Dressing in layers can help to keep you warm in the north and allows you to remove layers as you travel south. It can get chilly in airplane cabins and in air-conditioned cars, making a top with long sleeves or a hoodie a good travel option. If you are traveling for business, your suit, sports jacket or blazer will be sufficient to keep you comfortable if there is a chill in the air.
Be prepared if you are traveling by airplane to remove any outerwear or sweaters as well as your shoes at the TSA checkpoint. Choosing shoes that are easy to remove and put back on as well as comfortable for long walks through the airport are a good choice. You can always pack your stylish shoes in your carry-on bag.
You want to arrive at your destination looking fresh and wrinkle-free. Dressing in fabrics that wrinkle excessively a bad choice. I personally avoid linen. Choosing dark colors is more practical because they hide a multitude of sins. Things get spilled and it is easy to end up with a smudge on your beautiful white skirt or pants. Save them for when you arrive at your destination. A top with a pattern is also a good idea for the same reason; if during your day of travel anything gets spilled on you. It won't show nearly as much.
The outfit you choose for traveling day will be determined by not only your mode of travel but by the reason for your travel. When you are traveling for pleasure you can feel free to wear your favorite pair of jeans or sweats. If you are traveling for business that isn't going to be an option. You will probably not be going to your hotel before you are expected at a meeting. Choosing a wrinkle-free fabric will help you to arrive looking professional.
No matter what the reason for your travel you will need to keep your ID and personal items safe. For men, the inside pocket of your jacket or at the very least your front pants pocket offer some protection. Pouches which go around your neck or around your waist are an option but they can be bulky and hard to get to. These are only needed if you are traveling to a place with a very high record of theft or pickpockets.
For women, a small bag with a strap that can be worn across the body or a large bag that can be tucked under your arm is best. Just remember to keep your mind on your belongings at all times and don't lose track of your purse for even a minute. A distracted traveler is an easy target for a thief.
The basic rules to keep in mind when choosing your clothes for traveling are safety, comfort, and practicality. Choose darker colors, materials that won't wrinkle, shoes that are easy to remove and put back on and practical for walking long distances. If you keep all of these in mind, you will arrive at your destination looking good and ready to get down to business or to having fun.