4 Night Shropshire Hills Guided Walking Holiday

There's something enchanting about the Shropshire Hills, the so-called 'Little Switzerland' covering almost a quarter of the county. Every footstep on this guided walking holiday rewards with stunning views; think ruined castles folded into hillsides, rare wildlife roaming the upland heaths, and a selection of postcard-worthy market towns and villages perched on the River Severn.
What you’ll love
- Discovering the immense beauty of the Shropshire Hills on foot
- Visiting picturesque market towns and villages
- Learning more about this Area of Outstanding Natural Beauty
- Making the most of the V-shaped valleys and countryside
- Spending time with like-minded people in the great outdoors
- Staying at Longmynd House in Church Stretton
What’s included
- Comfortable en-suite accommodation in our country house
- Cream tea on arrival day
- Cooked or continental breakfast every morning
- Daily packed lunches
- Three-course evening meals, plus tea & coffee
- Guided walking with experienced HF Holidays Leaders
- Choice of up to three different-grade daily walks
- All transport to and from walks where necessary
- Easy-to-follow routes, maps, and information in our Discovery Point if you want to explore independently
Trip Notes
Easy to download as a PDF, our trip notes provide detailed information for every holiday. Please click below to find the trip notes for your departure date.
Gallery
All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take alternative routes or adapt the running order for weather and/or operational reasons.
See Dates, Prices & Trip Note tab to check which itinerary is running
You're welcome to check in from 4pm onwards. Enjoy a complimentary cream tea on arrival.
Option 1 - Hope Bowdler & Helmeth Wood
Distance: 6½ miles (10.5km)
Ascent: 1,300 feet (400m)
In summary: Starting from Longmynd House, we walk through the wooded lower slopes of Hazler Hill before a moderately steep ascent to the Gaer Stone and Hope Bowdler Hill. Heading down to the valley between Hope Bowdler and Caer Caradoc we make our way back along the old Cwms Lane, through Helmeth Wood and Church Stretton.
Highlight: Stunning views in all directions from the summit of Hope Bowdler Hill.
Option 2 - Ragleth Hill & Chelmick
Distance: 7½ miles (12km)
Ascent: 1,150 feet (360m)
In summary: Starting with a visit to the pretty village of Little Stretton, we tackle a sharp ascent to the summit of Ragleth Hill, where we are rewarded with stunning 360 degree views. Following the grassy ridge to its northern end, we head down to Chelmick Valley and the village of Hope Bowdler before returning to Longmynd House via the lower slopes of Hope Bowdler Hill and Helmeth Hill.
Highlight: Panoramic 360 degree views from Ragleth Hill (which can be seen clearly from the dining room at Longmynd House) across Shropshire and beyond.
Option 3 - Ragleth Hill, Chelmick and Hope Bowdler Hill
Distance: 9½ miles (15.5km)
Ascent: 1,750 feet (540m)
In summary: Walking through the pretty village of Little Stretton we cross the valley to make a sharp ascent to the summit of Ragleth Hill. We follow its grassy ridge northwards before descending to Chelmick valley and the village of Hope Bowdler. We then ascend steadily across Hope Bowdler Hill to reach Willstone Hill and the famous Battle Stones from where we return to Longmynd House via the Gaer Stone and lower slopes of Helmeth Hill.
Highlight: The much photographed natural rocky outcrops of the Battles Stones and the Gaer Stone.
Option 1 - Beneath the Stiperstones
Distance: 7 miles (11km)
Ascent: 850 feet (260m)
In summary: We start our walk at the foot of Corndon Hill, with a visit to the Mitchell’s Fold Bronze Age Stone Circle. Our route takes us along the border between England and Wales before heading east to reach The Bog. We traverse the lower slopes of the distinctive quartzite Stiperstones ridge before descending to the village of Stiperstones.
Highlight: Mitchell’s Fold Bronze Age Stone Circle set in dramatic moorland.
Option 2 - The Stiperstones Ridge
Distance: 9 miles (14.5km)
Ascent: 1,300 feet (400m)
In summary: Our route starts with a visit to Mitchell’s Fold Bronze Age Stone Circle. From there we follow paths and tracks eastwards crossing Mucklewick Hill and passing by Nipstone Rock to reach the Stiperstones ridge. We traverse the rugged quartzite ridge and its iconic outcrops before descending steeply to the village of Stiperstones.
Highlight: The rocky and spectacular landscape of the Stiperstones ridge.
