40 Cool Things To Do In Winston Salem: The Ultimate List

40 Cool Things To Do In Winston Salem: The Ultimate List

You are currently viewing 40 Cool Things To Do In Winston Salem: The Ultimate List

If you are looking for cool things to do in Winston Salem, then what better way than by taking advice from a local?!

Winston-Salem is a great place to live as it has a ton of big city amenities without the crazy crowds and traffic. Because of its location, Winston allows for quick day trips to the mountains or a weekend beach getaway.

Cool Things To Do In Winston Salem

Old Salem Museum & Gardens

Old Salem was a town that was settled by the Moravian community in 1766. Old Salem acts as a living history museum as living-history interpreters practice the trades of tinsmiths, gunsmiths, bakers, and carpenters as people visit the town.

In addition to the reenactments, there are 20 historic buildings to explore, making this a unique and must-do activity in Winston-Salem.

During your visit to the Moravian settlement, you will get to see how bakers made bread, how potters shaped clay, and how shoes were made. Don’t forget to take a stroll through the beautiful gardens during your visit!

COSTPET FRIENDLY
$No

Visit The Reynolda House

Photo cred: Preservation Forsyth

The Reynolda House was originally home to R.J Reynolds, the founder of R.J. Reynolds Tobacco Company. Built in 1917, the house is now a public Museum of American Art that features some exquisite art masterpieces. When visiting the Reynolda House, you get the chance to experience the life of the wealthy in the 1920’s.

The house remains decorated as it was when the Reynolds were residents. Rooms throughout the home feature a bowling alley and an indoor pool. Make sure to see the elaborate gardens when walking the 170-acre estate!

For free museum admission guidelines, check here!

Pro Tip: Check with the local public library. Sometimes you can get free ticket admission through them!

COSTPET FRIENDLY
Free – $No

Walk Around Historic West End

The West End Historic District area of town was designed in 1890 as a “streetcar suburb.” It continues to feel the same way as it did back then, full of charm and architectural gems. Architectural styles range from Queen Anne to Neo-Classical Revival to Colonial Revival to Craftsman styles.

Located on Burke Street, The SNOB shop is a popular consignment store and shopping destination in the area.

COSTPET FRIENDLY
FreeYes

Shop on Trade Street

Head to Trade Street to explore all the boutiques and charming specialty shops. There are several snack shops and cafés that line the street and make for a great afternoon out. I must warn you – parking can be difficult depending on the day and time of day you go. So plan accordingly!

Some popular destinations on Trade Street include Kindred Spirits for holistic supplies and The Mast General Store for a variety of outdoor gear.

COSTPET FRIENDLY
Free – $No

Eat Some BBQ

As the saying goes – “When in Rome, do as the Romans do.” North Carolina is known for their BBQ. In fact, each fall one of the largest festivals in the United States occurs 30 minutes away in Lexington, NC: The Lexington Barbecue Festival.

To get you started on your BBQ journey, we’ve got you covered:

COSTPET FRIENDLY
$-$$Depends on outdoor seating

Historic Bethabara Park

Bethabara Park is a charming and historic place to visit. Bethabara Park was a Moravian Settlement that was started in 1753 prior to the community’s permanent relocation to Old Salem.

What remains are beautiful walking trails around the 183-acre property, great places to spot wildlife, and preserved historic buildings. On the first Saturday of fall, Bethabara Park hosts the annual apple festival that invites the community to experience a piece of their history and culture.

COSTPET FRIENDLY
FreeYes

Quarry Park

Another fun thing to do in Winston Salem is to visit this Quarry Park. Relax at this nature-filled wonder in Winston-Salem. This quarry offers some inspiring views of both the city skyline and the water-filled quarry below. Functional from 1920 to the 1970s, the quarry slowly filled with water after it was no longer in use.

When visiting Quarry Park, there is a long pier that extends above the quarry for a spectacular view. If you don’t feel like climbing up to the pier, there are other walking paths you can enjoy.

Bonus: Pet-friendly! Take your dog with you, just make sure you keep em’ on a leash!

COSTPET FRIENDLY
FreeYes

Step Back in Time at Mast General Store

Visiting the Mast General Store is another fun thing to do in Winston Salem, especially on rainy days or if limited on time. A trip into this shop will take you back in time and walk you down memory lane.

In traditional fashion, they sell a little bit of everything. From home goods, outdoor gear, footwear, old-fashioned toys, books, and more than 500 varieties of old-fashioned candy, the Mast General Store has something to interest anyone who enters. They have multiple locations!

