Hello treydawgmt it sounds like you have a well established healthy bush. I would not do to much at the present time exept to cut out any dead wood and tie up the long canes to prevent breakage during windy periods. You need to try to find out if this bush is indeed a climbing rose. Because pruning is different for a climber, if i remember correctly. (and i may be wrong) You prune a climber after the first bloom cycle removing only the wood that has produced flowers, because climbers only flower on second year wood (i think). If it is just a regular rose bush prune any dead wood from winter, then get rid of weak spindly branches, these wont produce quality flowers. The fat meaty branches would normally be cut back one quarter to one third yearly. When you have decided how much to take off each branch just make sure you cut at a 45 degree angle above a bud eye. As far as when to prune i wait until growth starts and danger of frost has passed. But for now wait until it gets good and cold then mound up with soil or leaves around the base of the plant, tie up the long canes and wait for spring. If you get lots of snow for the winter leave it, this helps keep the temp constant. Thaw- freeze- thaw- freeze is a big killer of a rose bush. I hope this helps you out, Bob

They may not be climbers. The fact that there were no trellises there many mean they are just regular rose bushes that have not been pruned for awhile and have grown a bit large. You can either tie down or 'top' the longer canes so they don't blow around and break in the winter winds. Otherwise, I wouldn't do any pruning until early spring. You can cut any visibly dead wood anytime.

You can take out dead wood now but I wouldn't prune them until spring now. Tie them up for winter. In the spring you will be able to tell better how far down you need to prune them. That's also a better time to prune them for any size or shape you're looking for. If they really are climbers they should again produce those very long canes and you can begin to tie them to a trellis as you wish.

The best video to learn from I think is the series of videos done by Paul Zimmerman. He shows quite easily all about the subject of pruning roses.
Check it out!

Here is a link that might be useful: Roses are plants too videos

I've attached some photos of our two biggest rose plants, as well as a plant I'm not sure what it is (anyone have an idea?!?)

Can someone confirm if they truly are climbers, or if they are something else?

Also, the plant by the fence looks kind of sick. Lots of black spots, etc. What is that?

Here is a link that might be useful: My Rose Plants

Hello treydawgmt, I cannot tell from the pictures if indeed these roses are climbers, but I can say is that they are in need of a good hearty pruning. Me personally, I would prune at least two thirds of these roses regardless of what kind of rose it is. Dont worry it will grow back. And probably give an amazing production of flowers as an result. As far as the black spotted rose it is way to late in the season to worry about black spot. Pull off all the leaves from the plant and clean up all the leaves on the ground disard them. The plant is shutting down anyhow. If this rose is weak you want to provide extra winter protection, I would bury this plant in soil as high as possible. Do this around Thanksgiving seeing how your in zone 5. Wait and prune in spring exept for the dead wood. In the spring if these plants get a full day of sun the blackspot will become less of a issue. The hot summer sun will make sure of that. Hope this helps, Bob

It's hard to tell what type of rose it is, but you'll definitely have some pruning to do next spring. I wouldn't advise you to cut any of it now unless you're irritated with them blowing around in the wind. Perfectly understandable with the high winds we've had the last couple of days.

Temps are abnormally high right now & it's not a good idea to cover your roses with dirt or other mounded materials right now. Yesterday it got to 72 and I'm only a couple hours south of you. Peak wind gusts were up in the 50mph range, though.

The reason why many of us do not advocate hacking back your roses in fall is because they die from the tip backwards, and many climbers bloom on the older growth. If you cut it off, you'll have less cane next spring and possibly fewer blooms.

That being said, the appearance of your garden is certainly a matter of personal preference and it all depends on what you'd like to see in it next spring. You could opt for short & tidy or long and flowing.

Does this rose get adequate sunlight in its current location? It sort of looks from a couple of the photos like it's out of direct sunlight, and the area in the background of the photo gets much better sunlight. Of course that could be due to the time of day when the photos were taken, but I've noticed that disease pressure, growing habit, and number of blooms are worse on roses that don't get adequate sunlight.