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Yes, it is possible to pave over an existing driveway, but whether it's the right choice depends on several factors. If the underlying structure of your current driveway is still strong, concrete or asphalt resurfacing can be a cost-effective way to prolong its life. However, if your driveway has significant issues like potholes, deep cracks, or other inconsistencies, it is best to remove the old driveway and start from scratch. Key factors to consider include the current driveway's condition, the compatibility of the new material, the added thickness and height, and the necessary surface preparation.

Wet cutting is usually the preferred method. It controls dust, which helps protect your lungs and makes for a cleaner working environment. Plus, the water cools the blade, preventing overheating and prolonging its life while providing smoother, more precise cuts. The downside is the mess—water and asphalt sludge can be messy to clean. Dry cutting, though convenient if water isn’t available, creates a lot of dust, which can be harmful. This also increases the risk of blade damage due to overheating. So, if you have the option, wet cutting is the better method for most asphalt jobs.

The decision to repair or replace your driveway depends on the extent of the damage. If your driveway has a few small cracks, a simple repair will do the trick. If you see larger cracks and potholes, it may be time to consider resurfacing or replacement. Resurfacing is a great option if more than 25% of the surface is damaged, but if the damage is extensive—deep cracks or significant sinking—it’s best to replace the driveway entirely. A new driveway, with proper care, can last decades while patching or resurfacing might only hold up for a few years before needing more attention.

Cobblestone is just one of many driveway materials. Other, more economical, albeit less elaborate options include concrete, asphalt, and gravel. 

If you want a material that most closely resembles cobblestone, your best option is bricks or pavers. Both cost anywhere from $10 to $50 per square foot and can be laid in all kinds of patterns. Depending on the type of paver you choose, you can also get a good bang for your buck by investing in durable natural stone.