Sildar Hallwinter was a retired knight from Neverwinter. Sildar was nearly 50 years old in 1491 DR. Despite his restrained and almost cold mannerisms and speech, Sildar was kind-hearted and sincere, although lacking in confidence and charisma. He was generally risk-averse, although still willing to enter into potentially dangerous situations when no one else dared.[5] He wished to see the town of Phandalin prosper and to ensure that innocents—even fools—never came to any harm. He was a fan of "quaint" inns.
 
As a citizen of Phandalin, Sildar's role was to ensure the safety of the town's mining and timber operations, and to see to it that nothing interfered with them. In this way, he strove to help elevate Phandalin to a position of relevance in the region's trade and commerce.
 
He was a loyal member of the Lord's Alliance, and had close ties to both Neverwinter and Waterdeep. He was a friend of Gundren Rockseeker.