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The ancient market town and royal borough of Appleby is right in the heart of the Eden Valley and serves as the focal point for all of the surrounding villages and hamlets. There’s a good selection of traditional shops, while the riverside is perfect for a stroll or a picnic – there’s also an indoor swimming pool if you want something a little more energetic. The biggest event on the calendar is the annual horse fair that takes place in June.
Outside of town, the North Pennines lie directly east, with Cross Fell (893m) the tallest point and the distinctive conical peaks of Knock, Dufton and Murton pikes jutting up from the edge – the whole area is designated an Area of Outstanding Natural Beauty.
The valley floor is occupied by the Eden River and its tributaries. The Romans marched through this valley between Carlisle and Brough: traces of one of the finest settlements in the northwest are at Ewe Close, made up of a series of hut circles and enclosure walls.
Older still is the double-ringed Oddendale Stone Circle and other prehistoric cairns on the limestone plateau to the south-west of Crosby Ravensworth, where you can also see evidence of Iron Age settlements.
During the 9th century, Viking settlers drawn to the rich grazing lands around the river founded the first settlements of Temple Sowerby, Bolton, Appleby, Great Ormside and Sandford. In the 11th century the Normans built the first castle on a high vantage point overlooking a river crossing at Appleby. The castle passed into the hands of the Clifford family in the 13th century, and they held it for the next 400 years: its most famous member was Lady Anne Clifford, who fought a 40-year battle to inherit her father’s estate, finally doing so in 1643. She devoted the rest of her life to restoring her family’s five castles – including the one at Appleby. Thanks to her, the castle is still open for tours, weddings, functions and conferences.

Photo: Appleby Castle
Appleby was the county town of Westmorland until 1974, when the boundary lines were redrawn and the ancient counties of Cumberland and Westmorland disappeared to be replaced by Cumbria (which also includes bits of Lancashire). Its former high status is still in evidence in the elegant uphill sweep of its tree-lined main street (Boroughgate) from the Norman church of St Lawrence at the bottom to the defensive Norman castle at the top.
Appleby developed early as a market town to sell produce from the surrounding rural area. The strong tradition of milk, butter and cheese production led to the establishment of the Appleby Express Creamery in 1931. The bull tethering ring, which can still be seen between Low Cross and the Moot Hall, was last used in 1812. Further along, the old County Gaol incarcerated prisoners for various misdeeds. Prisoners were made to work for their keep by grinding malt for the brewery and pumping water. A treadmill was uncovered here by Channel 4's Time Team in 2003. Gallows Hill (now known as Fair Hill) was the site for public hangings, the last being in 1829. And finally, you might notice some narrow alleys off some of the main streets – these were known as ‘wiends’ and could be sealed off to protect the townspeople in case of attack.
Orton - The village of Orton stretches languidly in all directions but never loses sight of its focal centre, where several roads and footpaths converge. Here on the second Saturday of every month is one of the best farmers' market in northwest England with a huge array of local produce, complemented by a fine artisan chocolate factory and a traditional village shop.
Kirkby Stephen - Kirkby Stephen, an ancient market town at the head of the Eden Valley, possesses an air of historical intrigue. A fine church and busy market square lie at its heart. Narrow, twisting passageways await exploration and underground passages once provided refuge during Scottish raids and to smuggle in beer to the ale-houses to avoid paying taxes.
This colourful spectacle has its origins circa 1685 when James II granted the town a second market charter to hold a fair ‘for the sale of all manners of goods, cattle, horses, mares and geldings’. Held in early June every year at Fair Hill, the event is a major cultural gathering for travelling people and attracts huge numbers who come to witness horse sales and the tradition of washing horses in the river.
The parish church of Appleby was founded shortly after the castle. Although badly damaged by the Scots in 1388, the church was rebuilt by Lady Anne Clifford in the mid-17th century. When she died in 1676 her coffin was laid in a vault near to a handsome monument to the Clifford family lineage. Adjacent is a magnificent marble memorial to her mother Margaret, Countess of Cumberland.
Midway up Boroughgate is a picturesque courtyard of almshouses built by Lady Anne Clifford in 1651 to house poor Appleby widows. Although the houses are still occupied, the courtyard and chapel may be visited during the day.
Ten carved stone sculptures (which also function as seats) that can be found along the length of the River Eden from Mallerstang to Rockcliffe. The sculputures were commissioned to commemorate the 2000 millennium.
