drinks at Bemelman's in the Carlyle Hotel. If she was fond of the Madeline books as a child, she will love the pictures by old Ludwig Bemelman.
Dinner at Cafe Boulud across the street.
After dinner, If the weather permits, a fortifying walk down to Rockefeller Center (if not, a cab) about a mile or so, and reservations for the skating at Rockefeller Center. No waiting, no fuss. See online site for reservations. They are usually open until 11 or so.