My favourite two books are
Where locals hike in the Canadian Rockies and How not to waste your time in the canadian rockies. These two books provide a wide range of difficulty and every hike in the books is worth doing.
When you start wanting to do scrambles and ridgewalks again the best book is Kanes Scrables in the Canadian Rockies but don't be fooled by his easy ratings. Even his easy hikes are serious hikes / scrambles. His easy means Not likely to get killed rather than easy.
For winter right now I like the spray lakes road area south of Canmore, Chester Lakes is nice and faily easy (5k, 300m elevation each way or so). Peter Lougheed has the hike around upper Kanaskis lake as well as a short hike out to Rawson lake which is nice in the winter. If you want easier than that Banff has Stoney Sqaw, Tunnel Mountain, Stewart Canyon, Lake Lousie Lake shoreline (avalanche risk if going south of lake) which are all short really easy hikes.
Closer in Prarie Mountain can be done any time of year although sometimes ice is a concern and Moose Mountain is a nice half day hike in May once the road to the base opens as all but the top gets snow free fairly quickly.
Tons of options, if you can refine it by the distance and elevation you think you are capable of in is much easier to narrow down to recomend specific hikes.
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