Option 3 - Stapeley Hill & the Stiperstones
Distance: 10½ miles (17km)
Ascent: 1,500 feet (460m)
In summary: A longer route, taking in Mitchell’s Fold Bronze Age Stone Circle before crossing Stapeley Hill, Mucklewick Hill and passing by Nipstone rock to reach the geologically significant Stiperstones ridge. We also traverse the rugged quartzite ridge and its iconic outcrops before descending steeply to the village of Stiperstones.
Highlight: The Stiperstones summit epitomises the jagged beauty of the ridge.
Option 1 - Townbrook & Cardingmill Valley
Distance: 6½ miles (10.5km)
Ascent: 1,300 feet (400m)
In summary: Leaving Longmynd House we make our way through Rectory Woods and up the beautiful Townbrook Valley to reach the Long Mynd plateau and its highest point at Pole Bank. We then make our way north along the historic Port Way before descending into the scenic Carding Mill Valley and back to Longmynd House.
Highlight: Panoramic views from Pole Bank across Shropshire, mid Wales and beyond.
Option 2 - Along the Long Mynd
Distance: 8½ miles (13.5km)
Ascent: 1,450 feet (440m)
In summary: Head to the top of the Long Mynd via Townbrook Valley. We then head south along the ridge to Minton Hill, before returning to our country house via the village of Little Stretton.
Highlight: The beautiful Townbrook Valley and Long Mynd plateau with its 360 degree panoramic views.
Option 3 - Callow Hill, Pole Bank & Adstone Hill
Distance: 12 miles (19km)
Ascent: 2,450 feet (740m)
In summary: Our walks heads out towards Little Stretton before ascending Long Mynd via Callow Hill to reach its highest point at Pole Bank. We then descend the western slopes to Adstone Hill before returning over the Long Mynd and down Townbrook Valley to Church Stretton.
Highlight: The ascent via Callow Hill to Pole Bank is less frequented and gives extensive far reaching views.
Enjoy a leisurely breakfast before making your way home.
See Dates, Prices & Trip Note tab to check which itinerary is running
You're welcome to check in from 4pm onwards. Enjoy a complimentary cream tea on arrival.
Option 1 - Townbrook and Cardingmill Valley
Distance: 6½ miles (10.5km)
Ascent: 1,300 feet (400m)
In summary: Leaving Longmynd House we make our way through Rectory Woods and up the beautiful Townbrook Valley to reach the Long Mynd plateau and its highest point at Pole Bank. We then make our way north along the historic Port Way before descending into the scenic Carding Mill Valley and back to Longmynd House.
Highlight: Relax at the National Trust café in the Carding Mill Valley and enjoy the views of this local beauty spot.
Option 2 - Along the Long Mynd
Distance: 8½ miles (13.5km)
Ascent: 1,450 feet (440m)
In summary: Head to the top of the Long Mynd via Townbrook Valley. We then head south along the ridge to Minton Hill, before returning to our country house via the village of Little Stretton.
Highlight: The beautiful Townbrook Valley and Long Mynd plateau with its 360 degree panoramic views.
Option 3 - Callow Hill, Pole Bank & Adstone Hill
Distance: 12 miles (19km)
Ascent: 2,450 feet (740m)
In summary: Our walks heads out towards Little Stretton before ascending Long Mynd via Callow Hill to reach its highest point at Pole Bank. We then descend the western slopes to Adstone Hill before returning over the Long Mynd and down Townbrook Valley to Church Stretton.
Highlight: The ascent via Callow Hill to Pole Bank is less frequented and gives extensive far reaching views.
Option 1 - Around the Wrekin to Ironbridge
Distance: 7 miles (11km)
Ascent: 800 feet (240m)
In summary: Our walk takes us around the lower slopes of the iconic Wrekin, along tracks through the ancient Royal Hunting Forest, and through beautiful countryside, to the UNESCO World Heritage Site of The Ironbridge Gorge.
Highlight: The quirky shops, pubs and cafes, not forgetting the antique centre in a world-famous Teddy Bear Factory, in the beautiful riverside town of Ironbridge.
Option 2 - Over the Wrekin to Ironbridge
Distance: 8½ miles (13.5km)
Ascent: 1,400 feet (420m)
In summary: We start our walk by heading to the summit of The Wrekin, viewing the remains of the Iron Age Fort before heading to Ironbridge via the lovely village of Little Wenlock.
Highlight: Seeing the very iron works where the industrial revolution began in the 18th Century, changing the world forever.
