Stumbled into this thread a little late. Sorry if it looks like I'm trying to derail it or be a bit contrarian but I am going to offer a different view from the one taken so far. At the very least I guess you can think it over to better understand why you're sticking to your current plans. Some of what I say may be inaccurate, and I'm afraid this was written a bit clumsily and in a hurry, but I'll throw it out there for what it's worth. I'll only be talking about visual observing as I know damn all about photography.
I kind of think that you need two telescopes for what you want to do. Get a decently large Dob for visual observing, and/or get a really hardcore mount and put a small scope on it (to start you off) for astrophotography. I just can't help but think that you are going to outgrow a mid-sized reflector on an OK-ish-sturdiness-EQ-mount. If you want to chase astrophotography more you'll want a sturdier mount and perhaps something with a short focal length for wide field imaging, and it's probably going to lead you down the path to some sort of apochromatic refractor. Whereas if you find you are enjoying visual observing more you will want a largeish Dobsonian because for visual observing aperture is hugely important. The view of many objects is just more impressive with larger aperture.
In my view it's just asking too much to want to do both decent visual observing and decent astrophotography with one scope. I also think that most, if not all, of the "scope + equatorial mount" deals readily available for purchase are not perfectly matched. The mount is rarely good enough for the scope it's sold with. To get a good enough mount for a given scope you may want to buy it and the OTA separately.
You might like the idea of tracking (or even goto, on top) in principle but in practice it can make life harder not easier. It creates more work in the stage of setting up your scope (polar alignment, and manhandling a tripod as opposed to a simple Dob mount), which is always dangerous in my opinion because with many of us the biggest limiting factor is motivating ourselves to get outside on a nice clear night when it's cold out and we're tired. Extra setup time can make it all seem like too much effort sometimes and keep you indoors. With an equatorial mount you're going to need to polar align your telescope, and the sheer joy and simplicity of just pointing the telescope at something and looking, with an alt-azimuth mount, is worth a lot in my opinion. Reflectors on EQ mounts can have the issue of the eyepiece steadily moving into an awkward orientation as the scope tracks, too, unless you have an easy way to rotate the tube at will (and even then it's another thing to fiddle with).
EQ mounts very much do have their uses. But I personally don't think they suit beginners all that well. You want something that doesn't get in the way while you learn all the other observing skills you need to learn. For what it's worth, there are Dobs available with tracking nowadays though I've not seen or tried one in person. The tracking won't be accurate enough for photography I'd imagine, and anyway the view will gradually spin because the scope isn't rotating with the sky, but if you want tracking for visual use the option is there.
I'll grant you there is something about an EQ mounted scope though. It looks like a "proper" telescope to most people. I made the mistake of buying a 114mm EQ mounted Newtonian reflector when I got my first telescope, and the fiddle factor involved in its use was bad for my enthusiasm at the time. I feel I'd have been better off starting with a Dob.
Since you used a telescope when you were younger it sounds like you will have reasonable expectations for how impressive the views through a telescope can realistically be. That's good. A well chosen modern telescope can do a lot better than your cheap old refractor but don't think that the views will be, in a way, too fundamentally different. Planets will always be a bit small and you'll always have to "get your eye in" a bit to start noticing the various details. DSOs, especially galaxies, will often be faint smudges (the big bright ones will show interesting details though).
You asked about light pollution and I don't think anyone has addressed that yet. Light pollution affects different object differently. The planets worth watching much are completely unaffected by it (I guess Neptune or Pluto might become harder to spot, but they're pretty much dots in any sane-sized scope anyway) - they are bright enough and the details don't wash out even in the middle of a city as a result of light pollution. Deep sky objects are affected by light pollution, though - galaxies most of all. They're so dim in the first place that much increase in the brightness of the background sky means that they are dimmer than the sky around them and hence invisible.
