Things To Do

Gears and Guitars Festival

Happening throughout downtown Winston on May 24 and 25, this festival features bicycle races, free live music, and more! On Friday there will be drag bicycle races on Fourth Street from 7-9 pm and a free concert on Marshall Street at the same time. On Saturday the races occur around Bailey Park and start at 9:10 am and the live music at Bailey Park starts at 12:00 pm.

Reynolda Gardens, Village, and Museum of American Art

One of our favorite places for a walk not far from downtown. Easy trails meandering through fields and alongside ponds will get you into some nature. Enjoy a leisurely stroll through the beautiful gardens, or shop-hop in the Village. The Village Tavern, a restaurant in the Village, has great food and pleasant outdoor seating. Or, appreciate the art and historic objects on display at The Museum of American Art (admission fee required for the museum).

Tanglewood Park

A large county park just outside of Winston-Salem, Tanglewood offers nature trails (bring your binoculars!), a dog park, playgrounds, golf, horseback riding, swimming (the Peter S. Brunstetter Aquatic Center has an amazing pool with baby areas and water activities), and more! Admission fee is $2 per vehicle.

Old Salem Museums & Gardens

Travel back to simpler times at historic Old Salem! Located near downtown, you'll find restored buildings from the original Moravian settlement, a bakery, a museum, and even reenactors. This is a fun place for a walk, but entry into some buildings requires a fee.

Kaleideum

A kid's museum located downtown. We haven't been but it looks pretty cool!

Tate's Craft Cocktails

A fun little bar with excellent cocktails. They have live jazz on Thursday night.

Incendiary Brewing Company and Cugino Forno Pizza

Located downtown, the brewery and pizza place are adjacent to each other and share a great outdoor hang out space which regularly has live music on the weekends. The beer and pizza are both excellent. They are also near Bailey Park which also frequently has events.

Forsyth County Central Library

Located downtown, this great library often has events for kids, such as Family Story Time on Saturday at 11:00 am.

Winston Salem Arts District

Located downtown, this area has art galleries, restaurants, bars (including an arcade bar!), and coffee shops.

The Southeastern Center for Contemporary Art

A great art museum located near Reynolda that offers "the art of our time through exhibits, experiences, and education programs." There are indoor and outdoor exhibits.

Lam Museum of Anthropology

Located on the Wake Forest University Reynolda Campus. We've never been there but it sounds interesting! Maybe combine it with a walk at Reynolda Gardens.

Bailey Park

This park on the edge of downtown regularly has food trucks, live music, and other events. During the wedding weekend it will host the Gears and Guitars festival which has free cycling events and live music.

Parks and Playgrounds

This website is a great resource for finding good parks and playgrounds in and around Winston.

Tennis at Hanes Park

David once took tennis lessons here.

Winston Lake Golf Course

Reynolds Park Golf Course