From Martyr Worthy the waymarked Itchen Way crosses the river twice to loop through Easton. Back on the right bank the path passes through a tunnel under the M3 motorway to Abbots Worthy, before again crossing the Itchen to join the Three Castles Path (St. Swithun's way and King's Way continuing to Winchester on the right bank). Heading south the Itchen Way passes under the A34 before running parallel with the former route of the former Didcot, Newbury and Southampton Railway between the Winnall Moors nature reserve and the Winnall industrial estate. After a short section along roads it enters Winchester at Durngate. The route then passes along the river through the historic centre of Winchester before following the Itchen Navigation, again running parallel with the former railway past the foot of St. Catherine's Hill.
After again passing under the M3 at the foot of Twyford Down, the Navigation and path cross to the west of the river, past Shawford, Otterbourne and Allbrook, Eastleigh and Bishopstoke. A short diversion beyond Bishopstoke gives access to Itchen Valley Country Park. South of the M27 the path crosses the western suburbs of Southampton. The southern end of the path is at the mouth of the river at Weston Point, Woolston.
Between its southern end and the Itchen Toll Bridge the path shares its route with the Solent Way. The northern end joins the Wayfarers Walk. The path also crosses, joins or shares sections of route with a number of long distance paths converging on Winchester, including the South Downs Way, Clarendon Way, King's Way, Pilgrims' Trail, St. Swithun's Way and Three Castles Path. The Monarch's Way crosses at Shawford.
The footpath is waymarked by metal disks attached to wooden posts and these show a yellow arrow on a dark green background and the words The Itchen Way in the yellow arrow. Between these waymarks there are intermediate standard footpath waymarks bearing the Hampshire County Council logo. There is only limited waymarking in the urban area of Winchester and none at all in Southampton which is is the subject of ongoing correspondence between the Eastleigh Ramblers and the Southampton City Council.