I don't have advice for getting to 66, but once you get to 66, you've got a beautiful ride in front of you. The Custis Trail parallels 66 from the Key Bridge until you get to 29 and 66 in Falls Church, where it connects with the W&OD. As others have stated, the W&OD will take you the rest of the way to Reston. From Falls Church, Reston is about 12 miles.
The Custis trail is pretty easy to join from Glebe road, from the Little Spout Run/29 entrance onto 66, or even from the Key bridge, but many residential streets also have access points.
My advice is to spend a Saturday scoping out roads to get you to 66. Then ride it on Sunday to figure out how to navigate intersections and connect with the trails. Also, check out the
www.waba.org website; they have lots of maps and resources for bikers.
The W&OD will beat the daylights out of any other road you may find yourself on. Instead of glass, cars, and exhaust, you will get trees, cardinals, and fresh air. I've even seen a couple of foxes on the morning commute.