Tony First off your buying a system and not just a DSLR..so I'd either go Canon or Nikon. Which ever you feel is better in your hands. Personally I shoot Canon, and I have shot Nikon before. Something about Canon I just love it. I try not to be a fanboy of brands, so they are both awesome systems and each have there pluses and minuses. I like the Canon because I do a lot of Birding and I needed the Faster Frames per minute. If your not going to be doing sports or fast type action, then you don't need a fast Frames per sec camera and can save some money.....
Bottom line is for a NEW DSLR that can be easy to use would be - Your going to need a lens too! So a package deal will be a good starter.
Canon
http://www.bhphotovideo.com/c/product/732048-REG/Canon_4460B004_EOS_60D_DSLR_Camera.html
Nikon
http://www.bhphotovideo.com/c/product/910170-REG/nikon_1503_d5200_digital_slr_camera.html
These comes with lenses but they are not the best lenses. I'd pay more for something else, but that is up to you and your budget.
So for Canon and you can't spend a ton, then get a 60D or Rebel T4i both are awesome and the T4i has a touch screen which I think helps you. I have the T4i and I like it a lot. I also have Prime lenses and a few zoom lenses too.
Nikon I would get either the New 5200 or the for a little bit more cash D7000. I have shot the D7000 and it is a very nice camera. D7000 is
on sale now.
The D90 is a bit older model that you can get new, but it is a nice option too.
Go to a camera store and touch and feel.
I buy from B&H all the time and they are wonderful and have great customer service. TOP NOTCH!! once you buy from them you won't go anywhere else.
I don't , I try too and they have really good prices.
Also check Costco for deals.
Ok lets talk Lenses!
Getting a body is the easy part...Lenses can be a struggle, because they are not cheap! You can start with cheaper Kit lenses but if you really want to upgrade you images you have to get good glass. Don't waste money on low end glass if you can help it.
Here is the lenses I would buy to complement my new camera body. I am assuming your on a budget, So I will try to keep the price reasonable. These are
Super Wide Angle to Telephoto lenses. So if you want to get PRIME lenses, then we can talk about that too. These lenses are not considered "FAST" lenses as the aperture is a slow F5.6. You don't want to own anything slower than a F5.6. Sometimes maufactures sell F6.5s and that is not a good lens to purchase. A fast lens would be more like a F1.8 to F2.8 Medium speed would be F3.5 to F4.5 somewhere in that area. Faster the lens the better. You can shoot longer outside when the sun goes down or you can shoot at lower ISO indoors. Most beginners start with a F5.6 lenses, but the one below have image stablity so that helps alot indoors and late outdoors.
For Nikon
http://www.bhphotovideo.com/c/product/545654-USA/Nikon_2178_16_85mm_f_3_5_5_6G_ED_VR.html
For Canon
EFS 15-85 this is a great lens and very useful for everyday shooting. I goes wide and has a nice zoom to it. Check out the USED section and get it for $550.00. I might just get it for that goood a deal.
http://www.bhphotovideo.com/c/product/647013-USA/Canon_3560B002_EF_S_15_85mm_f_3_5_5_6_IS.html
These are just an idea of what lenses you could get. Remember spend more money on you LEN!!!!!!!!!!! not the body. It's the Lens that matter the most. I'd rather shoot a used Camera body and it be 3 years old, if I could save money and buy awesome GLASS!!!!
You should know what features you can live without versus want, because most the bells and whistles on the body will never get used. I use the inexpensive Canon T4i and don't even use all the features. Maybe write down the good and bad with what you have now and see if the new camera comes with those things or if you can live without them..
So if I was going to go buy a new beginner setup today...I would get the Canon T4i with the 15-85IS..that is my choice. I can use that all day long and create nice images. With a Tripod you'd be happy! but then maybe the Nikon is a better fit for you.
Go to FLicker and look at groups made for each camera you are looking at so you can see samples and see different groups made for lenses. At first you'lll be like ah Hell it all looks the same. But once you study this crap for eternity you'll be able to spot a Nikon image vs a Canon images...which is possible.
Let me know if you need anything at all. You want links to Lens or Camera reviews let me know. I'll HOOK YOU UP!!!!!!!!!!