Actually I like the color of the roof as is best. It gives a beautiful contrast. So I'd choose charcoal.

I'd warn against the hickory: too much red with the already red brick. Might make it look cheap.

If it has to be one of the four you mentioned, I'd pick the darkest one. If I see it right, that would be the weathered wood.

Maybe this question is nice for a poll? (And perhaps add the charcoal as well in it?)

Thanks for your response! The current roof color is red although it's hard to tell from the pictures. I really hadn't considered charcoal but I will ask the roof to send me a few addresses with a charcoal roof so I can check it out.

Oh, that's funny. Totally overlooked the redness of the current roof. Looks much darker. Which I find pleasing to the eye, but I'm just one person. Hope many people will respond for you.

Consider getting actual large samples of your short list of shingle. Even when driving around the neighborhood, it is hard to tell when the shingle was installed and could be faded from the sun. If you have actual samples you will get a better idea of color IMO.

BTW, my personal preference is weathered wood.

I was also going to suggest charcoal (black might be a little harsh) but of the choices you mentioned, I like weathered wood.

Another vote for charcoal.

The weathered wood seems to have a green cast, would that complement your shutters? Like the charcoal too.

Weathered wood.

I'd have chosen slate. But - this is a cooler summer area. My roof now is cedar but given the quality of shakes available these days and their cost, when replaced I will probably go with man made and darker than a wood look. No red.

Charcoal or Slate - A roof is such a commitment, I would want something that will go with any color I may chose for my house, now or in the future. The charcoal or slate will go with your current scheme, and anything that may be done in the future. They are the most versatile.

I vote Charcoal as well! I think this color will work with many colors if you choose to paint and it looks rich.

I always recommend the lightest color you can stand to look at, especially if it gets hot in the summer where you live. Your roof will last longer, and your air conditioning (assuming you use it) will cost you less.

Dark roofs might be OK in Canada or upstate New York.

Having had both dark and light roofs on my houses for more decades than I care to talk about, I always recommend light ones. Hardly anybody listens, though. Your loss. :)

DavidR, Considering the trees are completely bare already, I expect that Shannon lives more north, than south. In which case a dark roof would help contain some of the sun's warmth splendidly.

Your warning in case of hot summers might be helpful for others who read along and have the same choice to make. Thank you.

Thank you all for your help! I am actually now considering the charcoal. Here a few mock ups I did this morning. We live in PA by the way.

The picture above is an older picture of the house before we painted the shutters a darker green but it's a better picture of the roof

For sure charcoal.

Nice job, Shannon! Good for helping people to make up their mind.

They are both beautiful. But indeed my taste would still be the charcoal. Just asked my daughter, who hasn't heard/read anything about such things yet and her choice was charcoal immediately too. She said she liked the contrast.

So two more votes for charcoal.

I would choose Weathered Wood with the current siding and shutters on your home.

Thanks Trees! I found a neat little roof visualizer app. After seeing the two, I am really leaning towards the charcoal. I found a house in my development with a similar color scheme and a black roof and I like it a lot!. That's why I love Houzz! New roof is scheduled for this Thursday. I will post pics when it's complete!!!

I think charcoal would be your best choice. Gives you a lot of options in the future for changing paint colors.

Playing around with another roof visualizer tool this morning and charcoal is definitely the winner! The roofer put my order in and will be here Thursday to install. Picture 1 is charcoal. Picture 2 is weathered wood.

Nice job! The charcoal does look great.

We have a new roof! So happy we went with the charcoal. Thank you my Houzzer friends!

Looks perfect. - Charcoal always looks great.