Entering Hampshire, the Monarch's Way and Clarendon Way continue to run together over the chalk through Broughton, crossing the River Test at Houghton. East of the Test the Clarendon Way continues east towards King's Somborne, whilst the Monarch's Way joins the Test Way, heading south down the Test Valley along the bed of the former Sprat and Winkle Line past Horsebridge. The two paths re-cross the Test to Mottisfont, heading south to cross the River Dun at Kimbridge, where the Test Way continues south and the Monarch's Way heads east to cross the Test again to the "Bear & Ragged Staff" and climbs to Michelmersh. From here eastwards for many miles the route skirts the northern rim of the Tertiary sediments of the Hampshire Basin, alternating between chalk downs to the north and heaths and woodland to the south. From Braishfield, the route crosses the wet clay of Ampfield Wood, passing through the hamlet of Knapp to the north of Ampfield, before heading for Hursley. The path continues east through the hamlets of Bunstead and Silkstead, passing under the M3 and passing the station at Shawford. Here the path crosses the Itchen Way before crossing the River Itchen to Twyford. West of Twyford the path crosses more chalk downs, now part of the South Downs, to Owslebury, before using short sections of Roman road in places to reach Upham. East of Upham the path heads northward for some miles, before joining the South Downs Way (and briefly the Wayfarers Walk) heading east. At Beacon Hill, the Monarch's Way takes a route north of the hill to Warnford, whilst the South Downs Way splits into alternative routes to Warnford or Exton. After crossing the River Meon and A32 the two routes rejoin further east before climbing Old Winchester Hill. To the east the routes diverge, with the South Downs Way continuing eastwards and the Monarch's Way heading south to the Bat & Ball Inn, Clanfield, then west past Broadhalfpenny Down towards Hambledon, before again striking east to Horndean. After crossing the town and A3(M), the path crosses The Holt to Rowland's Castle, where it passes the station.