NOTE: We are not advocating mass travel during this time, but we do want to continue to support the incredible businesses and destinations that make North Carolina so amazing. In the meantime, we encourage you to virtually travel through our articles and plan your visits for when it is safe to do get out there. Finally, while we do work hard to keep our posts updated, some activities and places may not be accessible at this time.
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A Weekend in Winston-Salem: 20 Things to Do, Food, and More

Last Updated on September 22, 2020

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Thanks to all the fun weekend things to do in Winston-Salem, we just can’t stop coming back to this North Carolina city. There’s a great mix of historic pride, food and arts scenes, and more in the city and around Wake Forest University.

We think at least a weekend in Winston-Salem will get you hungry enough to keep coming back as we do, either in the form of return stays or quick day trips. At least that’s what we’ve learned and once you see all the bucket list-worthy stuff we’re going to share here, you’ll most likely want to do the same.

This post is part of our series on Winston-Salem and more places to visit in Central North Carolina.

Weekend Things to Do in Winston-Salem NC

Understand the History of Winston-Salem

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Old Salem.

It’s easy to get caught up in the history of Winston-Salem. Originally settled by a group of German Moravians, Winston and Salem were once two separate towns that converged in 1913.

That’s why their minor league baseball team is called the Dash—by the way, watching them play is a fun thing to do, which we’ll get to in a bit.

Winston-Salem’s claim to fame is mostly for the cigarette production coming out of RJ Reynolds Company. Though it’s known as “Camel City,” tobacco isn’t the only thing Winston-Salem is known for!

The first Krispy Kreme opened in Winston-Salem and you can even tour the factory (See “Family Fun”) and learn more about the famous sweet confection!

Want more background on Camel City? Check out Winston-Salem: A Twin City History by Michael Bricker

Stay at a Historic Hotel in Winston-Salem

The Cardinal Hotel

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Overlooking the Innovation Quarter from The Cardinal Hotel.

If you’re really wanting an experience clothed in history, there’s no better place than The Cardinal Hotel. The historic RJ Reynolds building was converted into this boutique luxury hotel, complete with a bowling alley, basketball court, and ornate fixtures.

It’s also pet-friendly and steeped in subtle details that frame the masculine memories of important boardroom meetings and the future of tobacco production.

The Cardinal is one of our favorite places to stay in North Carolina. You can read more about our experience here.

Graylyn Estate

If you are seeking luxury, the Graylyn Estate is definitely where you want to lay your head. Formerly the home of one-time RJ Reynolds chairman, Bowman Gray and his wife Nathalie, Graylyn was built in 1925 and originally sat on 87 acres as part of the Reynolds Plantation.

Now, the Norman Revival Style hotel features 85 unique guestrooms on its vast and beautiful 55-acre estate. Each room is uniquely decorated so one’s experience differs upon each visit.

We included Graylyn and The Cardinal in our guide to Historic Hotels in Winston-Salem, too!

Explore Downtown

Downtown Winston-Salem is a mix of older buildings and new ones that continue to pop up throughout the city. Things are really happening, and you can find something fun just about everywhere.

Eat More than Well

Sweet Potatoes

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If you’re looking for a restaurant in Winston-Salem that gives you everything you needed to know about the South, it would be Sweet Potatoes. With her grandmother’s pan-fried chicken restaurant next door and utilizing the state vegetable in sweet and savory ways, Sweet Potatoes is a must-stop bite when in Winston-Salem.

The owners of Sweet Potatoes, along with others mentioned below, were mentioned in our feature on women-owned businesses in Winston-Salem, too!

The Katharine

Even if you’re not staying at the Kimpton Cardinal, check out The Katharine. This incredible French Brasserie serves incredibly crafted meals with incredible attention to detail, which we share more about here.

Krankies Coffee

Going back to Downtown Winston-Salem, Krankies Coffee is a cool small-batch roastery and café with the perfect vibe to start your day. We sipped on our coffee and brunched hard before exploring the rest of Winston-Salem. Make sure to order their chicken biscuit with Texas Pete!

