I do not know Dillon area, sorry.
I don't know if Mt. Glory off Teton Pass can be considered "easy?' Truth be told I only did a little bit of skiing when I was younger.
The Ski Cabin up by Goodwin Lake might be a great destination for an over night. Wonder if that ridge going up Jackson Peak will be doable for you? Granite Creek also has several peaks of great beauty I know many people ski. I have Turiano's "Select Peaks Of Greater Yellowstone." He shows lots of ski routes in that. Check out his website. A friend of mine did Antoinette, Corner, and other Great Gros Ventre Peaks. Think their distance in winter might disqualify them for you, but they are exquisite.
There is a lot of great skiing in Grand Teton National Park, but not much of the Tetons is "easy" when it comes to the peaks. The skiing off Togwotee Pass can be very rewarding. Spectacular Peaks around Brooks Lake. I would guess Mount Sublette [Peak 11,040'+] right off Togwotee would be "easy' with good contiditions. People do ski up there. I would not think about Mt. Leidy, that ridge might be difficult. If you can skip a summit think about Hermitage Point, Death Canyon, etc.
You might call Teton Mountaineering in JHOLE and see what they say.
Have a wonderful time Tia.