I love petunias in containers...need to water regularly though. English ivy or green sedum for front then you can get sth higher for back like geraniums ....

Terra cotta so porous. Line the pot with plastic and make a hole for drainage.

I like the idea of succulents, I'm surprised I didn't think of those before. I actually have some hens n chicks in my front urn which I need to put somewhere. If I can get another variety to contrast that, I think we have a plan :-)

Yes, and they can overwinter there too. Get some trailing sedum too. I would def drill a hole or 2 for drainage.

Any recommendations for a good trailing succulent?

Many different colored Sedum spurium, S. reflexum, S. lineare, S. acre, Euphorbia myrsinites (can get large), Delosperma, (following not hardy): S. morganianum, S. clavatum, S. makinoi, Epiphylum, Rhipsalis, Crassula rupestris, C. perforata, Lampranthus, Hoya, Senecio rowleyanus or radicans...just depends how much trailing you want & cold hardiness...and the color.

Would love a lot of trailing - say 3 feet plus. Cold hardy would be fantastic. And I love dramatic, so really bold colours are desirable!

See updated photo with hens n chicks in planter:

3'+...maybe S. morganianum or Senecio herreianus (my plant is over 3') but they are not hardy. You could keep it in a pot just inserted inside the planter...Or plant plain Lysimachia aurea (Creeping Jenny); hardy, trails very well and great color contrast...Another trailing plant I like is Dichondra argentea 'Silver Falls' (not hardy); love how it looks:)

Found pic of Dichondra - I grow it every year:

Yes, I'm liking it. I'm thinking I can also pull out a spring or two of lysimachia from the garden since I have a "supply" of that, and add it for a bit of contrast. This is fun!

Hope to see photos as times goes on :)

What do you think of something like Kent Beauty Oregano? I've never even heard of it before, but I'm looking at it now and intrigued...

I love it! Trails, beautiful color and fragrant. Always try to find it.

Not sure if it will survive winter - I had some in Toronto garden and it did freeze one cold winter. You may have to protect it much better for winter. But I buy it even now in colder zone, even if I had to grow it as annual. I think it will be nice contrast to semps in color, and needs similar growing conditions (best in well draining medium).

Succulents.

But if that planter were mine, I'd either move it or give it away. Too much trouble watering for me.

Succulents were suggested and discussed, which ones are you suggesting?

That oregano doesn't need much water, and Semps LaLenoxa posted photo of are going to work in it too...

moss rose might work well as well ...

The planter is easy to get to (water), just slightly above eye level. In fact, as I do my Spring cleaning, I realize I have another identical container. Both are outside my back door, on the wall; in fact, one is right beside the back door.

I am thinking, the one I have right by the back door will contain the Kent Beauty oregano - because it should have some fragrance, so that is a bonus to have close to the door. And will supplement with succulents, as discussed. The other planter is the one I've already started putting together, pictured above. Looking to add the trailer, like dichondra which rina suggested.

Thanks for all the input!

I planted mine with

Peter's Gold Carpet Bidens ferulifolia