Many of our friends rave about Mozelle’s and Quanto Basta, too. If you’ve been to the area, what are your favorite restaurants in Winston-Salem? We featured ours here.

If you’re having a hard time deciding, we think a great start to your culinary adventure in the city would be to join a Taste Carolina Gourmet Food Tour

Drink Some of the Best NC Beer

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If you want to dig into North Carolina beer, please explore the creations from Foothills Brewery!

We hear the burgers are gigantic and super juicy, too! Don’t get hung up on visiting one brewery in Winston-Salem, as you have to check out Small Batch Beer Co. and at least Wise Man Brewing!

We included Foothills and Wise Man in our collection of North Carolina breweries. NC Beer Month is in April, by the way, which we cover in our Spring Things to Do in North Carolina!

Go to a Dash Game

Sitting inside Foothills Brewing’s Downtown Taproom is one of our favorite weekend things to do in Winston-Salem any time of year, but especially before a Dash game when the season is going.

Shuttles to the ballpark run on Thursday, Friday, and Saturday and they start right next to Foothills!

Walk Around the Downtown Arts District

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The Downtown Arts District Association (DADA) is located between Trade & Liberty Street and is composed of working studios and art galleries.

You can hop on a gallery tour or just wander through the Art Trail and even bring something home with you! Take a moment to chat with some of the artists that bring beauty and spark creativity into Camel City!

Kaleideum Downtown

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Looking for some family fun in Winston-Salem? Try spending a day at Kaleideum Downtown (formerly the Children’s Museum of Winston-Salem). The downtown location features exhibits rich in STEM and the very popular Krispy Kreme Doughnut Factory.

Kaleideum North

Kaleideum North (previously SciWorks) boasts a lot of outdoor activities for the whole family. Whether it’s stargazing in the planetarium, strolling one of the many nature trails, or checking out the animals living in their habitats, there’s plenty for a young explorer to experience as well.

Kaleideum also features in our guide to children’s museums in North Carolina!

Visit Old Salem

The twin cities wouldn’t exist without Old Salem. Settled by Moravians, this tiny town gives us a glimmer into life in the 18th century. As the property and land were owned by the church, many of the townspeople of Salem fine crafted trades to generate revenue.

You can stroll through Old Salem for free or you can purchase a ticket that grants you access to the workshops and to craftspeople dressed in period garb who specialize in everything from baking, blacksmiths, quilting, or pottery. It’s really cool to learn from these people, so we suggest getting a ticket from the Visitor’s Center.

We can easily think of ways to explore Old Salem and even wrote about it here

Bonus Challenge: Try to walk through Winkler Bakery without buying something.

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We triple-dog-dare you…

We also included this Moravian cookie challenge in our year-round in our Bucket List of Things to Do in North Carolina

Tour Reynolda

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The lawn in front of Reynolda House is not a bad place to explore. However, a visit to the historic Reynolda House is a must.

Not only does it serve as a museum for interesting American Art, but you’re also able to tour the house as it was designed and decorated by the Reynolds family in 1917.

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Complete with a bowling alley, squash court, indoor pool, and luxurious interior design, you can transport yourself back to a time and place where one the wealthiest families in America lived and entertained.

The nearby gardens have some cool designs and are a great spot for throwing down a blanket and relaxing for a while.

Reynolda House ranks near the top of our favorite weekend things to do in Winston-Salem. We also included it and other Dash City favorites in our guide to North Carolina’s awesome museums.

The AR Workshop in Reynolda Village

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Reynolda Village is a fantastic shopping and center utilizing the outlying buildings from the original Reynolda Estate. Shop, dine, or even craft! Reynolda is a place where you can spend an entire day exploring!

Winston-Salem Parks and Greenways

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Quarry Park.

Winston-Salem is home to some fun outdoor places to explore, too. For a cool view of the city while still in a natural setting, check out Quarry Park. 

