Cascade Lakes Highway is used to access a number of main bouldering areas, driving from Bend they are in this order (Listed in miles from Mt Washington roundabout):

3.2 mi - Meadowcamp (on your left),

3.7 mi - Widgi Creek (less than a mile further, on the right)

6.0 mi - Green Gate (on the right, a few miles further, past the visitor center)

And probably quite a few more zones yet to be discovered/developed

Drive out of town on 14th Street/Century Drive. After you go through the roundabout that intersects with Mt Washington Drive, you are on Cascade lakes Highway. Driving mileages above are listed from this roundabout.