What happened on November 1st in Middle-earth?
Smaug destroys the entrance to the tunnel and then returns to his lair. Bilbo goes to check on him and has a long conversation where he notices a weak spot in Smaug's armour. Smaug flies to Lake-town and destroys it. The thrush overhears Bilbo telling the dwarves of Smaug's weak spot and flies to Lake-town to tell Bard. Bard uses his black arrow to kill Smaug. Frodo and company are arrested at Frogmorton.
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Sources:
The Hobbit by JRR Tolkien
The Lord of the Rings by JRR Tolkien
The Atlas of Middle-earth by Karen Wynn Fondstad
Unfinished Tales by JRR Tolkien, edited by Christopher Tolkien
The History of the Hobbit, edited by John D Rateliff
Artwork by Chris Rahn, Darya kikiMORA, John Howe, Alan Lee, Anke Eißmann, Angus McBride, William O'Connor, Andrea Piparo, and Mark Zug
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