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You can apply stain over peeling stain, but it’s not a good idea. Your old stain will get in the way of your new stain bonding to the wood, so you’re likely going to see the same issue again shortly after application. Your best option is to sand off the old stain and clean the surface thoroughly before applying new stain.

Stains penetrate wood best when it's cool and dry, so you want to avoid moisture. If the wood is wet upon application, or if it rains before the stain dries, the water will soak into the wood and displace the staining solution. This leads to a flaky and blotchy look, which is the opposite of a sumptuous even coat. Once the stain has fully cured, after about 3 days, rain shouldn’t cause you any problems.

DIY is possible with proper tools and knowledge, but professionals can ensure even application and high-quality results, saving time and hassle.

You can weather a new wood fence by applying vinegar with steel wool as a way to fade some of the coloring. You may also find it easier to stain your entire fence a new color instead of trying to get newer fence boards to match an older one.