The dull green privet

Dear Reader
I'm trying to get a bit of knowledge about gardening, albeit late in life. I have a specific idea I would like to try but I'm not sure it will work and I welcome any advice you can offer.
My neighbour and I share a mature privet. It's OK, and he likes it, but I would like to add more colour to this 'wall' of dark green on my side.
My notion is to put two or three creeper roses along the 5/7 meter length. The 'wall is east/north facing with lots of sun in the morning, and (through the privet) into mid/late afternoon. Though I don't know about soil chemistry it it a good growing patch. My questions are:
1) Can I plant three or more different rose plants and intertwine them against a trellis? Would the interact favourably with each other?
2) How would I prune them to look decent in the winter - my only 'knowledge' of pruning roses it to cut them down to very small, and this would mean the trellis would be exposed?
3) Do I understand correctly that I could sustain a constant flowering over several months by 'dead-heading'. Could anyone offer me advice on this?
4) Any advice on varieties to choose? Also, advice on where to go to get them? The local nurseries are pretty good - do I rely on them, or if they don't have what I want how do I source them?
Finally, if roses aren't the best idea, please has anyone other options to offer - any tall bright long-flowering plant to brighen things up
Thanks for reading! As you will realise, I'm not very savvy, but I hope my green knuckles may grow into fingers with your advice!
Thanks

 

Welcome to Gardeners Corner

Not my department, but i'm sure someone will be along in a bit to help

 

What department are you ? haberdashery

 

Hi GK and welcome to GC There are a few practicalities to think about with your cunning plan! Planting anything in front of or through the privet means that you won't be able to trim the hedge, unless the trellis is set well in front, allowing you to get behind it.
The soil will need a lot of improvement. Privet is notoriously greedy, so lots of compost, manure and / or soil improver as well as balanced fertiliser and regular watering.
I think the best bet would be a self-clinging climber like Clematis viticella or Eccromocarpus scaber which will scramble through the privet but allow you to trim the hedge (as long as you don't cut the stems of the climber low down!)
If you do go for roses, though, choose a rambler with long, flexible stems and tie them to it's support as horizontally as you can. That way they will flower all along the stems, be easy to dead-head and look good in winter too! Have a look at the David Austin website in the 'Climbers and Ramblers' section for ideas of varieties.

 

Hi there, and welcome. I got a bit confused- you are planning to have climbers in addition to and in front of the hedge, right? I agree with Noisette, you will have to think carefully about how you will cut the hedge. Mine needs doing at least twice a season and if not done it looks horribly unkempt and just gets bigger and more unmanageable. Rather than have a flat trellis in front, could you consider some trellis obelisks? You could get round the back of them reasonably easily to cut the hedge and would look very effective against a dark green backdrop. They would look fine positioned 3 or 4 feet in front of the hedge if you have the space so their roots would not have too much competition from the greedy hedge.

Ramblers and clematis could both work but will have a single main season of flowering lasting up to a month and after that will be green.

Yes, different ones are fine and look good together, pruning might be slightly tricky but not insurmountable.

This depends on the rose variety you pick. Climbers require different pruning from ramblers. Put simply, you cut climbers down to a neat framework, rambler get their old wood cut out but save the new growths. Either way, the trellis would be partly exposed, yes. Is winter neatness important?

Some climbers e.g Rosa Compassion will produce sporadic flowers throughout the season encouraged by dead-heading. Others, such as Rosa Sander's White (a rambler) )will be a massive show in June or July but then stop completely. So you will need to check them out before buying.

The internet has everything these days. But local nurseries are a decent bet if they have what you want - at least you get to see before you buy.