Let \(\textsf{E}/\mathbb {Q}\) be an elliptic curve. By the modularity theorem, it admits a surjection from a modular curve \(X_0(N) \rightarrow \textsf{E}\) , and the minimal degree among such maps is called the modular degree of \(\textsf{E}\) . By the Mordell–Weil Theorem, \(\textsf{E}(\mathbb {Q})\simeq \mathbb {Z}^r \oplus T\) for some nonnegative integer r and some finite group T. Watkins’ Conjecture predicts that \(2^r\) divides the modular degree, thus suggesting an intriguing link between these geometrically- and algebraically-defined invariants. We offer some new cases of Watkins’ Conjecture, specifically for elliptic curves with additive reduction at 2, good reduction outside of at most two odd primes, and a rational point of order two.