The Only Packing List You Need: Weekend Road Trip Away in Winter Wonderland Edition

What’s the best part about taking a nice weekend road trip to a cold winter wonderland? Definitely not packing. 

Planning a trip with your friends or family can be stressful and fun at the same time. Oftentimes, unexpected circumstances come up that aren’t exactly under your control. But guess what? Packing doesn’t have to be stressful at all if you follow a clear packing list. 

I’m sure a lot of us have experienced leaving packing to the last minute and then getting in the car wondering if you forgot something at home. It adds extra stress that you definitely don’t need to be feeling. I also know that some of you think making a packing list is just as tedious as packing itself. I’m here to help you knock out that first step without having to put in extra effort. 

A woman packing a suitcase for a winter road trip, carefully organizing clothes, accessories, and travel essentials for a cozy weekend getaway.

Imagine this: it’s the night before your trip and you realize you haven’t even started packing yet. As new adults, we have so much to worry about in our everyday lives that this is usually not the primary thought in our brains – so I get it. But instead of taking out your clothes and toiletries and dumping it on your bed to sort out, you have a list of items that are just enough for your 3-day winter vacation. You go through that list one by one and voila! You’re all packed and ready to go! You wake up the next day knowing that you have everything you need, and the only emotion you’re feeling is excitement for the trip – no anxiety or worries (at least about packing lol).

Doesn’t that sound amazing? Well I’m here to make that imagination a reality.

As someone who has traveled internationally and domestically all throughout college and after, having this packing plan has been a complete LIFE-CHANGER. I have been making packing lists for myself to make sure 

1) that I don’t forget anything 

2) to have outfits planned out so I don’t overpack and

3) so I feel as little anxiety as possible during my travels. 

A white suitcase and purse in front of an orange apartment door, packed and ready to go on the winter road trip.

In this “The Only Packing List You Need” series, I’ll be sharing with you my personal packing list for different occasions, keeping in mind the destination, travel time, and comfort. 

For this blog, I’ll be focusing on a weekend trip to a cold, winter wonderland. Whether you’re taking a family trip to the cabin or a road trip with friends to an AirBnb, this packing list will give you a great guideline for what to pack.

Snowy road in the winter showing the route of the road trip that we are packing for.

Personal Items

When I pack, I like to start with the most important items first. That would include everything like:

Packing essentials like a book, glasses, a water bottle, phone, chargers, and laptop into a purse to take on the road trip.

In my personal bag, I would also include things I would want easy access to during the trip:

I usually pack all of the above in a backpack or a duffle bag and keep it with me near my seat. 

Clothes

Who else has realized at the end of their trip that they didn’t even wear half of the things they brought? Just me? Probably not.

Now I know everyone has their own style of clothing and what they like to wear, but this is the guideline I follow for a 3-day winter trip to make sure I have everything I need – nothing less, nothing more. 

Mind you, this should all fit into a carry-on size suitcase. I’m using the Monos Carry-on Luggage at the moment and absolutely loving it!

First things first, start with the inner layer, which would include:

  • Underwear – Pack 3-4 just in case
  • Socks – Two long ones and one short one
  • Bras (if you’re someone who uses them) – 2-3 should be enough
A woman packing winter clothes into a suitcase, including sweaters, scarves, and boots, preparing for a stylish and warm weekend road trip.

Next, your middle layer. Depending on the trip, I lay out the outfits I want to wear and roll them up together. For a 3 day trip, I would need 2 outfits aside from the one I’d be wearing on the way there. Other times, I would just bring a few things that I can layer like this:

  • Shirts – I would usually pack 2 long sleeve shirts plus maybe a t-shirt
  • Trousers – If you’re going somewhere snowy, lay off the jeans and go for a water resistant one. 
  • Leggings – This could be worn under the trousers or by itself, depending on the weather AND if you plan on working out at the hotel, your leggings can be used for that as well!

Lastly, the outerwear. Again, this really depends on what you’re doing or what the weather is like, but 

  • Sweatshirt
  • Coat
  • Vest

Is a solid combo.

A stack of three cozy neutral colored sweaters, ready for a winter road trip

Plus other essential items for your clothing:

  • Shoes
  • PJs or sleepwear
  • One nice outfit (if you’re anticipating a nice dinner)
  • Jewelry
  • Accessories (gloves, scarves, belts, hats)

I will go more into exactly how to pack these things in an organized way below!

Toiletries

Another essential when traveling, especially if you’re a skincare fanatic like me! I try not to take my ENTIRE skincare routine with me on short trips like this to save space and the hassle. My toiletry kit includes the following:

  • Toothbrush and toothpaste
  • Floss
  • Deodorant
  • Hair brush
  • Hair product – I usually bring a hair mist or hair oil to make sure my hair stays neat.
  • Skincare (Makeup remover, cleanser, toner, serum, and moisturizer) Find out the exact products I use in my skincare routine!
  • Sunscreen – even if it’s cold and gloomy out, SPF will save your skin! My go-to is this Biore UV Weightless Moisturizer.
  • Makeup
  • Feminine products
  • Nail clippers
  • Tweezers
  • Perfume
Towels, brushes, and skincare products

Other

Now that we’ve covered all of the essentials, let’s go into the extra things you can pack. I will leave this up to you, but that might include things like 

  • Playing cards
  • A travel pillow
  • Snacks
  • Glasses/contacts
  • Medication
  • Book
  • Tea/coffee bags

As an avid traveler, I have found a few things through trial and error that I wish I’d known before. Tips to stay organized before, during and after your travels, how to keep your clothes smelling and looking clean, as well as how to stay safe (especially if you’re traveling by yourself).

Woman reading a map while packing for a road trip.

Tip #1: Use packing cubes or pouches

Rather than throwing everything into your suitcase, categorize your clothes into pouches. I like using packing cubes like this or gathering whatever little bags I have at home. You can even put socks and underwear in one bag, and separate everything else. 

Tip #2: Roll up your middle-layer clothes based on outfit

Rolling up your clothes instead of folding them is an amazing technique for saving space and keeping your clothes less wrinkly. I do this not only with individual items but with full outfits. Let me explain.

First, I would take whatever bottoms I’m wearing (in this example, let’s say I have a pair of jeans). I fold it in half lengthwise and set it down. On top of that, I layer the top I’m wearing, folding it lengthwise again, making sure that it aligns with the pants. Then, I would layer any other item of clothing I need for that outfit, like tights, scarves, tanktop, etc. I roll it all up with the trousers as the outermost layer. 

This saves me time it would take picking out my outfit, and helps me stay organized.

Tip #3: Bring an extra plastic bag for dirty clothes

I absolutely hate putting clean clothes in the same place as dirty clothes, especially when I’m only halfway through the trip. To avoid this mess, I bring an empty laundry bag or plastic bag dedicated to dirty clothes. Something like this is great because you can fold it really tight and it doesn’t take up any extra space in your luggage. 

Tip #4: Use dryer sheets in between clothes

Grab a few dryer sheets and place them in between your clothes to keep it smelling nice and fresh throughout your trip.

Tip #5: Bring an extra padlock for your luggage

You don’t necessarily need to worry about this if you’re traveling somewhere safe or to your own holiday home, but for those staying at a motel or an airbnb, I suggest bringing a padlock like this with you to lock your luggage. I personally use one for my backpack and one for my suitcase. It may seem like too much, but better safe than sorry!


Going on a winter getaway road trip is SUPER exciting, but using a packing list like this will make your trip even better. Try it for yourself with the packing list below and let me know what you think!

Happy packing!

With love,

Your Caffeinated Friend

The Only Packing List You Need for a Winter Road Trip