Shropshire Hills singles walking holidays, View from Long mynd, Caer Caradoc in the distance

SHR-CSB3

Church Stretton to Bishop's Castle

Difficulty
Moderate
Distance
33.0 miles
Walking
3 Days
Bed & Breakfast
4 Nights
Grade
Classic
From £575 per person
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Itinerary Details

Day 1Arrival Day
  1. AccommodationChurch Stretton
Day 29 miles (14.5 km)

You will be transferred a short distance to the start of your walk which then carries you over the unmistakeable hills of the Lawley, Caer Caradoc and Hope Bowdler on the eastern side of Church Stretton. There are great views over the surrounding area, the town and across to the Long Mynd on the opposite side, where you will walk the following day. The Lawley is arguably one of the best ridge walks in the Shropshire Hills, and combined with the popular Caer Caradoc and the summits on Hope Bowdler Hill, this makes for a great day's walking.

  1. transfer
  2. The Lawley, Caradoc and Hope Bowdler Hill

  3. AccommodationChurch Stretton
Day 312 miles (19.3 km)

The next day's walking is on the Long Mynd, the large and long plateau on the western side of Church Stretton. There are no transfers on this day and is a circular walk starting and ending from the centre of town. The walk takes you gradually up to the summit of the Long Mynd, Pole Bank at 516 metres/1693 feet, via Shooting Box, one of sixteen Bronze Age burial mounds found on the Mynd, before you descend back down a deep valley (hollow) towards Little Stretton and then back to Church Stretton to complete a circular route.

  1. The Long Mynd Walk

  2. AccommodationChurch Stretton
Day 412 miles (19.3 km)

You will be transferred to Bridges in the morning, to walk a section of the Shropshire Way on to Bishop's Castle taking in one of Shropshire's best known hill landmarks, the rugged Stiperstones Ridge along the way. The Stiperstones, a National Nature Reserve, together with Long Mynd make up the largest area of heathland in the Shropshire Hills and attract plenty of wildlife. At the end of your walk you are transferred back to Church Stretton to complete your walking break.

  1. transfer
  2. Bridges to Bishop's Castle via Stiperstones Ridge

  3. transfer
  4. AccommodationChurch Stretton
Day 5Departure Day

    Overnight locations and transfer arrangements may differ slightly from those shown, depending on availability.

    What's Included

    • 4* Guest House with en-suite facilities
    • Walk Pack, including maps and detailed daily descriptions
    • Personal transfer between accommodation and path that form a part of our standard package

    Extras

    Rest days/additional nights: Prices from £70 per person per night.Why not include an extra day, if time allows, enabling you to make the most of your stay to simply relax or visit Ludlow, Shrewsbury or Hereford. All three places are easily reached by a direct, short train journey from Church Stretton. Welshpool and the National Trust Property of Powis Castle is a drive away.

    Upgrade options: Speak to our team to discuss upgrade options for this itinerary.

    Walk Pack postage: Europe - to first night’s accommodation, Rest of World - £30 supplement, (UK is included in price).

    Extra Walk Packs: can be requested, please see here for full details and supplements.

    Bank Holidays and short notice bookings may incur extra charges.

    Pricing

    Jan 1, 2026Dec 31, 2026

    £575

    Per Person (Based on 2 people sharing)

    £827 Solo Traveller

    £747 Single Occupancy

    £75 Rest Days (Per person per day)