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As discussed by Legolas II Greenleaf at the Council of Elrond, Gollum had escaped from Thranduil's dungeons as there was a surprise attack on Mirkwood by the forces of Dol Guldur. This battle took place roughly around the same time as Mordor's first assault on Osgiliath shortly before the War of the Ring.

Attack on the Woodland Realm



Date
Sometime around June T.A. 3018
Good Factions
Evil Factions
Good Characters
Evil Characters
Good Numbers
No information
Evil Numbers
No information
Victory
Good but Gollum escaped.
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