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Things to Do in Winston Salem, North Carolina

The best things to do in Winston-Salem include drinking craft beer, visiting historical sites, gardens, and staying in luxury accommodations.

(UPDATED MAY 2022) Winston-Salem is a city with vibrant murals, a world-class medical facility, intriguing history, and loads of fun things to do. The beer scene is impressive, the gardens incredible, and the luxury accommodations and eateries will shock you. To say my friend Angie and I had a good time here would be a gross understatement. Here are the best things to do in Winston Salem that I encountered on my travels.

downtown winston salem signs art and murals

Casual and Delicious Eats

In the short time I was in Winston Salem, I was smitten with the high level of attractions and things to do. And oh my, Winston Salem is a tasty city.

Village Tavern offers two Winston-Salem locations featuring scratch-made food, sensational appetizers, fresh salads, pizza, etc. The Pimento Deviled Eggs and Pimento Cheese Dip with assorted veggies appetizers are great starters, and the Spring Rolls and Southern Shrimp & Grits are excellent lunch (or dinner) choices. 

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deviled-eggs-with-candied-village-tavern

Bobby Boy Bakeshop has mind-blowing Instagram-worthy pastries, bread, and desserts that could easily compete with European master bakers. Who would have thought that Winston-Salem had a bakery that would transport you to France or Germany? The Instagram-Worthy display of sweets was most impressive.

bobbyboy savory bread pudding

You can also get delicious coffee and tea drinks at Bobby Boy. The sandwich-of-the-day is all the rage. If you need suggestions, try the Pear Danish, Cinnamon Roll, or Savory Bread Pudding, but I’m sure everything there is fantastic.

bobby boy pastries and bread

If you are more a fan of coffee and donuts, Dough-Joe’s is sensational at Reynolda Village. They have a cute patio and coffee shop with socially distanced tables. Ooey gooey vanilla cake doughnuts are dipped and decorated from various flavors and toppings to order.

Also at Reynolda Village is Penny Path Cafe & Crepe Shop, offering gourmet sweet and savory crepes, such as fruit, Crepe Suzette, Nutella, and “The Kitchen Sink.” 

dough joes bakery

The Katharine Brasserie & Bar in the Kimpton Cardinal Hotel is a hip dinner choice in Winston-Salem. The Katharine serves a French menu with an extensive wine and local craft beer choices. The sophisticated setting includes an impressive bar and both indoor and outdoor seating. 

katharine's winston salem steak frittes

Lastly, have a tour and tasting of the famous Mrs. Hanes’ Moravian Cookies a few minutes away in Clemmons, a Winston-Salem suburb. There are six varieties available of these cookies that even Oprah approves of. The ginger and butterscotch crisps are my favorites. 

things to do in Winston Salem, NC

Learn in Winston Salem

The Moravians settled in Old Salem in the 1760s and brought their savvy business skills to town. Today, the historic buildings hold the key to the 250-year history told through living history museums’ signage, costumed interpreters, and soon, a smartphone app via Salem Pathways

old salem historic homes and buildings

Stroll the vintage home and tree-lined streets featuring around 90 buildings. You will walk in the footsteps of an essential part of Southern history, restored to its former glory in 1964, and interpret the Moravian community. 

hells half acre Old Salem

Get Outdoors

Explore fascinating free gardens (donations suggested) at Reynolda Gardens, with 129-acres of stunning color-themed gardens, the original 1913 greenhouse, attractive blooms, and even a vegetable garden. There are places to picnic and walk around the greens. You can sense it is a place where groups meet to socialize and enjoy the great outdoors. 

reynolda gardens fountain and greenhouse

Check out the black cotton plants—they are amazing!

reynolda gardens black magnolia and papyrus

See Winston-Salem and get exercise at the same time while riding a Segway or E-Bike from Triad Eco Adventures. Segways are so much fun, and you can cover several miles without getting exhausted on your guided tour. E-Bikes are another great way to explore, and you can exert as much or as little effort as you want while riding one. They are super easy to ride, so if you haven’t been on a bike in quite some time, you will have no problem staying on it. 

triad eco adventures helmets

Relax and Unwind

I think finding a great brewery goes under the relax and unwind category. There are quite a few choices to do so in Winston Salem, including Fiddlin’ Fish Brewing Company, Foothills BreweryIndendiary Brewing (in the Bailey Power Plant), and Small Batch Beer Co.  

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Stay in a dreamy estate home on your Winston Salem travels at the Graylyn Estate. Bowman Gray, the former president and chairman of R.J. Reynolds Tobacco Company, built this historical residence in 1874 for his family. It’s bewildering driving down the tree-lined path to arrive at the massive stone mansion, an 85-room boutique hotel, and conference center filled with beautiful antiques but updated with necessary modern conveniences. 

library at graylyn estate
breakfast at graylyn estate eggs benedict and french toast
outdoors stone facade graylyn estate

While Graylyn Estates doesn’t have a formal restaurant, they still serve food, delicious food at your request and with reservations. I had breakfast included in my hotel stay and loved every bite of the Eggs Benedict, French Toast, and breakfast meats. My friend and I enjoyed a beautifully-plated salmon meal with a tasty sauce and creamy risotto for dinner.

graylyn estate dinner salmon and ahi tuna

The Graylyn Estates will provide a place where rest and relaxation are easy to find. You are free to explore and roam around the antique-filled property, with room after room of personal family artifacts and quintessential Southern charms.

graylyn estates spiral stairway and hotel room

Rooms are beautiful and offer high-end bedding, comfortable furniture, gorgeous textured and lovely wallpapers and linens, and unlimited ice cream bars from the shared ice cream room. You can stay in the main (manor) house, the Mews, nearby cottages, or the Bungalows.

Graylyn Estate is a proud member of the elite Historic Hotels of America group.

the mews at graylyn estate

Get Cultured

Artistic murals are abundant in Winston Salem, and I found some great ones. The most considerable number of them seems to be around Trade and Liberty Streets. You’ll also find some cultural shops there selling goods from around the world.

Step inside Flour Box Tea Room to sip a spot of tea, enjoy finger sandwiches and sweets, or have a traditional lunch; it’s your call. This beautiful restaurant is inside the Henry F. Shaffner House bed and breakfast, offering seven tastefully-decorated guest rooms. You’ll get an overload of delicious eats, tasty tea, and a cultural experience when you come for afternoon tea.

flour box tea and b&b

The ambiance at Flour Box Tea Room, from the friendly staff, Victorian furnishings, fresh flowers, and fancy china, will immediately impress you. One bite of the finger sandwiches, Palmier, or savory scone with clotted cream and jam, and you will be in love. The quiche is quite fabulous, too.

flour box tea room food and pastries
afternoon tea three tiered desserts winston salem

Winston-Salem Shopping

Reynolda Village is a fun place to go for a coffee, lunch, snack, or shop for all your needs at this one-stop shop. You’ll find exciting items at Monkee’s, The Barn, All Through the House—all in century-old buildings.

reynolda village shops

Mast General is a 100+-year-old Southern chain department store where you’ll find retro goods and toys, upscale outerwear, t-shirts, fun cards, and trinkets. My favorite parts of the nostalgic store are the old-fashioned candies, such as Zotz, Goo Goo Clusters, and old-fashioned sugar stick candy. 

mast general department store winston salem

Other fun offerings in Winston Salem, North Carolina, include the following: Silvermoon Saloon, Bailey Park, Trade Street, Winston Cup Museum, and the Old Tobacco Warehouses. Unfortunately, time didn’t permit me to experience them all.

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museums statues and architecture winston salem

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