Seeing, on the other hand, can completely ruin the view of a planet but have little effect on a faint galaxy. Seeing is a word for the steadiness of the air - bad seeing looks like heat haze through the telescope and can be caused by a lot of moving air in the sky or by temperature differences in the atmosphere. Your telescope being hotter than its surroundings because it hasn't finished cooling down to the ambient level has a similar effect to bad seeing on the view.
Transparency is another thing. It's a broad term for anything that makes the sky background glow more brightly, all other things being equal. Having a lot of moisture in the air can harm transparency. It doesn't affect planetary viewing much but can hinder galaxy observers.
For visual observing focal length doesn't really, in my opinion, hinder planet viewing at all in either direction. If you have a shorter focal length telescope, you just need to use a shorter focal length eyepiece to get the same magnification as a longer focal length scope would provide with a given eyepiece. Well, to be fair, some problems do arise but they are more indirect consequences of the focal length. For example a short focal length eyepiece can have very little eye relief (you need to get your eyeball very close to the glass) if it's of a simple, minimum-glass-surfaces design. A telescope with a shorter focal length at a given aperture will provide a harsher test of the quality of the eyepiece, as the light is coming into the eyepiece at steeper angles, which means your eyepieces might need to be more expensive. Short focal lengths, for a given aperture, also mean that you get either field curvature in refractors (where the focus point is not the same in the center of the view as at the edges) or coma in reflectors (where objects at the edge of the view develop comet-like tails). Field curvature and coma can be corrected with additional optics but that increases the price. Then again, long eye relief telescopes have a limit to how wide a field of view they can ever give you, regardless of the eyepiece used. This can make a big difference to how easy it is to find an object, or to whether an object fits in the field of view well at all (and sometimes it fits but it's aesthetically pleasing if you can have a bit of empty space around the edges of the object, too, to provide context).
Image flaws at the edge of the field of view are less important if you have a telescope that tracks well, of course, because your object stays in the centre of the field of view. But an unguided scope needs those edges to be clean so that you can let your telescope stay still a while as you examine an object. So in the world of Dob users, you either get something with a not-too-short for the aperture focal length (this is one reason why the 8 inch f/6 Dob is so popular) or you accept that you're going to be buying expensive eyepieces and a coma corrector.
Oh and a fast focal ratio, on a reflecting telescope, means that you have to collimate your telescope more accurately to get the best views.
Dobs are great as far as ergonomics are concerned. The eyepiece always points out of the scope at the same angle, and they are often very comfortable to use while seated on a fairly normal-height chair. Tripod mounted scopes can often end up at an in-between height where you are too high up for most normal seats and a bit too low to not be bending your back while standing. Being able to sit comfortably while observing adds a lot to how much detail you actually notice. There are ways around the trouble, though - a nice adjustable chair works wonders.
I may have botched this post and gone off on one about aspects that aren't too important to you, sorry if that's the case. By the way there are some good dedicated amateur astronomy forums out there which are very welcoming and helpful to beginners - stargazerslounge.com is a good UK one and cloudynights.com is a very good American forum.
EDIT: Another thought or two. Keep in mind some other expenses, near-essential items you'll want to buy. You will probably want another eyepiece or two, even if your telescope comes with some. These are totally a sliding scale in terms of price and quality and are a whole kettle of fish in themselves to discuss. You may want a
Planisphere for the basic task of finding your way around,
a more detailed sky chart for narrowing down exactly where something is, a
red torch to see in the dark without spoiling your eyes' adaptation to the darkness, and possibly even a pair of binoculars of say the
8x40 or 10x50 variety to give you the wider picture, to see some objects that are too wide for most telescopes, and to give you a preview of how to find things when you look for them in the telescope (they show a really wide chunk of sky, the "right way up", which makes it easy to find things, and show you many of the fainter stars you'll be hopping from/to closer to how they'll appear in the scope). Oh, and a
guidebook for beginners full of useful advice and suggestions for good observing targets.