Where to begin? First, our winter home is in the town of Schertz between San Antonio and New Braunfels to the northeast. We've spent a good bit of time riding in the Hill Country and believe it's hard to go wrong no matter where you might go. Many of the towns in the Hill Country owe their existence to German settlers in the 1800s and much of the German cultural heritage remains. That's a good thing by the way - food, beer, wines come to mind.
Any of the following towns are worth visiting. Fredericksburg has tons of German history including unique "Sunday Houses," great restaurants and shops, and is home to The Museum of the War in The Pacific (which is both huge and spectacular). To the west Bandera is billed as the cowboy capital of Texas and also offers friendly hospitality as does Boerne (pronounced Burn-ee). Then there's Comfort (a small antique and local history center), and the tiny hamlet of Luckenbach with its bar and general store made famous by Willie Nelson. To the east of Fredericksburg on U.S. 281 is Johnson City which includes an excellent vintage motorcycle museum and is near the famous (at least to Texans) LBJ ranch and one-time "Texas White House." Farther north on U.S. 281 is the town of Burnet (pronounced burn-it) which is home to the Highland Lakes Air Museum, and the Hill Country Motorheads Vintage Motorcycle Museum, both of which are worth visiting.
As far as riding goes, almost all of the Hill Country roads are enjoyable; however, the big draw is what's known as The Twisted Sisters on Texas highways 335, 336, and 337. Here's how it's described on the "Ride Texas" website: "This 100-mile loop is, without a doubt, among the best, most challenging motorcycle roads in the state. The route follows canyons and climbs jagged, steep hills; the roads offer many tight, twisty curves with shear drop offs alongside and not much in the way of guardrails. In one 15-mile section, there are approximately 65 curves!"
I hope this might help planning your trip, if it's too much information I apologize. I don't seem to be able to write short responses!