<p>If he likes stocking caps and doesn’t mind the unexpected “hat hair” ruining his look,
he’ll be much warmer in a stocking cap. Also he can toss that into his bookbag as soon as he gets inside a building. A stocking cap (I think I know them as “ski caps”) can also be pulled down over his ears when he walks between buildings.</p>
<p>Tell him that 80% of all body heat is lost through the head, so it really helps the entire body relax to wear any hat. Problem with basball/trucker hats is they really don’t add any warmth, just more for sun protection. So those are popular in the Northeast in 3 seasons but not as much in winter, although I see some.</p>
<p>Smartest thing is for him to toss the stocking cap in his travel bag and wear the baseball hat on the plane. Then he can figure out which he prefers during his visit.</p>
<p>If his coat is loose around the neck, a lightweight wool scarf will close things up and keep him feeling more comfortable. Remember, too, he can buy a scarf on any corner store or on campus. You could mention it to him and he can figure it out as he walks around whether or not to add that as he goes. My S in NYC gave up on scarves, just too many pieces to remember, but he buys a close-fitting neck on his outerjacket. </p>
<p>Lots of people wear sunglasses in the winter, because the sun reflects off the snow, so that should be familiar territory for you son.</p>
<p>I agree, let him look West Coast! In terms of style, for a visit like this, he should dress so he feels like himself. If he ends up studying here, he’ll figure it out over time.</p>
<p>For now, you’re doing fine to just pay attention to keeping him warm enough when walking outdoors so he doesn’t shut down to decide it’s too cold for him to handle longterm.</p>
<p>Layering is the key, as many said above. Encourage him to take layers/pieces with him in bookbag each morning, so he can decide as he goes along through his day, using the bookbag to stash skihat, gloves or scarf when they feel like overkill. Sometimes you need more by morning and night than mid-day; or it’s a quick dash between 2 buildings. Decide on-the-spot.</p>
<p>People here take things on and off all day; it’s very exciting.</p>
<p>Has he thought about jet-lag? Take it into account when flying west-to-east. The day he lands he’ll be 3 hours off schedule. Some people prepare by altering their bedtime hours as much as feasible before leaving home. Young people cope much better than middle-age re: jetlag.</p>