My son is currently a plebe at WP. He was a reapplicant who spent last year at a large SMC on a 4-year ROTC scholarship. While I cannot give you advice on what you should do as ultimately you will need to look inward for that answer, I can share with you my son's story and his observations.
DS desires a career as an Army officer. Like you, he came out of high school 3 Q'ed with a nomination. Fortunately, he had a great Plan B so when the TWE came in April of his senior year, he was off to the SMC with scholarship in hand. However, he still aspired to attend WP so he began the reapplication process. He discussed his aspirations with his school's Enrollment Officer and was told that the school has reapplicants every year and that some who subsequently receive appointments decide to accept them while other decide to stay.
DS spent the bulk of the new cadet training at the SMC on crutches, which ultimately delayed the activation of his scholarship and contracting date with the Army because he couldn't complete the APFT. Nevertheless, he was "all in" from the day he first set foot on campus and he quickly rose to the top of the OML. His efforts were then rewarded with opportunities and he was given an overseas CULP assignment as well as a coveted slot to Airborne school for the upcoming summer. In the meantime, he continued trudging through the arduous WP application process. He received a ROTC nomination from his PMS and another one from his congressman. However, by late January when his congressional nomination finally arrived, he still had not completed his WP application as DoDMERB was still hounding him for information relating to his injury during new cadet training (notwithstanding the fact that he'd since contracted with the Army and that he was scoring over 300 on his APFTs). Although he was busy, he just couldn't seem to "find the time" to go to the medical center to retrieve the necessary paperwork to resolve the DoDMERB issue. In reality, given his success at his SMC, he seemed to be experiencing some second thoughts about going to WP and starting from scratch again.
With less than gentle parental prodding, he eventually completed his WP application, and he received his appointment shortly thereafter. The parental prodding was not because I wanted him to attend WP (which would be irrelevant anyway), but rather because our family beliefs that you finish what you start and that you try to leave yourself with the most options.
When DS finally received his appointment, he said that there was only about a 30% chance that he would would accept it. He didn't relish the thought of starting over at WP and giving up his summer Airborne and CULP opportunities. I told him to just think about it once he was able to get away from school for spring break. It was at the end of our family spring break vacation that he told me that he had decided to accept the appointment. A couple of factors influenced his decision. One, was that while on vacation he had a long discussion with a couple of men he met, one of whom was an ex-Army officer (not a WP grad) and the other a businessman who'd had previous interactions with WP officers and said that 10 times out of 10 he would hire a WP grad in his business. Two, he reflected back on something he had learned as an ROTC cadet, which was that the Army is going to do what is best for the Army and that what the Army does may not always be what you think is in your best interest. Although DS's desire is for a career in the Army, he began to think about what his options would be if he and the Army didn't always see eye to eye, and he concluded that if that were to occur, he was going to be better off with a degree from WP than he would be with a degree from his SMC (even though that SMC is a fantastic school). Ultimately, that was the deciding factor for him.
Fast forward now to this year at WP where DS is doing well. When I spoke to him the other day, we talked about whether or not he had any regrets about his decision to attend WP. He said he had none and that it was the right decision for him. Some of the difference makers are the history of the academy, the resources and the opportunities. Bookreader's comment above is right about the resources. DS loves all of the briefings he gets to attend. He said that these weren't available at his SMC. As for things like Airborne and Air Assault, he says that if you really want to do something at WP and you are generally competent, they can usually find you a slot, which isn't the case for ROTC students in general.
DS and I also discussed the flip side of the equation, and he touched on some things that might cause someone to prefer to remain in an ROTC program. Of course, someone at WP does not experience the traditional college experience. Aside from that, he said that it has become quite apparent at WP that the Army now "owns" you, and he says that there are lots of things that the cadets have to do that are done for the benefit of the Army or the image of WP. In contrast, he said the focus at his previous school is much more on what is best for the student. Another interesting observation that he made was that at WP there is much less autonomy in the sense of personal decision making/accountability than there was at his SMC. He indicated that WP is extremely overprotective in that they perhaps micromanage certain things like academics. We concluded that this is likely due to the fact that the Army has so much invested in each cadet that they bend over backwards to make sure that everyone is given every opportunity to succeed. He wasn't suggesting that this is a negative from a macro point of view; just that it can be a bit frustrating if you are ready to take responsibility and fly on your own without the need of a constant safety net.
One final parental observation as to the key to my son's success thus far is that he began his journey with the end in mind, which is becoming the best Army officer he can possibly be. That's his focus and that's what largely drives the decisions he makes. This includes his ROTC tenure. He didn't go into college worrying about what he needed to do improve his WP application and his chances of getting into WP. His focus was on maximizing his opportunities to prepare for a successful career in the Army. That focus did not change at his SMC even after he accepted his appointment.
I hope this helps. Best of luck to you!