High viaduct over the River Esk valley, built to carry the line from Scarborough towards Saltburn and Middlesbrough.

Because of its location at the mouth of the steep and narrow Esk Valley, Whitby's first railway was along the river to Grosmont and Pickering, construction staring in 1835. A railway was eventually built northward along the coast towards Saltburn in 1883, branching off the old line just up river from Whitby Town station, then climbing steeply up to Whitby West cliff station. Two years later, a line from Scarborough approached from the south and joined the northward line at Prospect Hill Junction. A shuttle service was run between West Cliff and Whitby Town.

At the crossing of the river Esk in its deep valley it was necessary to build a long and high viaduct. 279 m (915 ft) long and 36 m (120 ft) above the river Esk, it is a dramatic sight, built in red brick. A Grade II Listed Building, it is now a cycle track, following the closure of the railway in 1965. Whitby has reverted to its 1835 connection.

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