COSTPET FRIENDLY
DependsYes

Photograph the Shell Station

This is the last standing clamshell station in the United States. In the 1930s, there were originally eight of these shell stations built; however, over time the other shell stations did not last with the changing times.

The remaining shell station in Winston-Salem was restored in the late 1990s by the Preservation North Carolina historic society and today remains a historic landmark just north of Interstate 40.

COSTPET FRIENDLY
FreeYes (To Drive By)

Walk the Art Trail

The Art Trail is a self-guided walking tour of murals and public art through the downtown Winston-Salem arts district. Winston-Salem is home to the famous Art-O-Mat, a machine that is revolutionizing art. 

What the heck is the Art-O-Mat? It is an upcycled old cigarette vending machine that now spits out a piece of artwork about the size of a cigarette box. Be on the lookout for these machines as you walk the art trail. You may spot an Art-O-Mat machine at Krankie’s, a/perture Cinema, or Wise Man Brewing.

As you enjoy a beautiful walk through downtown Winston, enjoy everything this city has to offer. Known as the City of Arts, be prepared to see mixed media from graffiti, vintage signs, murals, pop art, and more.

COSTPET FRIENDLY
FreeYes

Check Out the Coffee Pot

An iconic display of cultural heritage, a visit to Winston-Salem would not be complete without a stop at this roadside attraction. Standing over 7 feet tall, it is hard to miss this piece of art. This metal coffee pot was constructed by two Moravian brothers in 1858, making it one of the oldest sights in the city.

This massive landmark was once used to promote a local tin shop, grabbing public attention. It has been said that it can hold up to 11,840 cups of coffee!

COSTPET FRIENDLY
FreeYes

Visit a Brewery

One of the best things to do in Winston Salem is to hit up a brewery, enjoy a beer, and take in the different atmospheres. There are a multitude of microbreweries in the area to explore!

  • Foothills Brewery: This is the most popular and well-known brewery in Winston-Salem. They have made a name for themselves by making high-quality beverages. They recently expanded to a second location that allows them room to host events and festivals.
  • Incendiary Brewery: I love the industrial atmosphere of Incendiary. It’s also located near Cugino Forno Pizzeria!
  • Fiddlin’ Fish Brewery: Opened in August 2017, Fiddlin’ Fish is a family-owned business that is located in the Downtown Arts Districts. In addition to their craft beers, you can get involved in their run or ride club.
COSTPET FRIENDLY
$-$$Yes

Check Out Bailey Park

Located in the Innovation Quarter, Bailey Park is 1.6 acres of public green space. They often host concerts, food trucks, festivities and other free events for the community. Even if there are no festivities occurring, it is a great place to go exploring, have a picnic, and have a relaxing afternoon.

Check out their events calendar for outdoor movie nights on the lawn and for free yoga!

COSTPET FRIENDLY
FreeYes

Enjoy a Visit to Tanglewood Park

Located just 15 minutes from downtown Winston-Salem is Tanglewood Park. Josh and I frequently visit Tanglewood and enjoy all of the amenities that the park has to offer. Situated on 1,200 acres, Tanglewood Park offers walking trails, 2 golf courses, a public swimming pool, paddle boats, Softgolf, a dog park, a BMX racing track, an RV park, tennis courts, bike trails, and more.

For a $2 entry fee for personal vehicles, you can ride through the park at your own leisure. Additional fees may be required to participate in other amenities and/or attractions.

If you are visiting during Christmas, be sure to check out the Tanglewood Festival of Lights Display! Just be sure to get in line early!

COSTPET FRIENDLY
Free – $YES

Visit Winkler Bakery

Winkler Baker is the oldest continually operating bakery in America! It’s located in Old Salem, so if you plan to visit this historic area, add Winkler Bakery to your list. 

We love how the bakers are dressed in costume to represent the historic era. Make sure you sample some of the delicious cookie samples, most famously the Moravian sugar cookie!

COSTPET FRIENDLY
Free – Depends No

Enjoy Live Music at ROAR

Have you ever wondered what life was like in the “roaring” 1920s? Named after this era, ROAR was established in 2021 as a hip place to hang out in downtown Winston Salem.

ROAR offers 4 levels of entertainment that includes a food hall, bowling alleys, golf simulators, a theater, and a roof top lounge.

The food hall offers an abundance of options, from casual to fine dining. If you plan on bowling or utilizing the golf simulators, make sure you book a lane and make a reservation ahead of time!

COSTPET FRIENDLY
Free – $$$No

The Southeastern Center of Contemporary Art

The Southeastern Center of Contemporary Art (SECCA) opened in 1956 to showcase local artists’ works. They now display mixed media from around the world. There will always be something new when you visit SECCA.

