I just spent a couple of days in Winthrop at a motorcycle rally, and since the Old Schoolhouse Brewery was the only brewery in town it guaranteed a visit. I tried their Hooligan Stout, Uncle Big's Brown, and Ruud Awakening IPA. All were very good. I took a growler of the IPA back to camp.
The food was also good, but incredible SLOW. The live music was wretched - thankfully that changes regularly.
Winthrop is a great destination spot, and with the excellent beer, I'd say make plans to go.