The Vampire Diaries vet hit up Villa Lounge and, later, Bootsy Bellows with a group of friends including Crawford on Tuesday, the same night as PEOPLE confirmed her split from actor Austin Stowell.
Longtime pals Dobrev, 27, and Crawford, 30, both dressed casually in jeans.
“Nina is like his sister,” a source close to Crawford tells PEOPLE.
The actress and Stowell, 31, dated for seven months before breaking up.
On Sunday, Dobrev posted an Instagram of her glamorous “GALentine’s Day” celebration with six girlfriends.
Meanwhile, Crawford is dating his former Blood & Oil costar Rebecca Rittenhouse.