By the time you paint AND reupholster the chairs, you could sell them and start over. You'll never get a good paint job in a color that comes close to "wood" ( uggghh) .

Sell the entire set, buy new chairs.

If you want to paint something? The server/cabinet. Paint it.

Struggling here to figure what feel you are going for : ) .......but it's too cluttered for any great feel.

Actually, make the gallery wall the one with the doo dad collection, and take the art to where the gallery was. Take all the framed table top pic off. Add a nice lamp. White? No. It need not match the kitchen cabinets. Maybe a deep cobalt blue? But I'd paint that, long before the chairs.

SET OF SIX BELOW

thanks jan!!
the picture and placement of the gallery are a bit emotionally placed so not sure about moving them

i need a new table because i want something bigger and my style now is lighter wood, that’s why i’m considering replacing the items

I completely agree that it would be better to just get new chairs with the new table. I think you can find a style and finish that fits with the table much better than trying to make the current chairs something they are not. Sell or donate the set of chairs and the table and get some chairs that work with your new style.