Short answer: Chagford's advantage in rain is that everything is on one small square, so you can move between pubs and cafés without getting soaked. Castle Drogo's house is indoors, and Becky Falls is better wet than dry.
This is the practical point. Chagford is built around a medieval square with the pubs, cafés and shops all on it, so a wet day here means short dashes rather than a long walk in the rain.
Castle Drogo, ten minutes away, has an interior to walk round as well as gardens — the last castle built in England, a Lutyens design finished in 1930. Check winter opening, and note the lanes in are narrow.
Becky Falls is a waterfall, and waterfalls improve when it rains. Three trail options through ancient woodland, plus animal talks under cover. Canonteign Falls, a little further, is the same idea.
Trees give more shelter than people expect — the woodland walks below the moor are far more comfortable in rain than the open tops.
Wistman's Wood and the high moor. Extraordinary in mist, genuinely serious in bad weather, with no shelter and fast-changing conditions.
Dog friendly and very quiet, though it is an outdoor garden. Closed Tuesdays and Wednesdays — check before driving out.
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