Option 3 - The Ercall to Ironbridge
Distance: 10½ miles (17km)
Ascent: 2,100 feet (640m)
In summary: Starting with The Wrekin's little sister, The Ercall, we then tackle in The Wrekin itself. Our route then follows the famous Shropshire Way and Rope Walk through the Shropshire Countryside to finish our day in Ironbridge.
Highlight: The Ercall and The Wrekin, from where it is said that you can see 20 ancient counties.
Option 1 - Around Ludlow
Distance: 5½ miles (8.5km)
Ascent: 800 feet (240m)
In summary: From Bromfield our route takes us through Oakly Park to the ancient Mortimer Forest. We then descend towards Ludlow and follow the historic Bread Walk alongside the River Teme before exploring this historic town.
Highlight: Ludlow, a historic market town described by John Betjeman as ‘probably the loveliest town in England’.
Option 2 - Mortimer Forest
Distance: 6½ miles (10.5km)
Ascent: 900 feet (280m)
In summary: Leaving from Bromfield we pass through Oakly Park to reach the ancient Mortimer Forest. We then head further into the forest before descending along the secluded Mary Knoll Valley to enter Ludlow via the Ludford Bridge.
Highlight: Ludlow is one of England's finest market towns with its array of black and white timbered buildings, overlooked by an impressive castle.
Option 3 - Mortimer Forest & Ludlow
Distance: 10 miles (16.5km)
Ascent: 1650 feet (500m)
In summary: Our route follows field paths through rolling countryside before ascending to the Mortimer Forest and its highest point, High Vinnals. Continuing through the forest we descend towards the River Teme. Following the Bread Walk along the riverside, we enter the town via Dinham Bridge.
Highlight: Enjoy fine views and Ludlow and its castle.
Enjoy a leisurely breakfast before making your way home.
Longmynd House
For rural calm in the Shropshire Hills Area of Outstanding Natural Beauty, the location of this characterful country house is hard to top. Set in a wooded hillside just a short stroll from the market town of Church Stretton (nicknamed Little Switzerland for its picturesque landscape), you’ll be within walking or driving distance of the Stiperstones, Caer Caradoc, Ironbridge Valley of Invention, and the historic towns of Ludlow and Shrewsbury. And then, of course, there’s the Long Mynd itself – an area of registered common land that has been cared for by a group of farmers (the self-named commoners) who have grazed sheep and ponies here for generations.
Rooms
Designed with your comfort in mind, Longmynd House has 51 well-appointed guest rooms available in two categories: Classic and Premium.
Classic Rooms are comfortable en-suite guest rooms, ideal for a peaceful night's sleep. Amenities include free Wi-Fi, tea and coffee-making facilities, toiletries (hand wash, shampoo, and shower gel), and a TV.
Premium Rooms are more spacious en-suite guest rooms. Amenities include free Wi-Fi, tea and coffee-making facilities, toiletries (hand wash, shampoo, body lotion, shower gel), and a 32-inch TV. Extras include bathrobes, slippers, and comfortable mattresses.
We love: Room 16 for its four-poster bed, separate seating area, and lovely views. Room 44 has a small balcony and outdoor eating area overlooking the heather-clad rise on the far side of the valley. For more privacy, the lodges have their own terrace.
The Choose Your Room service is available at our UK country houses, allowing you the option of choosing and confirming a specific room for an extra charge of £30 per room. This is subject to availability. Upgrade supplements apply.
Check in & check out
You are welcome to check in from 4:00pm at the earliest. On arrival, you’ll enjoy a complimentary cream tea and get to meet your fellow guests, our HF Holidays Leaders, and the rest of the friendly team.
On the day of departure, we kindly ask all guests to check out by 10:00am. You’ll be asked to settle your bill prior to leaving. You may, of course, make a charitable donation to our HF Holidays Pathways Fund if you wish. Please note that we only accept card payments.
Room supplements
Premium single | Premium double/twin | Choose your room |
£20 pppn | £20 pppn | £30 per room |
About your stay
A warm welcome
We want you to feel comfortable from the moment you arrive. You’ll find a welcome pack in your room with guest registration forms, menus, order forms for dinners and picnic lunches, the Wi-Fi password, and the front door code. Our houses are locked at night, so we recommend noting the Duty Manager’s number on arrival in case of an emergency (or getting locked out).
Evening entertainment
While evening entertainment varies from house to house, the HF Holidays Big Pub Quiz held after dinner on Wednesdays is a weekly staple. Your HF Holidays Leader may be around for tips on guided and self-guided walking routes as well as visit-worthy local attractions.
