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Yes, you must use an extension cord specifically rated for outdoor use to power outdoor lights, such as Christmas lights. Extension cords intended for indoor use lack the protective properties to withstand exposure to outdoor elements. To safely hang and power lights outside your house or in your yard, always connect them to an outdoor power source using an outdoor-rated extension cord.

You can tackle hanging Christmas lights yourself with the right tools, accessories, and a trusted friend or neighbor. You’ll need to purchase a ladder ($100 to $300), clips ($10 to $20), hooks ($10 to $15), and lights ($25 to $100 per string).

Otherwise, you should hire a trusted holiday light installer near you. You’ll pay an average price of $200 to $650, but you’ll have peace of mind knowing that the job is done correctly and safely.

Several options for hanging Christmas lights won't damage gutters. Using shingle clips avoids any hardware contact with them, and using plastic gutter clips minimizes the likelihood of scratching gutters. Remember not to rest a ladder, especially a metal one, against the gutters, and use a ladder stand-off device or stabilizer if you need to use an extension ladder. 

How many string lights can be on one outlet depends on a number of varying factors, including the total wattage of your circuit, the type of lights, the energy needs of the lights, and cord specifications. It’s better to play it safe here to protect your circuit, so figure out the max wattage of your circuit, compare that to the lights, and move on from there. Generally speaking, LED string lights require less energy than incandescent bulbs, translating to a higher number of lights per circuit.