Home » Write A Letter To Your Best Friend Describing How You Are Planning To Spend Your Winter Break
Write A Letter To Your Best Friend Describing How You Are Planning To Spend Your Winter Break

If you’re in need of some writing practice, try these persuasive letter samples to your best friend. The prompt is to write a letter to your best friend and describe how you plan to spend your winter break. Think about what your life will be like when school starts again, going on vacation, the things you’ll do the first day back — whatever it is, this is an opportunity to show off all of your personality skills!
Write A Letter To Your Best Friend Describing How You Are Planning To Spend Your Winter Break
Dear [name],
I hope you’ve been having a great time in [place where they are]. I’m sorry it’s taken me so long to write, but I’ve been super busy. I’ve been doing a lot of thinking and planning for the upcoming holidays.
I’m planning on spending my winter break in [city/town] with my family, which should be fun! We’re going to go ice skating, watch movies, and bake cookies together—just like we always do. And if you want to visit us, we’d love to have you over!
How are things going at [school/work]? We still have a week or so left before the holiday break officially begins, but I’m feeling pretty excited about it already!
Dear [name],
I hope you are well. I wanted to let you know that I am planning to spend my winter break with my family and friends in our hometown. The weather there is very cold and the snow is beautiful, so it will be a great place for skiing and sledding.
I’m looking forward to seeing everyone again after such a long time away from home! I miss our cozy apartment and all of the good food we used to eat together when we were younger.
I hope you have an amazing holiday season and take some time for yourself as well!
Dear [friend’s name],
I hope you are having a great time at home. I am writing to you because I want to tell you all about my plans for winter break. I am really excited and looking forward to the vacation.
First of all, we will spend most of our time in the house watching movies and playing games together. We are going to order pizza and watch some horror movies. We will also take turns playing board games like “The Game of Life”, “Clue”, “Monopoly” etc.
We will also plan a trip to the mall and go shopping together. I am going to buy some clothes for myself as well as gifts for my family members on Christmas Day. As you know, it is very cold outside so we need warm clothes like sweaters, jackets etc., but they are very expensive so it may not be possible for us to buy everything that we need. It would be nice if you could donate some money towards this cause because then we could buy more things than usual!
I hope that this letter finds you well and happy!
Dear [friend’s name],
I hope you are doing well! I am so excited for winter break, but it is also very sad because I will be away from you. But never fear, because we will still be able to talk every day and make plans together!
I am planning on spending my winter break with family and friends. I’m really excited to see my friends from junior high, high school, and college. It has been so long since I’ve seen them!
We are going to go ice skating at the park, go to a holiday party at [friend]’s house, and have a big feast on Christmas Eve. We are going to exchange gifts with each other too! I can’t wait until we all get together again—it’s going to be such a blast!
Dear [friend’s name],
I hope you are doing well! It has been so long since I last wrote to you, and I’m sorry for that. I’ve been so busy with school and work, but I want to make sure that our friendship stays strong.
Well, this winter break is going to be a little different than the others. Instead of just spending it at home like we usually do, my family is going on a trip to Thailand! We’re leaving next week and coming back in January. It should be a lot of fun—I haven’t been anywhere outside of Europe yet, so it will be nice to go somewhere new (and warm!). Of course, it will also be really exciting because it’ll be my first time traveling alone without my parents or any siblings with me.
What are your plans for break?
Dear [best friend’s name],
Happy Winter Break! I hope you’re having a great time, and I wish I could join you. But I’m staying home this year in order to spend some quality time with my family. It’s been so long since we’ve all been together—and since we’ve been able to afford to all be together.
My dad has been looking forward to this trip for months. He’s working hard on the house so that it will be ready for us when we get there. My mother is planning a huge Christmas dinner, complete with all of her special dishes she used to make when we were kids (like the chocolate peppermint cake). And my sister has been baking cookies every day since Thanksgiving! We’re going to have a blast!
I’ll write again soon!
Hey [friend’s name],
I hope you’re having a great week. I just wanted to check in and see how you are doing, and let you know that I am planning to spend my winter break with my family. We are going on a skiing trip in Colorado, so I will be gone from December 21st until January 1st.
I am really looking forward to this trip as I have never been skiing before! It will be fun to try something new and different with my family. I know that they will be excited too because they love going on trips together as well.
Anyway, if you ever want to hang out or chat sometime while I’m away please let me know! I will answer any messages when I come back home on January 2nd!
Thanks for being such an awesome friend!
