The All About You singer styled her blonde tresses out naturally accessorised with a black cross-body bag.
Family: Hilary was seen with her son Luca, seven, daughter Banks, seven months, and new fiance Matthew Koma
Hilary’s glam consisted of rosy cheeks, a simple eye and a tinted lip.
All smiles, she walked alongside her fiancee Matthew who kept things warm in a T-shirt and bomber jacket.
He accessorised with a beanie and like Hilary, carried a beverage along for the walk.
Luca was seen holding an umbrella as he walked and talked with his mom along the New York streets.
Taking to Instagram, Hilary revealed she had treated Luca to some Shake Shack for lunch.
Altogether: All smiles, she walked alongside her fiancee Matthew who kept things warm in a T-shirt and bomber jacket
She also shared a sweet photo of him holding up his infant sister while she pinched his cheeks.
‘Sib love,’ Hilary captioned the monochrome shot.
Hilary’s outing comes after she got engaged to Matthew last week.
‘Tb to Last Tuesday… I can’t believe it’s been a week already,’ she captioned on Thursday.
Her new fiance, Matthew Koma, took to the comments to sweetly reply: ‘I can’t wait to grow so old with you.’