SECCA continues to serve the community and has expanded since its original opening in 1956. In addition to artwork displays, SECCA also hosts talks, films, and visual productions.

COSTPET FRIENDLY
FreeNo

Take a Walk by Salem Lake

It may not be Lake Norman, but Salem Lake is a popular place to walk and enjoy surrounding nature. Over a 365-acre area, Salem Lake offers seven miles of trails and plenty of fishing. There are also plenty of boating opportunities on the water to enjoy.

If you plan on fishing, make sure you have a North Carolina State Fishing License.

COSTPET FRIENDLY
FreeYes

Marvel at Architectural Wonders at Korner’s Folly

Photo courtesy of Nancy Hall via Flickr

Korner’s Folly is a quirky 22-room building that was the result of artist and designer Jule Gilmer Korner. Built in 1880, the house was intended to be used to showcase home decor options to interior design clients. While it may not appear like much on the outside, the inside is much more exciting and unique.

When you step inside Korner’s Folly, you will witness the unique design. Inside you will find 15 different fireplaces, ceiling heights that vary from 5.5 to 25 feet, trap doors, and no doorway or window is the same.

COSTPET FRIENDLY
$No

See Winston Salem with Triad ECO Adventures 

One of the most unique things to do in Winston Salem is taking a tour by Triad ECO Adventures. They offer some great sightseeing options that make learning the history and culture of the city fun and exciting. Don’t feel like you have to be a visitor to participate in a tour. Even as a local, I feel like there is always something new that can be learned.

Triad ECO Adventures provides sightseeing tours via Segway, e-bikes, trolley, and stand-up paddle boarding. No matter what your athletic ability is, there is something that can accommodate all fitness levels.

COSTPET FRIENDLY
$$-$$$No

Drink Wine With Llamas

Divine Llama Vineyards is such a unique experience that is located 30 minutes outside of Winston-Salem, NC. Located in rural East Bend, NC, Divine Llama Vineyards offers beautiful mountain views, quiet fields, and delicious wine. 

A llama farm and llama trekking experience make this vineyard a unique getaway. 

COSTPET FRIENDLY
$-$$$Yes

Enjoy a Tour or Meal at Childress Vineyards

Located 25 minutes away in Lexington, NC, Childress Vineyards is the “wine estate” of former NASCAR driver Richard Childress. This is a lovely place to go and enjoy an afternoon.

I must confess, I’m not a wine drinker; however, I still enjoy a trip to Childress. Not only do they offer vineyard tours and wine tastings, but they also have a bistro on site with delicious food.

If you plan on going for lunch or Sunday brunch, I recommend making reservations ahead of time.

COSTPET FRIENDLY
$$-$$$No

Take the Kids To Kaleideum

Kaleideum is an interactive science center and museum in Winston-Salem that is focused on hands-on learning. Kaleideum was established in 2016 after the merger of The Children’s Museum of Winston-Salem and SciWorks. Not only is Kaleideum a place for kids, but adults will also enjoy the never-ending exploration, constant change, and learning opportunities available.

Exhibits are always changing at Kaleideum. There is a planetarium where live sky tours and laser shows occur. Kaleideum also offer various camps throughout the year for kids to continue exploring nature and their surroundings.

COSTPET FRIENDLY
$No

Find a Book at McKay’s

Whether or not you love reading, McKay’s (previously called Edward McKay) is a unique place to stop in and visit. It is a used book store that sells so many good finds. Not only can you find books, but they also sell music, movies, video games, board games, and more!

In 2020, the Winston-Salem store moved and expanded to a larger building. This is an even bigger reason to visit their new and improved location!

COSTPET FRIENDLY
$No

Bowman Gray Stadium Racing

Bowman Gray Stadium is the longest continuously operated NASCAR-sanctioned track in the country! The fact that it’s right here in Winston Salem is cRaZy to me. The first NASCAR race took place at Bowman Gray Stadium on May 18, 1949. Bowman Gray has continued their weekly racing tradition to this very day. Even if you are not a NASCAR fan (which I am not), you have to go at least once – just for the experience!

Pro Tip: I recommend taking some sort of ear protection. It gets very loud and you don’t want to hear ringing in your ears for days later!

COSTPET FRIENDLY
$-$$No

Day trip to Blowing Rock

My Best friend and me in downtown Blowing Rock, NC

Blowing Rock is such an adorable mountain town and is less than a 2-hour drive. There are numerous hiking trails, quaint shops, award-winning restaurants, and plenty of outdoor adventure opportunities.

