No. For ease assume that $X=Y=H$, an infinite dimensional separable Hilbert space. Let $\{e_n:n\ge1\}$ be an orthonormal basis for $H$ and let $p_n\in B(H)$ denote the orthogonal projection on the one-dimensional subspace $\text{span}\{e_n\}$. Consider the set $S:=\{\sqrt{n}p_n:n\ge1\}\subset B(H)$. We will show that $0\in\overline{S}^{WOT}$ but there exists no sequence in $S$ that converges to $0$ in the WOT.
Let's see first why $0\in\overline{S}^{WOT}$. It suffices to show that $S$ intersects all WOT-basic neighborhoods of $0$, which are the sets
$$W_{\varepsilon,\xi_1,\dots,\xi_n}:=\{x\in B(H): |\langle x\xi_i,\xi_i\rangle|<\varepsilon\text{ for all }i=1,\dots,n\}$$
Assume that this fails, so there exists $\varepsilon>0$ and $\xi_1,\dots,\xi_n\in H$ such that $W_{\varepsilon,\xi_1,\dots,\xi_n}\cap S=\emptyset$. Therefore, if $x\in S$, then there exists a $j\in\{1,\dots,n\}$ such that $|\langle x\xi_j,\xi_j\rangle|\ge\varepsilon$. In particular, for each $k\in\mathbb{N}$ we would have that there exists a $j_k\in\{1,\dots,n\}$ such that
$$|\langle\sqrt{k}p_k\xi_{j_k},\xi_{j_k}\rangle|\ge\varepsilon$$
i.e.
$$|\langle\xi_{j_k},e_k\rangle|^2\ge\frac{\varepsilon}{k}$$
But now
$$\sum_{j=1}^n\|\xi_j\|^2=\sum_{j=1}^n\sum_{k=1}^\infty|\langle\xi_j,e_k\rangle|^2=\sum_{k=1}^\infty\sum_{j=1}^n|\langle\xi_j,e_k\rangle|^2\ge\sum_{k=1}^\infty|\langle\xi_{j_k},e_k\rangle|^2\ge\sum_{k=1}^\infty\frac{\varepsilon}{k}=\infty$$
which is a contradiction.
Let's now see why there is no sequence in $S$ that converges to $0$ in the WOT. A sequence of elements of $S$ is of the form $\sqrt{n_k}p_{n_k}$ for some integers $n_k\ge1$. Assume that this converges to $0$. Note that these terms might not a priori satisfy $n_1<n_2<\dots$, but we can pass to a subsequence by picking the indexes so that each time they get bigger and bigger. In other words, we can assume WLOG that $n_1<n_2<\dots$. But now $\|\sqrt{n_k}p_{n_k}\|=\sqrt{n_k}\to\infty$, and this is a contradiction, because of the following lemma:
Lemma: Let $H$ be a Hilbert space and $(x_n)\subset B(H)$ a sequence. If $x_n\to x\in B(H)$ in WOT, then $(x_n)$ is bounded in norm.
Proof of lemma: See Martin's smart answer in this post.