The W2W was launched on 1 June 2005 as a cross-country cycle route from Walney Island in Cumbria to Sunderland on the River Wear . In 2007 a southern branch from Barnard Castle to Whitby was added.[2] This southern branch was originally classified as regional route 52, it was upgraded to National Cycle Network Route 165 in 2012.[3] The Walney to Whitby route is 179 miles (288 km).[4]
The western trailhead is in Barnard Castle at a junction with Route 70. The route descends off the Durham Dales along the lower Tees Valley for 20 miles (32 km) to Croft-on-Tees near Darlington. Continuing on flat roads for 27 miles (43 km) until it reaches the North York Moors at Great Ayton. Following the Eskdale for the final 27 miles (43 km) the route crosses the River Esk four times before reaching its eastern trailhead at a junction with Route 1 on the outskirts of Whitby. This section includes several steep climbs and descents, some of them are on off-road tracks.[5]