Every couple of months I restore my Windows installation with ntfsclone (part of ntfs-3g). In case you haven't heard this tool, it's a specialized imaging tool for NTFS partitions, like dd or ddrescue.

My question is, will doing this every 2 months wear down the drive?

Every write wears drives.
This is a one time write to a massive amount of blocks.
Which is no different than adding a few thousand songs to your digital music library.

No.
It does not introduce abnormal excess wear.
And it's great practice, takes a little stress off the brain knowing you can always have a lean mean clean copy of your OS at any time. I've not installed anti-virus in Windows for over 10 years because I used to do the same. But now that Windows rolls out a major upgrade every 6 months or so, I just download the install DVD ISO from Linux (to get all versions of Windows installer), suck out my OEM drivers with DISM from the old install, install Windows from the updated ISO installer and go to Device Manger to add missing drivers from my backup, install a couple necessary MSI applications from the web site to give full functionality, clean up the WinSxS to trim the fat and make a new backup image. Takes an hour or so.

Image for UEFI is the backup imaging software I use, bit for bit used sectors only, compressed image. It defaults to not including Page and Hybersys (or whatever it's called) files in the image which can increase image file size dramatically.

Maybe less wear using the windows tools.

DISM
Works great, but a lot more involvement on the user's side, no point and click, some 3rd party apps however do give GUI point and click DISM.

Restoring Linux:
From the time you start Image for UEFI app to the time you boot the Linux image you applied is typically less than 5 minutes.
Around 8-10 for a lean Windows image. (on my nicer system)

DISM and Image for UEFI do the exact same thing, copy used sectors only, and compress the image.
Image for UEFI retains partition information to speed things up.

SSD drives do have a SMART status for life used or remaining so you should be able to get a feeling on how fast you are wearing out the drive. I am guessing not much.

It depends on the drive size and type but typically a 250GB SSD has a total terabyte write limit of around 150. That does not mean it will completely fail after 150TB written but that would be about writing ~200GB everyday for a year which for the home user is unlikely.

My experience with Laptops, don't worry about drive life, there are a ton of other parts more likely to fail before the drive(s). Displays and liquids typically take a laptop down before the drives fail.

Thaaaat's the answer I was looking for! Now lets dive a bit deeper. My SSD is 500GB, so an image restore is like writing 500GB to the drive?

Can you recommend a resource that explains how I can interpret the SMART data?

https://en.wikipedia.org/wiki/S.M.A.R.T.

Check the SMART output to see what is supported by your drives manufacture.

Thank you! And thanks everyone who responded to this thread! Also, Merry Christmas!