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I still have a week and a half to go, but I have been sticking to year round basics when there is a good deal on items like sweatpants, light cardigans and onesies (if it's an item I really like I will get it in every size up to 24 mo). I will worry about really seasonal items like winter boots and a swimsuit when I actually need it.

I just buy separates that she can still wear in the next season. When she was younger, she was quite large but now at 16 months she has dropped well down in percentiles (currently wearing 12-18 month shirts and 9-12 month pants). I have no idea how big she will be next year.

I do now that she seems to be on the same growing trend now for like a year.

When she was little I would only buy basics like jeans, leggings, etc that would go in any season.

I buy them as soon as they need them, no sooner. Like if it's 80 degrees outside and I realize "oh man, you don't own any shorts that fit you." Time to head to target!

We don't live in a very seasonal climate so it isn't hard to buy ahead. I buy most of LOs clothes well before they will fit her.

I buy ahead and just guessed that she would stay at a similar percentile. I don't take the tags off until she's ready to wear the item, so the resale value is a little better if I want to sell later. There have only been two or three items that she couldn't wear and those just went in the buckets of clothes that get passed around our friends.

I got burned, so I very rarely buy ahead. There are usually good enough deals plus coupons, that I can get just as good of deal when I know what size she will be.

I will do t-shirts and leggings since those can be pretty much year around, but honestly those are on sale almost all the time so it's not really a "big savings"

@Meridian: I'm always tempted, too! but there'll be tons of cute next year too then you'll be able to buy it because you won't already have a wardrobe in the closet from the previous year's sales! hehe.