Thanks Everyone!
Honestly, the only goal I set for myself this year was to get back into riding and get in better shape. I'd say I've hit that goal.
Around here, the only real flat places to ride, is if I ride close to the shoreline. The roads are usually have heavier traffic, and lead through more industrial areas. There are some nice spots, but few and far between, unfortunately.
The other option... into the hills. Which is why I opted for lower than normal gearing on my road bikes, so I can make it up them without completely wasting myself on the effort.
2k miles this year? It actually looks do-able with my current mileage per week (70 - 100) and the amount of weeks that are left in the year. Maybe you'll see an over 2k announcement somewhere in November