*How was your New Year holiday?
This means you would like to knowif they enjoyed their holiday.
*How did you spend your New Year holiday?
This is a more specific way of asking if you want to what they did to celebrate the New Year holiday.
例文
*How was your New Year holiday?
お正月休みはどうだった？
休日を楽しんだか知りたいということです。
例文を
*How did you spend your New Year holiday?
お正月休みをどう過ごしました？
お正月休みを祝うために何をしたかを具体的に聞く表現です。
New Year holiday = お正月休み
holiday = 休み、祝日
spend = 過ごす
Hey there!
ユーコネクトのアーサーです。
お正月は「new years」と言います。
「休み」は「break」「vacation」（イギリスの場合は）「holiday」
I have new years vacation next week.
I have new years break next week.
また、「冬」の季節の長い休みなので「winter break, vacation, holiday」とも言えます。
What will you do for winter break?
What will you do for New Years break?
What will you do for New Years vacation?
What will you do for New Years Holiday?
お役に立てると嬉しいです。
よろしくお願いします！
アーサーより
To ask how someones new year went you can simply ask "How did new year go?" but you could also ask " How did your new year holiday go?" or "Did you have a nice new year holiday" both would be a nice way and get you the same answer from your coworker if you want to know a bit more about what they did then you could ask "Did you do much for your new year holiday" or "What did you get up to on your new years holiday"
お正月がどうだったか尋ねるなら、シンプルに：
"How did new year go?"
「お正月はどうでしたか」
と言えます。
また、他に：
"How did your new year holiday go?"
「お正月はどうでしたか」
"Did you have a nice new year holiday?"
「お正月はどうでしたか」
どちらもいい聞き方ですし、答えも変わらないと思います。
もう少し詳しく聞きたいなら、例えば：
"Did you do much for your new year holiday?"
「お正月は何をしましたか」
"What did you get up to on your new years holiday?"
「お正月は何をしたんですか」
As with all question forms, you may use either an open question (What...Where...When...How...Why..?) or a closed question (Did...?). Of course, the open question form is best for conversation as it encourages the listener to tell you in their own words all about the subject of your questioning.
▪ Hey, did you enjoy your New Years holiday?
This is asking the person indirectly how their New Years holiday was.
▪ Tell me about your New Years Holiday.
This is asking the person directly to tell you how the holiday was and what he/she did for the New Years holiday.
例文
▪ Hey, did you enjoy your New Years holiday?
ねぇ、お正月休みを楽しみましたか？
正月休みがどうだったかを間接的に尋ねています。
例文
▪ Tell me about your New Years Holiday.
お正月休みについて教えて。
休日がどうだったか、お正月休みに何をしたかを教えてほしいと直接的に頼んでいます。
南アフリカ 
アメリカ合衆国 
イギリス 
日本 
