Well as many of you know, this is where Lukas and I met. Being near and dear to our hearts, it should be your first stop. Not to mention the BEST ale selection in town. Make sure to give Harris a hug from us!
We love to come down here to walk Cheezy around the grounds of the Reynolda House. There are several places to grab a bite to eat, our favorite being Penny Path Cafe. Their crepes are amazing and the coffee will help you push through the day. Make sure to walk through the greenhouse and see beautiful plants from all around the world, followed by meandering along the garden paths. Personally, we love to take a picnic out there and read (okay, Lukas is technically but on reddit) and relax.
You'll find wonderful coffee shops, pizza, a brewery and a lot more to do in this part of downtown. This is a great place to start your exploration of Winston-Salem and branch off to check out other breweries around the corner. You can't go wrong here!
Our local indie/foreign film theater. Its a great spot to see a film that's been on your radar.
Not too far from town, we enjoy going up here for a quick hike. There are several to choose from, our favorite being the Moores Knob Trail. This takes you up to a fire town and has great views of the foothills and Piedmont.