Baskets in the winter are often harsh places as they get wet, windswept, have no real insulation and are small enough for the compost to freeze right through. So might be worth thinking of doing something intended to last from now till Chrismas then replacing for early spring. Ivy should survive baskets over the winter, and is a good trailing staple. Galthera or pernettya are nice (lots of berries). Heathers are robust. Very small/young skimmia plants can look great -slow growing shrubs but often used as bedding.
I've just bought two trays of cyclamen in Aldi, really cheap. I usually plant winter pansies, primroses, some winter heathers. I put some spring bulbs in the tubs under them to come up when the plants are going over.