There's a time capsule of our neighborhood from the late 1990s out there: http://innercity.org/columbiaheights/ . The site, begun in roughly 1995 and mostly dormant since 2001, is a pretty fun nugget of history, both of Columbia Heights in that time and of late 1990s web design, a la Geocities and Angelfire. There are animated gifs, repeating colorful backgrounds graphics, frames and long lists.
But at the same time, the site really thorough and has a ton of information. The site has a business directory with a lot of long-gone establishments, which actually makes it seem like a really bustling area of small businesses: beauty salons, Christian bookstores, restaurants like Mr. Custard and the Waffle Shop (a former local diner chain, which also had a location across from Ford's Theater), even a Woolworth's variety store at 3200 14th St NW. The directory still lists Nob Hill, which was the oldest gay bar in the city when it closed. It was later replaced by Wonderland. It's interesting to see some of the places that are still around, like the Rib Pit at 14th and Quincy and Arthur's Grocery on 11th across from Room 11. There are a few new businesses in there too, so it's being maintained a little bit.
There's also an interesting history section that talks about the early days of the area (and they also agree with how I see the boundaries of the neighborhood), some audio interviews with local residents from 1999, news articles from 1995-2001 (I like this 1996 one about the construction of the Columbia Heights Metro, which also quotes legendarily terrible future ANC commish Lenwood Johnson), an interact page with surveys and such (unfortunately the other late 90s staple, the guestbook, isn't working.)
It's really a fun page to browse, there's so much content. The webmaster, named David McIntire, has clearly spent a lot of time on it, and with the design and the content it's really a trip back in time to before Columbia Heights became the big, busy commercial center it is now. I tried to email McIntire to ask about the site, but got a bounceback.
I first found the page on the Columbia Heights Yahoo Discussion Board, where I noticed the link listed as the "group website".