Keeping up with the latest fashion trends can be pretty overwhelming, but thankfully, one of the golden rules of classic good looks is: Simple is always better. The A-list actress above, Naomi Watts, has beautiful simplicity down and she looks expensive. But, you know what else simple usually is? Cheaper!

Autumn is on its way and one of our favorite, always stylish looks for fall is a pretty dress and some statement boots. We’ve rounded up ten of our favorite dress and boot combos perfect for all different occasions–and all under $250!

Naomi Watt’s Clean & Chic look:

Look: Work it Out

Don’t let your dreary nine-to-five schedule and paycheck-to-paycheck living get in the way of looking red-hot at work! Red is the color of confidence and the bow-accent lends a little daytime drama. These Aerosole boots might look simple, but they are amazingly comfortable and perfect if you are constantly “on your toes.”

Red bow-front dress from ASOS: $91.00

Aerosole black boots: $59.99

Total price: $150.99