A seasoned road tripper here:
A list is a must. Plan ahead and imagine outfits for every day and the activities. By doing this, you will quickly pare down accessories and pieces of clothing. Think about a main color scheme so everything goes together. Repurpose clothes for different events...dress up, dress down. TAKE your list so you will know what you have.
For days on the road? Take clothes you might otherwise donate and leave them along the way. Undies and all!
If you plan on shopping, pick up a piece or two to wear home and plan for that.
Don't drag along a bunch of makeup and industrial sized toiletries. Not worth the hassle! Spend time doing fun things.
Pack complete outfits in your bag in reverse order. Saves time and pawing through clothes. Maybe pack different bags for different segments of the trip. Things are neater that way.
Have a separate bag for take-in on road nights, then you don't have to look for things you use night and morning.
Mail home dirty clothes if it is a long trip. Insure them very well and hope they'll get lost. Thrity years and never had it happen.