1Stylish or fashionable — having good taste and being attentive to one's clothes and appearance. Usually written in kana.
彼女はいつもおしゃれで、みんなの注目を集める。
She's always stylish and draws everyone's attention.
このカフェは内装がおしゃれで、若者に人気だ。
This cafe has stylish interior design and is popular among young people.
彼はおしゃれな腕時計をしていて、よく褒められる。
He wears a stylish watch and often gets complimented on it.
2To dress oneself up or make an effort with one's appearance. Used as a noun or a suru-verb.
週末は久しぶりに友達と会うので、少しおしゃれをして出かけた。
Since I was meeting a friend I hadn't seen in a while over the weekend, I dressed up a bit before going out.
彼は初デートのために、いつも以上におしゃれをしてきた。
For his first date, he dressed up more than usual.
3A fashionable dresser — someone who is stylishly and tastefully dressed.
彼女はクラスで一番のおしゃれとして知られている。
She's known as the most stylish dresser in her class.
あのおしゃれは、季節ごとに服を全部入れ替えるらしい。
That fashionable dresser apparently replaces their entire wardrobe every season.