Dear [best friend’s name],
I hope you’re doing well! I’m writing to you to tell you a little bit about my winter break plans. I’m planning to spend most of it hanging out with my friends and family, but also have a few fun activities in mind as well.
On December 21st, I’m going to visit my parents in Colorado Springs. It’s been a while since they’ve seen me, so it’ll be nice to catch up with them over dinner and drinks. I’m also looking forward to seeing my brother and sister-in-law for the first time in months. They’ve been doing really well—they just got engaged last week!
After spending the first few days with my family in Colorado, I’ll be heading back home on December 24th for Christmas Eve. My best friend is coming into town from Wisconsin—she’s always such a blast! We’re going to spend the entire day together: shopping for gifts (we both love doing this), then getting ready for our big holiday parties later that evening (hers is at her house, mine is at our friend’s apartment).
Then on Christmas morning we’re going skiing at Monarch Mountain…
Dear [friend’s name],
I’m so excited for vacation! I can’t wait to get away from school and just relax for a little bit. I’m going to start with some serious binge-watching—I’ve been waiting for this all year, and now I finally have the time to do it!
After that, I’ll probably go for a walk in the park. It’s been a while since I got in any outdoorsy stuff, so it’ll be nice to get some fresh air and sunshine after spending so much time cooped up inside all semester.
And then… well, I don’t know what else. Maybe one day I’ll wake up and decide that what I really need is to see a movie or go bowling or something like that. But right now? All I want is some Netflix and chill with my favorite people on earth: you!
Dear [best friend’s name],
I hope you are having a great break so far! I’m sure you’re having lots of fun and not stressing about school at all.
It’s been a busy break for me. I did a lot of shopping, and now I have too many clothes. It’s weird how that happens. Anyway, I also spent some time with my family in the mountains. We went hiking and snowmobiling and had a blast! And my mom made us homemade soup every day, which was delicious.
My only complaint about the holidays is that it goes by so fast! I feel like it was just yesterday that we were ringing in the new year, and now it’s December again. But at least we still have another week left before school starts again!
I hope you’re having fun and staying warm out there!
Dear [name],
I hope you are doing well. I am planning on spending my winter break at home. I will be working at [job] and I will be cooking for some friends. My favorite meal is [favorite meal]. I have heard that it is going to snow this week so I can’t wait!
I hope you have a great time while you are away from school.
Dear [name],
I hope you’re having a great time in [place]! I’m so jealous of your adventures! Wish we were both there.
I’ve been thinking about how to spend my winter break, and I think I have it figured out. First, I’ll be catching up on the sleep I missed while studying for finals. Then, I’ll get caught up on all the TV shows that are coming back this season—and maybe even give some new ones a try.
After that, I’m going to do everything possible to stay warm and cozy—maybe go on a hot chocolate date with my best friend. And then? Well… the holidays are coming up soon! Can’t wait for those!
Hi [name],
It’s been a while since we’ve talked, and I’m excited to hear all about your winter break. I’m sure it will be fun and relaxing, but mine is going to be really different!
I’m going to spend my break in the mountains with my family. We’re going to go skiing and have lots of fun together. It’s really important that I spend time with them before they leave for college next year, so this will be our last big trip together.
I hope you have an amazing time on your winter break too!
Dear [friend’s name],
I hope you’re doing well. I just wanted to let you know that I am planning on spending my winter break with my family at home, but I may also take a trip to visit some friends and family who live in other states.
I’m thinking about visiting [one friend] because she lives in New York City. I’ve heard that it’s cold there, but there are lots of museums and restaurants and shopping centers where we can hang out. We could go ice skating and see the Christmas tree at Rockefeller Center, or maybe just walk around Times Square for the lights and shopping.
If anything changes, I’ll let you know!
Dear [friend’s name],
I hope you had a great holiday season! I can’t wait to see what you’ve been up to since the last time we talked.
I’m planning on spending my winter break by doing nothing but watching Netflix and eating chocolate chip cookies (and maybe other kinds of cookies). It’s going to be great! I’m excited to just relax and not have anything else on my plate.
Hopefully you’re doing something fun too!
Dear [friend’s name],
I hope you are doing well. I am writing to tell you that I will be spending my winter break in my hometown. I will be staying with my family and friends. The weather is very cold in my hometown and people usually spend their time indoors. They also go out to do some shopping or play games with friends and family members. There are also many festivals going on during this season so people can visit them as well!
I hope you enjoy your winter break as much as possible!
Best regards, [your name].
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