We insisted that any contender for ED had to have a visit. But we got lucky that the ED choices were within a 300 mile radius with good train options; if we’d been flying around it would have likely been a little different.
I’d just challenge you a bit on him liking Yale (or finding it acceptable) if he’s ruling out cities. As you saw, Yale is SMACK DAB in the middle of New Haven, and other than the green and the quad where freshman live, it is hard to ignore the sheer “urban-ness” of it all. So if he is categorically ruling out some schools which aren’t as “fit particular” as Dartmouth is, I’d encourage him to give that a think.
People either love Dartmouth or intensely dislike it. And I don’t think it’s the location (kids who are turned off by the location don’t visit it, or apply, or even give it much thought). The social scene is pretty particular… and that either works for a kid or not.
One of mine was very interested until we attended an info session (in a city near us, not in Hanover). And the two adcom’s could NOT stop discussing skiing options, winter festivals, snow activities, etc. I’m sure there are students at Dartmouth who do not ski and don’t particularly like snow-- but it was VERY hard to get the adcom’s to address “what do those kids do when they aren’t in class or the library or the lab”.
If it’s affordable and possible- I’d encourage a visit. Maybe an overnight on a weekend?