Yeah I can see why that would have you concerned. Looks like you are land locked by 50+mph roads. I have area like that near me and I sure wont ride it but I have a good way around it. Velocity poisoned traffic coming off the hwy without having to stop at a light or stop sign is a bad combination. While that is not access controlled road it might as well be.

Now look at that rail spur to the left of the interchange. The fist spur above 64 becomes a road. What is the possibility running down the side of that spur under 64? That would let you run through the buisness complex and use a light to cross Greenbriar on Woodlake. A hybrid like the Buzz I posted would be fine on that road if there is a packed path leading becide the rail line.

You do seem to have a shortage for Hybrids in your are. Some really good deals on road bikes though.

WOW What a DEAL! Loaded and ready to comute! That is one of the finest touring bikes of the early 80's. Right in there with the Miyata 600-1000's and Treks. Bomb proof 40spoke back wheel.
http://norfolk.craigslist.org/bik/1719746498.html I have one of those. GREAT bike! That looks like a 52-54cm. You might have enough leg for it if you like the road bike style better then a Hybrid. It has 27x1 1/4 tires (roughly a 32mm wide tire) It will do good on packed trails if that Rail spur is viable. If you can flat foot that bike with a 2-3 fingers between your pubic bone and the top bar you can ride it. http://classicfuji.com/1984_13_Touri...esIII_Page.htm $30 worth of fenders and you would be there.

If nothing else try to buy that for the bags if is too big. Relist it for $200 and let it go for the first offer over $160 and make a little coin on that one.

The Schwinn at the bottom is one of their under appreciated bikes. Thats a really good price. I resold one of those for $150. That bike was built in Japan by Panasonic. http://norfolk.craigslist.org/bik/1711675468.html

Rockhoppers are good bikes. I normally do not like suspension for riding on the road but that is one of the few bikes I currently see in the style I think you may be interested in. This is a late 90's if not newer. http://norfolk.craigslist.org/bik/1711114943.html I would let that one sit for a another week and see if it is still available and offer then $200. MAKE SURE THE SHIFTERS WORK PERFECT. Shifters like that tend to hang as the grease dries out with age. A lot of times you can flush them with WD40 and get them working but use it as leverage for the price if they hang. $20 and $30 installation you can get them replaced with Grip shifts from most bike stores.

Little down the line from the hopper but a decent bike. http://norfolk.craigslist.org/bik/1710153351.html

Good price same deal with the shifters. http://norfolk.craigslist.org/bik/1709698036.html

Decent Hybrid with tires biased for the road. http://norfolk.craigslist.org/bik/1705607170.html

WOW! OMG I WANT! This Nice fixer upper if the frame and not rusted. http://norfolk.craigslist.org/bik/1697566570.html Damn shame somebody let it fall into such disrepair. I'd buy that in a heart beat to fix and flip or give to my wife. Bridgstones were very nice and that bike has a kick ass head badge .

Grant from Rivendell (Nice $$$$ http://www.rivbike.com/ ) use to work there and that may have been when he was there making that a "poor mans (or ladys in this case) Rivendell". Set of Dove handle bars and you basically have a Betty Foy. Grant frequents the site BTW

If you jump on that That bike needs a $100 tune up (full lube and cables), tires (get Pasela's for $30 each) and look at a Terry Saddle ($50 on sale at Performance bike). If you want to make it into the Riv Betty then $40 for bars and $40 or so for brake levers. That honestly would make a wonderful bike. I wish I was close enough to come grab it. You might want to hit the classic and vintage forum and see if there is a member in the area that might take on that as a project for you if you like it. That would put you close to your $300 budget.