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Staining a fence is less expensive than painting a fence due to the cost of materials and the longevity of the finish. Stain not only lasts longer than paint without chipping or peeling, but you also won’t have to put in the extra time and cost to prime the surface first. 

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.

A cedar fence will actually last quite a long time even if you don’t treat it with stain. In fact, you can expect to get between 15 and 30 years out of an untreated cedar fence. However, if you want to preserve its color and extend its life, treat it with a combination stain and sealer every three to five years.

Whether to brush or roll stain on wood depends on the project and your preference. Brushing is ideal for smaller, intricate areas and offers more control over the application, ensuring thorough coverage and penetration into the wood's grain. 

Conversely, rolling is efficient for more extensive, flat surfaces and can save time. However, it is not always the best fit for textured or uneven wood. Some projects may benefit from combining both methods, using a brush for detail work and a roller for broader areas. Ultimately, the choice between brushing and rolling depends on the specific requirements of your staining project.