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In my orienteering days a favourite meeting place for Leicestershire Orienteering Club was The Man Within Compass in Whitwick. It didn't just have an appropriate name for orienteers, it backed onto one of the club's best orienteering areas, Grace Dieu and Cademan Woods.
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The Navigation, Buxworth.
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Blacksmiths Arms at Broughton Mills.
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I do like The Hermit too in Burley Woodhead, Ilkley. A great finishing spot for The Ilkley Skyline challenge.
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Both pubs in Appletreewick are great; markedly different but both great
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Hare & Hounds, Wadsworth (above Hebden Bridge)
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The Royal, Tockholes. But I may be biased...