Although the present building dates from 1838, it is thought there has been a mill here since the 13th century, probably supplying ground corn to the castle.
A horticultural haven that contains the largest collection of culinary and medicinal plants in the north of England and a traditional orchard with many regional varieties of apple, pear and damson trees.
Eden Valley The most peaceful haven of pastoral calm

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20 St Lukes Rd, Kirkby Stephen
Set your own pace on the Coast to Coast. Choose how many rest days you need and how far you’d like to walk each day. Opt for one of our self-guided tours or customise your trip with bespoke options. With flexible start dates throughout the season,…
Penrith
A tranquil haven with an almost-forgotten industrial past. Walled garden with outstanding medicinal and culinary herb collection and orchards, woodland walks to a restored watermill.
Winton, Kirkby Stephen
Kick The Dust Up is a four-day country music festival taking place at Gillcumber Glamping, Cumbria, from Friday 11th to Monday 14th June 2027. Enjoy live country music, camping, glamping, festival entertainment and a weekend of good times, great…
Kirkby Stephen
Smardale is a gem of a nature reserve away from the hustle and bustle of the Lake District. Dogs on leads are welcome. Native cattle graze here.
Penrith
We are delighted to announce that we are now offering Cycle Hire from the beautiful surroundings of Lowther Castle. The venture coincides with the launch on the Lowther Estate of a network of dedicated cycling and walking trails. This will enable…
20 St Lukes Rd, Kirkby Stephen
Ride the legendary Coast to Coast cycling route, a 280km+ journey from St Bees to Robin Hood’s Bay, through some of the UK’s most stunning landscapes. With customizable itineraries, you choose your pace—whether a fast-paced 3-day challenge or a…
Penrith
Circle is 37' across, seven stones and the retaining kerb of a destroyed cairn. Nineteenth-century excavations produced a cremation.
Penrith
A 10k road race for all abilities, on quiet country lanes, with start & finish within the beautiful grounds of Acorn Bank National Trust property in the Eden Valley
Kirkby Stephen
Boutique French-inspired self-catering cottage in Kirkby Stephen, Eden Valley. Two bedrooms, private courtyard, pet free. Perfect base for the Lake District, Yorkshire Dales & Coast to Coast.
20 St Lukes Rd, Kirkby Stephen
Expertly Crafted Running Holidays – As specialists in the Alfred Wainwright Coast to Coast, we use our expertise to create seamless running itineraries.
Appleby-in-Westmorland
Nestling at the foot of the Pennines and enjoying uninterrupted views of the Lakeland fells, our comfortable cottages offer a high standard of accommodation and are open all year-round.
Penrith
Open our doors and embark on a journey into the world of craft distilling by booking on to one of our gin making workshops with us. A warm Cumbrian welcome awaits as we embark on your distilling adventure.
Penrith
Morland church has the only Anglo Saxon tower in Cumbria which is a remarkable survival and outstanding example of its type.
The top storey of the tower was added in the 17th century but the massive Saxon structure retains its original masonry,…
Boroughgate, Appleby
Heritage open weekend with free entry to venues and activities 19th and 20th Sept in Appleby in Westmorland
Kirkby Stephen
The Haystore is one of three luxurious cottages at The Green Cumbria. Super stylish barn conversion, idyllic rural location, dogs welcome, enclosed garden, wood-burner, pubs nearby and great walks from the door.
Nr Kirkby Stephen
Contemporary informal dining in the friendliest surroundings
APPLEBY-IN-WESTMORLAND
St Lawrence's church is a grade I listed building, of late 12th century foundation, rebuilt late 13th after a raid by the Scots, restored 16th by Lady Anne Clifford, followed by two rounds of 19th century internal remodelling.
Penrith
One mile east of Orton is the ancient Gamelands stone circle. One of the largest in Cumbria, all of its stones have fallen over so none are higher than one yard but they are 100 yards in circumference.
Kirkby Stephen
Kirkby Stephen Hostel is located in the centre of the town, making it ideal for a stop over on the Westmorland and Furness Way.
Cumbria
The only ride in this guide with some traffic-free sections, including the shared use dismantled railway route over two viaducts, once part of the coke carrying Stainmore Railway (more details from www.nvt.org.uk).
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