Help with paint
Should I paint same color above and below chair rail? Thinking of using Benjamin Moore's Azure Water below and Spirit in the Sky above. Is this going to look dated?

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With a softer wall color, you could do a fabulous, bright turquoise glass vase in the center of your table to add that pop of bright color to the room.
If you are going to keep the chair rail, I would beef it up - it looks kind of puny compared to the ceiling trim. Are you going to paint the ceiling?
I also agree the chair rail needs beefing up - you can add whats called a backband to the top of it or just look at a hardware store that hopefully has sample so you ca see how it will sit. Or you can cheat and leav a bit of wall space then add another trim bit and paint the bottom trim, the top trim and the wall bit in between all the trim colour. It will give the illusion of wider trim.
Are you replacing the ceiling light with something that will hang down? Even if you have to swag it, it would look nice to fill the space a bit and also help bring the light down lower to where you want it as opposed to sitting up on the ceiling. Just a thought!
either that, or buy your new table and light fixture, take the molding off the wall, paint your walls one color and buy a new rug that has your turquoisey blue in it!
I would thing the crown moulding has been added, but do you think the rest of the trim is original to the house? The crown moulding seems to be out of scale to the other moulding and to the house. It would be nice to maybe play it down a bit either by painting it the same colour as the wall (becoming more popular these days) or - and though I love ceilings painted a softer shade of the walls, but if your ceiling and the crown moulding were a soft white, it might tone it down.
But table/chairs and light are great - make sure to hang the light at the right height - it should be approximately 30" - 34" above a standard 29/30" dining table. If you hng it too high it looks disconnected to the table setting and depending on the fixture, can glare in your eyes. Too low it just gets in the way!
From hazeldoodle's comment I also reread your initial comment and looked at the paint chips (on a monitor only as US colour numbers are different to Canada) but the colour Azure Water look similar to what is currently there in intensity and Spirit in the Sky is not enough of a contrast to give the room a lfit. I think with the wood trim you need something that has a bit more life to it.
If you look at a lot of rooms you will see many have white trim which gives the "lift" or nice clean contrast to the paint colour - check the photo above judyg added. So I would not put white on the bottom as when white is on the bottom the chair rail is typically also white as is the rest of the room trim. But you need to have something in the room to lift it up or it will end up feeling heavy and dull.
But again - first decide the look YOU want.
a cloverleaf moulding (a two sided wall trim, looks like a half clover). Cut "frames" and do some math. Place the frames equally in the spaces available and use liquid nails to glue the back to the drywall. It may take a while, but then you can paint the entire low section of the wall in your trim color. If it is too much carpentry...call a local carpenter and get a quote. It shouldn't take more than a day to buy the material, bring it in and do the math, even less once the layout is done.
Devine Breeze and Devine Reflection would be my choice.
If you are thinking of a whole home pallet re-do I have a few steps that will help you.
First thing to do is go through your home and pick out the colors that have to stay. Most of us can't afford to gut our homes.
Second step is to look at your closet and your art and things around your home that have color combinations that make your heart sing. Look at both your summer and winter wardrobes. Think about how you live in your home and the personality you want it to reflect.
Then look to nature for how mother nature has put these colors together. She's the best color consultant I have found.
Pick out one color that is your heart throb. We usually recognize it right off. (Just helped my sister with her home and she looked through the entire Devine Color Pallet and just loved Orangutan, I loved Breeze). We knew this color had to be in our home.
Then you lay out your home - find a big empty space with good lighting - In good weather this can be a porch or your back yard. Natural sunlight is great for seeing the colors together. Throw down a large white sheet.
You move from one end of your home to the other placing the things that must stay. Find your base color (usually a neutral, but not always). Add in the one color that is you heart throb. Does the base work throughout the home? How does it feel next to your heart throb color? This will give you the colors that are going to tie your home together. (My sister kept Orangutan, I had to subdue breeze to a slightly less bold color because I had 1200 sq feet of pink undertoned tile and honey maple woodwork and deep forest green countertops and carpet that were must stays). My choice of a base neutral was very limited and that made the breeze stand out like a sore thumb, but I was able to pick out similar colors that were more subdued for my bedrooms and use Breeze as my accent color). See pictures below.
Look at the flow of your home. Do the colors you have in the kitchen work with the colors you have in the family room next to it?
At this point you should feel that it is all starting to come together. You have a base color pallet.
Take those colors into your home and adjust for lighting. Darker rooms need more saturated color (light colors become washed out and gray). Bright rooms may need to have the colors subdued.
Final step is your white if you don't have all wood trim. Again, I like that Devine Color only has 4 whites. You can look on their blog for their whites and Gretchen explains the choices.
When you are done you have a color pallet that reflects your personality and has a feeling of cohesiveness.
-It appears that you have natural wood trim throughout your home. In order to maintain consistent design flow throughout your home, I would not paint the chair rail white unless you plan to paint the trim throughout your entire home. Rather than painting the chair rail, you may want to consider removing it or painting it the same color as the wall.
-I would pull color inspiration from the area rug. You don’t necessarily want an exact match, but working with the same color tones will help pull your room together.
-Lastly a new light fixture will have a huge impact. I would select something with warm/dark tones to coordinate with dark wood in your home.
http://www.benjaminmoore.com/en-ca/paint-color/titanium
go with grays with white trim
really hip and hot!
BM - Stone with Decorators white
or BM Iron Mountain with docorators white
You also have to keep in mind what you are starting with, which for you is the is the wood trim , floors and your rug. And as LauraZB Design said, it looks as if you have wood trim throughout your house so best to stay with that. It always creates problems if you start to paint the trim in some rooms and keep wood stain in others. What do you do in doorways? Just looks too odd. So I would say all of your trim stays wood stain which includes the chair rail - would look silly to paint just that white.
So thats your starting point. Pick colours that will work with the wood stain and your rug. And it is always a good idea to try sample pots. Paint colour is weird - it will change and pick up on light and other things in the room. Paint some patches on the wall next to the wood trim - at least 18" x 18" and then look at it at different times of day and evening. Its better to spend the time and money doing this then painting the whole thing and not being happy with it.
And try not to get confused with so many opinions and suggestions. Stay focused on your look which judging by your selected table and lamp, is pretty good.
We are putting up paint samples from Ben Moore. Some colors from historical collection, something with some presence in the green/grey family. Also trying to refine our whole house pallet.
It seems we are against the current trend. We need beautiful colors for warm wood trim, not white.
I like the table and light that you are considering. I like to mix styles but I really would think about getting rid of the chair rail. as it chops up the room.
You have golds in the floors and reds in the trim and cabinetry. Your furniture is also reds and golds. They are a perfect fall pallet.
You don't want to pick a paint color that is too close to the wood tone or it will just blend in, but you can go either lighter, darker or a different color and it will work.
If I have time tonight I will go through some of my paint pallets against cherry wood and give you a list of colors to play with that I think work really well.
Jennifer