day’ we can again walk out from Long Mynd house, this time down through Rectory Wood into Church Stretton. Our route then takes us over Ragleth Hill, with excellent views of our hotel above Church Stretton and the hills beyond, plus Caer Caradoc behind and Wenlock Edge ahead. We continue onwards past the famous Acton Scott Farm, to ascend back up to Wenlock Edge, a short distance before Harton Hollow. From here, we continue NE through multiple woods, coppices and fields – eventually reaching Wilderhope Manor above Longville in the Dale.

12 miles (19.5km), with 1,875 feet (570m) of ascent.

Today we head SE, before ascending the first of the Clee Hills – Brown Clee Hill. We take in its two summits – firstly Abdon Burf at 540m (1,775ft) Shropshire’s highest point – and then Clee Burf at 510m (1,673ft). The summits have been ‘worked’ from Iron Age times right up to the present day radio masts. Weather permitting; there are extensive 360° views from the toposcope on Abdon Burf – of the Shropshire Hills to the West and the Welsh Hills beyond; over the Severn Valley to the East and the Clent Hills beyond; North to The Wrekin; and South to the Malvern Hills and maybe even the Black Mountains. From Clee Burf, we descend via Lodge Hill for our coach pick up from the Three Horseshoes Inn at Coldgreen, near Wheathill.

12 miles (19km) with 2,000 feet (610m) of ascent.

Returning to Coldgreen we head South, through Bromdon to Callowgate lane, where we ascend to the top of Titterstone Clee Hill at 532m (1,745ft). Again, this is a great vantage point, complete with radar station, from which we should again enjoy far horizons. We descend SE from the summit, passing nearby Farden and Knowbury, to visit Caynham Camp which was the site of an Iron Age Hill Fort. From there we head generally west, to enter Ludlow alongside the River Teme. After a little time to explore Ludlow, our return coach picks us up from the centre of this charming town, nearby to the impressive Ludlow Castle.

11½ miles (18.5km) with 1,575 feet (480m) 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

Add to wishlist Added to wishlist