If you have the opportunity to move to Hood River, I'd take advantage of it. The riding can be limited in the winter, but the spring, summer and fall riding options are outstanding.
Post Canyon, Syncline, Nestor Peak and Whoppdee are the "In Town" riding areas. Post Canyon is usually not a good winter area to ride due to the freeze/thaw. Syncline is hit or miss along with Whoopdee. I bet you could ride Sycline more often than not though. I'm not sure how Nestor Peak holds up in the winter, but I bet it's high enough to get snowed in.
If you enjoy winter sports, Mt Hood is very close.
Since fall, the off-season was about 7 weeks long while it snowed. Otherwise, there's always some sort of dirt or rocky trail to ride. If it's raining, chances are you'll ride Syncline. Then things start to dry out quick after a day or two and options start opening up.
Yup, what they've said. The off season is only when snow is on the ground, which has been between a couple weeks and couple of months the last few years - syncline (at least lil moab) runs in the rain, traction for days. Just don't plan to go to a restaurant on weekends or post weekend mornings, cause it's overrun with valley folk.
A forum community dedicated to Mountain Bike owners and enthusiasts. Come join the discussion about bike parts, components, deals, performance, modifications, classifieds, trails, troubleshooting, maintenance, and more!