Since you're just starting out with bourbon, I'd generally suggest Maker's Mark, as it has a very approachable taste. However, since you have a taste for single malt scotches, you may prefer a smokier bourbon (you may find Maker's to be a bit too sweet). Given this, I'd recommend Knob Creek or Eagle Rare 10 yo. Hirsch 16 yo is very good, too, if you can get it (production was discontinued awhile ago). Baker's might also be a good choice, but a bit more pricey.
I like Booker's, but it's got a very high proof for bourbon (I think it approaches 130). You may find this off-putting, and I wouldn't recommend Booker's as a good "starter" bourbon (I only enjoy it once in awhile). Some other choices might be Blanton's (a very good, very smooth bourbon), Buffalo Trace (a very good, reasonably priced bourbon - don't know if you'll be able to get it), or Wild Turkey Rare Breed (I've never tried it, but it's supposed to be excellent - expensive).
I'm not a big fan of Woodford, personally. It's smokey, but I find the taste to be kind of thin and the finish to be weak.
Also, while not a bourbon, Jack Daniel's is a fine Tennessee Whiskey with a consistently good taste. You might find it too sweet, however.