Walks talks
Our HF Holidays Leaders host guided walking information briefings before dinner on arrival days. This is followed by a group Walks Talk for information on the following day’s walking delights (held before dinner every evening). Self-guided walking guests are, of course, welcome.
The walking day
Prior to setting off on walks, your HF Holidays Leader will run you through a short safety briefing. There’s also an up-to-date weather forecast on display at the house to ensure you have appropriate clothing and footwear. If you choose to do your own walks or are on a self-guided walking holiday, we ask that you please complete an Independent Walker Card each day. These can be found near the Discovery Point in the house.
Food & drink
Led by experienced chefs, we serve a wide range of dishes made with fresh and seasonal ingredients. We always aim to source the best produce available and use home-grown herbs and vegetables from our own gardens whenever possible. Additionally, we have a licensed bar with beers, soft drinks, and a superb selection of spirits. Full-board comes as standard and includes a cream tea on arrival and a hearty breakfast on departure day.
HF Holidays understands the importance of managing allergens effectively to ensure food is safe for guests with food allergies. Whilst we are always able to confidently inform guests which allergens are present in our ingredients and dishes, we are unable to guarantee absolute freedom from the 14 main allergens in our kitchens. Vegetarian and vegan menu choices are available. If you have allergies, food intolerances, or any special dietary requirements, please inform our reservation team at the time of booking.
Accessibility
For accessibility and assistance information, please contact our expert team on 020 3974 8865 or view the accessibility information online for Longmynd House

Getting to Longmynd House
Find out more about this location including travel details and room types.
More InformationEssential information
The UK has a famously unpredictable climate so it's best to be prepared for weather that’s sunny one minute and raining the next. To make it easier, here’s a list of items you should consider packing.
Essentials
- Suitable footwear such as waterproof walking boots that provide ankle support and good grip
- Waterproof and windproof jacket, preferably insulated
- Comfortable clothing (jeans & waterproof capes are not suitable)
- Waterproof overtrousers
- Gloves and a warm hat (or sunhat)
- Rucksack
- Water bottle (at least 1 litre capacity)
- A small torch
- Sunscreen
- Mobile phone and portable charger
- Watch
- UV sunglasses
Recommended
- Several base layers (long-sleeve or short-sleeve)
- Cushioned walking socks to avoid blisters
- First aid kit, including plasters and insect repellent
- Sit mat
- Spare pair of socks
- Energy snacks
- Waterproof pouch for valuables
- Rubbish bag (remember to always leave no trace)
- Wallet/purse
Optional extras
- Walking poles, useful for descents
- Flask for hot drinks
- Durable lunch box
- Gaiters
- Blister kit
- Waterproof rucksack liner
- Head torch
- GPS device
Longmynd House Calendar
- Guided Walking
- Self-Guided Walking
- Special Interests
- Unavailable to Book
Guest reviews
All holidays are subject to availability. Supplements may apply.
Non-member fee: £30 per person.
All our carefully-curated itineraries are designed by our experts. While we make every effort to adhere to the described itinerary, we may take an alternative route, or vary the running order for weather and/or operational reasons.
Holiday prices
Date (Start - End) | Itinerary | Double / Twin Room | Single Room | Notes / Offers | Trip Notes | Book | ||
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2023 | ||||||||
04 Dec - 08 Dec 2023 4 nights |
Version 2
Single Call to Enquire
Double from £535 pp |
from £535 pp |
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2024 | ||||||||
11 Mar - 15 Mar 2024 4 nights |
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Double from £559 £534 pp |
from £559 £534 pp |
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18 Mar - 22 Mar 2024 4 nights |
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01 Apr - 05 Apr 2024 4 nights |
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15 Apr - 19 Apr 2024 4 nights |
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22 Apr - 26 Apr 2024 4 nights |
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20 May - 24 May 2024 4 nights |
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27 May - 31 May 2024 4 nights |
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10 Jun - 14 Jun 2024 4 nights |
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17 Jun - 21 Jun 2024 4 nights |
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01 Jul - 05 Jul 2024 4 nights |
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29 Jul - 02 Aug 2024 4 nights |
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12 Aug - 16 Aug 2024 4 nights |
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02 Sep - 06 Sep 2024 4 nights |
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16 Sep - 20 Sep 2024 4 nights |
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30 Sep - 04 Oct 2024 4 nights |
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14 Oct - 18 Oct 2024 4 nights |
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04 Nov - 08 Nov 2024 4 nights |
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25 Nov - 29 Nov 2024 4 nights |
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09 Dec - 13 Dec 2024 4 nights |
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4 nights
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