Several times now...and booked for November as well. The only issue with Worcester is weather. When I flew there last November, we had to be bused to, and from, Boston. It was kind of a pain. If it's foggy or snowed in, they can't get planes in..so they go to Logan, and then send buses for those in Worcester. Some people chose to just go directly to Boston. We ended up departing about 3 hrs later than we should have.
Coming back we almost made it to Worcester..got to Providence and took a sharp turn....heading to Boston! Once again they arranged for buses, but they weren't going to arrive at Logan until 5pm!! It was now 3pm. And it would have taken over 90 mins to get to Worc from Logan, on a bus, on a rainy Friday night during rush hour..at least!! So, I took the Logan Express to Framingham and my dh picked me up there.
I really enjoy flying out of Worcester..it's small and easy to navigate. Food offerings aren't so great. But parking is cheap and convenient. As long as you don't 'have' to be on time with your flights, you should be good.