Correctly it is Stepping Cross, probably from the Old English Steapinga and may mean (cross of) the people of Steapa. It may simply mean crossroads, and would have originally have stood on open moorland. It was mentioned in Peter de Hoton's grant of 1150 to the Priory of Arden. All the territory of Erdene and Snyleswath with site of Erdene from Stepping Crosse to Wyststayndale and hence to Hambledon. The only remaining part of the cross is a 1½ft wheelhead which was found lying against a stone wall running east-west along the dike ending in Stony Gill, to the south east of Arden Hall. A 2ft high stone next to it is the first of a line of boundary stones with the initials C.T. 1700 (Charles Tancred Esq. Lord of the Manor of Arden Hall). Red Gate runs from Steeple Cross to Gallow Howe. The cross is named in 1246 in a fine between Henry,Abbot of Byland, and Nicholas de Bolteby, which mentions "The King's Road that leads by the Spina de Kereby to Stepicros". The King's Road being the Hambleton Street referred to as a 'Regalis Via' in the document in the Rievaulx Chartulary. This track was used long before the Romans set foot in Britain and is one of the oldest roads in England.

A waymarker or erected by the faithful. 

It stands where the old Whitby road crosses the boundary of the Whitby Stand. The Danish administrative unit below the Ridings was the Wapentake. Langbaurgh Wapentake, named after Long Hill, or Langberg, near Great Ayton, extended from Yarm to the west to the rim of the Moors above Whitby, at the prominent tumulus of Swart Howe, 'The Black Howe'. A little to the south of the Howe are two Boundary stones marking the site of Swarthowe Cross, said by one of the early historians to have had a richly ormented Saxon shaft. Carved on the present shaft are the dates of boundary ridings of the 18th century and later - 1752, 1774, 1799, 1821, 1841 and 1853. On the North face is inscribed Egton Road and on the East face a finely carved A (for Aislaby). 

There was a large boulder with a deeply cut cross on it. This was moved from its original site, when road improvements were made, to the western end of Ampleforth High Street near the junction with the main Thirsk to Helmsley road. It is mentioned in a 1642 survey. It could be a waymarker or perhaps a wayside cross erected by the faithful. Tom Smith was said to be a highwayman who was gibbeted here.

This is a perfect wheel about 1ft thick and 2ft in diameter. It is a boundary marker on Stockdale Moor, probably replacing an earlier cross.

The erection of a cross was suggested by a villager, Frank Garforth, to mark the Millennium. The stone was from the head of Danby dale and was carved by Bob. Weatherill, a Danby stonemason. It was modelled on Old Ralph's Cross and was dedicated in July, 1998. The original cross at Westerdale was situated at the crossroads at 667058. It was destroyed many years ago by an angry farmer whose cart had been damaged when the cart bumped against the cross, albeit through the fault of the servant driving the cart.

Gent's History of Hull, 1735, includes a crude sketch of the parish church of Whitby with the churchyard cross in position. It is on the site of the Abbey cemetery and consists of a round basement of steps with an octagonal pillar and a perforated quatrefoil within a circle on top. The whole is 20ft tall. It is generally believed that before the dissolution of the monasteries, the open space between the churchyard and the Abbey was the only market space and that the cross was where the markets and fairs were held. That cross was in all probability within the Abbey cemetery and would serve a different purpose to the present one. It was not uncommon during the reign of popery for markets to be held in churchyards, even on the Lord's Day. It seems highly unlikely, however, that the monks would have degraded themselves as to admit markets into the cemetery of their Abbey.

Overlooking the village of Lastingham. It commemorates the Diamond Jubilee of Queen Victoria. An adjacent seat was erected at the coronation of Queen Elizabeth 2nd.

This lies at the junction of the Danby, Westerdale, and Rosedale parishes, on the now disused pannier trod. The head of the cross is a small wheelhead set in a very large stone base. The wheelhead could be early Norman and is one of only two known on the North York Moors. It is a Downe Estate marker and is painted white as are all of the others in Commondale, though it is also suggested that it is to show the grouse which side of the boundary they belong. Betty possibly takes her name from one of the Cistercian Nuns, Sister Elizabeth, from Rosedale Priory. The nuns were referred to as the white ladies, because of their gowns of undyed wool. There is also a tale that Fat Betty was a woman from Castleton who fell from the back of her husband's horse and cart, as he was driving home one foggy night. On arriving home and finding her missing, the husband had retraced his route, but all he could find was a large block of stone!

The medieval base and 3ft 6in of the shaft are sited on the Cleveland Dyke (a furrow crossing the Moors where it has been quarried out for road metal etc.). It is 200yds from where the Pannierman's Road from Sil Howe to Hackness is crossed by the Whitby Old Road. The name is modern, there being no mention of it in the old records. It was possibly a resting place for travellers journeying between Whitby and York, having crossed the most exhausting part of their route.

The cross dates back to 1200 and the records of 1550 show it was of wood. The present cross is probably of the 18th century and is said to have been erected in memory of a poor traveller who died from exhaustion and penniless. He was found by a Danby farmer, whose name was Ralph, and he decided to erect a cross where the body was found. In 1974 Young Ralph was adopted as the emblem of the North York Moors National Park. The cross collapsed, in 1961, under the weight of someone climbing it in search of coins. It was repaired by drilling a hole through the shaft stones and inserting an steel rod. Twice it has been deliberately vandalised, in 1984 and 1990, a vehicle being used with a tow rope to pull it down. It has now been sited back from the road so hopefully it is now safe from such attacks.