Trail to Taproom Hike and brewery tours in Chicago. Hike Trails, Drink Beer. If you’re anything like us, you like hiking and drinking beer. We’re a Chicago-based tour company that brings you and your friends to a local trailhead (for a hike) followed by a local brewery (for a beer). We travel by way of a vintage 1992 Toyota van that seats 9 folks. Our tours are equal parts adventurous and tasty.Ready for a Trail to Taproom adventure? We are. Upcoming Trips About Us Find your pairing. Book Now Subscribe to our Newsletter Keep up with trips, sips + news. Email Address Sign Up Thank you!