Muddy Creek Greenway and Salem Creek Greenway are two more options if you’d like a nice getaway while in Winston-Salem. 

On the parks’ side, we thoroughly enjoyed Washington Park, especially for the giant dinosaurs all over the playground. 

We know there are many more parks and outdoor spaces to enjoy in Winston-Salem and would love to know your favorites! 

Exploring Winston-Salem’s Surroundings

Vineyards and Wineries

Exploring the 1.4 million-acre Yadkin Valley is one of the finest things to do in North Carolina. It’s just west of Winston-Salem and rich in vines! If you head out there, you’ll find 45 vineyards and wineries to choose from. Our advice? Keep coming back and cross one off your list each visit!

While we do the same, here are some other places you can check out for a wonderful day trip from Winston-Salem.

Hanging Rock State Park

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Nice viewpoint from Cook’s Wall at Hanging Rock State Park.

30 miles north of Winston-Salem and you can find yourself trekking high about the clouds at Hanging Rock State Park. This 7,869-acre park’s trails are some of our favorites to hike in North Carolina.

However, you can also chill out by the water or on a boat, or camp out for a weekend. Our favorite trails are Cook’s Wall and Moore’s Wall, but if you’re looking for a shorter hike there are plenty of waterfalls (one of the best in NC) or even boat rentals to paddle along the lake.

Hanging Rock is home to our favorite mountains away from the mountains, which we explained here.

Pilot Mountain State Park

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Short on time but still want some fantastic views? Head north from Winston-Salem about 22 miles to Pilot Mountain State Park. This geological feature sticks out like a sore thumb! But the views are best from the top.

Drive up the winding road and look down on the beautiful sights of rural North Carolina. You may even catch sight of brave people scaling the side of the mountain’s steep cliffs!

What else is there to check out around Winston-Salem? We’d love to know more!

Visit All Year

The best times to visit Winston-Salem and Central North Carolina are during Spring and Summer. Since there are tons of things to do, June, July, and August remain the busiest months to spend time in Winston-Salem.

However, the winter months still have warm days and some people have figured out the benefits of off-season travel. Don’t discount fall, too!

With temps sometimes hitting in the 80s, hotel prices drop and fewer visitors come to the area. However, you’ll find plenty of activities for every season in Winston-Salem.

If you’re looking for weekend things to do in Winston-Salem, check here for events happening throughout the year. Many are free, in case you’d like to travel while minding your wallet!

Our Thoughts and Yours, Too!

While digging into these weekend things to do in Winston-Salem, one thing we realized is that this really is a city for everyone. Whether you’re a foodie, brew lover, oenophile, love the great outdoors, history buff, or a family, there really is a lot to fill your itinerary.

The city is perfect for a day-trip, a weekend getaway, or a long-term commitment. Personally, we see Winston-Salem as a great way to experience all that North Carolina has to offer.

Ever been to Winston-Salem? What did you think of it? What’s the first place you’d check out when in Winston-Salem? If we missed something, feel free to let us know about it.

Disclosure Note

Special thanks to Visit Winston-Salem for helping us with admission to Old Salem and Reynolda House. All opinions within this article are our own.

5 thoughts on “A Weekend in Winston-Salem: 20 Things to Do, Food, and More

  1. Dan McLaughlin says:

    If you want a quick trip to a boutique vineyard, just 20 minutes from Downtown Winston-Salem is Cellar 4201. It’s beautiful and has some great wines. Wines are well made and worth the trip.

  2. NB Arnold says:

    We love the art on the buildings in DADA, Kermits Hot Dogs, Reboot – an arcade with pinball, skee ball, old video games like Asteroids and Pac-Man nice stop for kids or adults and they serve beer…., love Bethabara Park, the old Shell gas station and a Saturday night stop at Bowman Gray Stadium – a NASCAR icon and an at least once-must-see for stock car racing…..I like that other than hiking, everything is close together.

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