Caramel Cottage sits where the Yorkshire coast meets the Wolds, so there is a walk from the door for every pace: gentle meadow strolls, wide beach walks, and proper cliff-top coast paths on the Cleveland Way and the Yorkshire Wolds Way. Here are the best, from short to long.

Filey Brigg is a dramatic rocky headland and the eastern end of both the Cleveland Way (which runs about 109 miles from Helmsley) and the Yorkshire Wolds Way. Walk out through Glen Gardens and along the cliff top for big North Sea views and excellent seabird watching. Keep dogs on the lead near the edge.
For a change from the coast, the Yorkshire Wolds Way heads inland from Filey Brigg through quiet, rolling farmland. A circular walk linking Hunmanby and Muston (about 7.8 miles) is a lovely half-day through classic Wolds scenery. Bring a map: OS Explorer 301 covers all of these.

From The Bay you can walk the meadows behind the resort, drop down to Hunmanby Gap beach, or head to Filey Brigg for cliff-top coast paths. Longer routes follow the Cleveland Way and the Yorkshire Wolds Way, which both meet the sea at Filey Brigg.
It is the eastern end. The Cleveland Way National Trail runs about 109 miles from Helmsley to Filey Brigg, so the Brigg is where the trail finishes at the coast. The Yorkshire Wolds Way also ends here.
The cliff-top path from Filey Brigg north to Cayton Bay is roughly 6 to 7 miles one way, with the option to return by bus or train.
Yes, almost all of them. Keep dogs on the lead near the cliff edges at Filey Brigg and around livestock on the Wolds paths. Hunmanby Gap beach is dog-friendly all year.
Base your walking break at Caramel Cottage on The Bay, Filey. See the cottage and check availability → Walking with a dog? See our dog-friendly guide →