the last straw for me was last Fall when I was out of the country without my wedge pillow and I had an acid reflux flare. The pillows in the hotel were too soft so they wouldn't elevate my head the way I needed to. So, I take a large suitcase and I stuff my wedge pillow, a heating pad, ice packs, and any other soothing items I need.
After I have those items in the suitcase, I either leave the extra space for items we purchase on our trip or I stuff shoes, clothes, toiletries or whatever in the unfilled space. In a future post, I'll show you how I pack my main suitcase.