<p>I'm from Portland, I took a couple classes at Reed my senior hear of High School, and I'm a sophomore at Oberlin. So I guess I'm in sort of a unique position to answer your question.</p>
<p>A friend of mine, a senior from my high school also taking classes at Reed asked me the same question the other day. So I'm going to copy some stuff from my email to her:</p>
<ul>
<li><p>Oberlin is over twice the size of Reed. It makes a big difference. Reed always seemed tiny to me, but Oberlin seems more comfortable. It's still small, though -- you can't help but run into people you may be trying to avoid, for example -- but there are always new people to meet. I think it's a great size, personally: not confining and still a community.</p></li>
<li><p>Oberlin has a music conservatory. I didn't really think about it before I got here, but it's great! There are concerts ALL THE TIME. 500 a year! That means there is, on average, more than once concert every day. I've met people who play bassoon, jazz bass, baroque recorder, and other amazing things. They bring a very different type of diversity to the school, and I really like it. I don't know if you're a musician, but if you are there are lots of ways to take classes and lessons in whatever you play. Last winter term, I took a class on making electronic music, and it was really interesting. This is one of the things that really sets Oberlin apart from any other school.</p></li>
<li><p>Location: urban/small town. Oberlin (the town) is reeeally small. I kind of like it. Some people don't. If you want to get out of town, Elyria (~10 miles) has all the big box stores to buy crap. Cleveland is also about an hour away, and people go there to do stuff from time to time. But the somewhat-insular nature of our campus means that people really invest into creating stuff to do here rather than "going out" for fun. There's plenty to do. But it isn't a ten-minute bus ride away from downtown Portland.</p></li>
<li><p>Reed is, I think, more academically intense. Oberlin doesn't have a Hum 110 or a thesis requirement. I think Oberlin classes generally have less reading too. But people often take more classes each semester here (it seems), and things like double majors (almost impossible at Reed) are pretty common. Also, you can do Honors your senior year and write a thesis, if that's what you want. I don't know. Reed was always a little bit scary, and Oberlin seems more reasonable.</p></li>
</ul>
<p>But it's truly a tough call. I would definitely considered Reed very seriously if it weren't in Portland -- I just really didn't want to stay in my home town. I really like it here at Oberlin. Winter Term and ExCos are AWESOME. Seriously. And OSCA, our co-op system, if you're into that. (Reed actually has a co-op, but there's only one and it's much smaller.)</p>
<p>That's only really scratching the surface. You posed a very difficult question. If you have any more specific questions, I'll do my best to answer.</p>