Gifts under $200

Look for hats with an adjustable inner band, a drawcord, or a stretch fit, since they cover a wider range. Otherwise, borrow a hat from their closet and check the size inside the sweatband.

A mid-brim fedora in black, brown, or grey suits most people and ages. Western hats are a better choice for someone who already wears boots or ranch gear. Neutral colors are safer than bold ones.

Match the season and the person's climate. Felt suits fall and winter and is more of a year-round staple in cool places. Straw is best for sunny trips and summer, and gets worn less in cold months.

Look at what they already wear on their head and what their wardrobe leans toward. Casual dressers like caps and buckets, classic dressers like fedoras, and outdoor types like wide brims.

Start with something low commitment and casual, such as a baseball cap, bucket hat, or beanie, in a neutral color. A comfortable, adjustable fit makes it more likely to become a regular part of their routine.