I’ve done a very pleasant Kendal to Windermere ride several times with the family, nothing too technical, some mud in places. Stunning South Lakeland scenery and not at all busy. Return on the train.
You’ll need an OS map. Out from Kendal on the Underbarrow Road to take Gamblesmire Lane at Bank Head. Take that to Cold Harbour and various bridleways leading north of Tranthwaite, south of Lindreth Brow. Care – a false track leads up the field at 34704933, keep your level left across the field at that point. Keep going west past Beck Side to the road. North on this to pick up trails leading south of Crook Hall, then north on a lane to Milldam and further north to join the B5284 Hawkshead road. Head west along there for a couple of Km to pick up the track from Cleabarrow, which eventually spits you out in a housing estate near the station in Windermere.