Make sure you stop at Kilwin’s Chocolates in Downtown Blowing Rock. You can smell the deliciousness from the street. Their toasted coconut ice cream is my favorite!

A quick 15 minutes away is the city of Boone, NC. Not only is Boone home to Appalachian State University, but it also has a cute main street. Make sure you hit up Dan’l Boone Inn for some family-style dining!

COSTPET FRIENDLY
Free – $$Yes

Go Hiking at Hanging Rock

There are a few really good places to hike near Winston-Salem. Hanging Rock is one of my favorites because of the views and it’s less than an hour’s drive!

There are numerous trails available with some leading to waterfalls, rock outcrops, a mountain cave, and gorgeous mountain views. If you go during the summer and are looking for the perfect swimming hole, check out Lower Cascade Falls. We took our water-loving Golden Retriever and he definitely approved!

COSTPET FRIENDLY
FreeYes

Day Trip to Mt. Airy

If you ever watched the Andy Griffith show growing up, you’re probably familiar with the town of Mt. Airy. Less than a 1-hour drive from Winston Salem, Mt. Airy is a fun place to go for the day. Due to its popularity that stemmed from Andy Griffith, Mt. Airy is a historic town that has some exciting Mayberry landmarks.

Plan a visit to Mt. Airy and splurge on one of the unique tours that will take you down memory lane. Mt. Airy offers squad car tours, trolley tours, and walking tours.

COSTPET FRIENDLY
Free – $$Depends

Tailgate at a Wake Forest Football Game

What is more fun than football? Some people don’t know of anything they love better. When tailgating at Truist Field, Wake Forest ensures a fun experience.

They have a DEACTOWN Fan Zone which will have food trucks, live bands, and a beer garden. Kids will be greeted by inflatables, face painting, and balloon artists. Even if you don’t love football, I think you can find something to enjoy!

COSTPET FRIENDLY
$-$$$No

Enjoy a Movie at A/perture Cinema

A smaller theater with a lot to offer, A/perture Cinema is located in downtown Winston-Salem. A/perture Cinema doesn’t have your traditional concession stand, but they offers beer and wine to moviegoers. It has 4.5 movie screens with a diverse selection of movies annually.

If you are looking for a relaxing and romantic date night, check out A/perture Cinema. It’s the only year-round art cinema in the Piedmont Triad area.

COSTPET FRIENDLY
$-$$No

See a Live Play

Call me old school, but I love live theater. Winston Salem is known for the arts and, therefore, has several theatres that produce shows, musicals, and plays throughout the year.

COSTPET FRIENDLY
$-$$$No

Attend an Art Class

Find your inner Picasso while taking an art class at Sawtooth School of Visual Arts. Sawtooth celebrated its 75th anniversary in 2020 and has become a well-known establishment in Winston-Salem. In addition to art classes, Sawtooth also has a gift shop with work provided by the art community, as well as art camps for kids.

Sawtooth offers more than just painting classes. From woodworking, clay sculpture, photography, wheel throwing, and more, Sawtooth can work with just about any media.

Find a class on their website and sign up to learn a new skill!

COSTPET FRIENDLY
$$$-$$$$No

Go to a Butterfly Farm

Less than 30 minutes away is All-A-Flutter Farm. This is a special place where you can surround yourself with beautiful butterflies. At this farm they raise thousands of Monarchs and sell them to businesses and individuals for all kinds of special occasions, such as weddings, graduation, and grand openings. 

This farm is a great place to take the kids and enjoy nature and God’s masterpiece. Kids will love hand feeding the butterflies and taking spectacular photos. 

COSTPET FRIENDLY
$No

Enjoy a Good Restaurant

Some of our favorite restaurants are in downtown Winston-Salem. Parking can be a challenge, but if you plan it right or know where the parking decks are located, it’s quite doable!

  • Mozelles’s: A great place to enjoy Southern Cuisine. They have quaint outdoor seating and accommodate cooler temperatures by providing heaters and blankets. They are known for their tomato pie, but I personally love the fried chicken! Reservations recommended!
  • Sweet Potatoes:Located on Trade Street, Sweet Potatoes is another Southern staple. Last few times I have gone, they have required a reservation so I recommend calling ahead to inquire. They also have their very own cookbook!
  • Camel City BBQ: This has a unique, industrial atmosphere and is very family friendly. Not only do they serve BBQ, but they have an arcade and numerous board games available to play while waiting on your food.
  • Old Fourth Street Filling Station: This restaurant is situated across the street from Mozelles. It also boasts a charming outdoor patio and cozy fireplace indoors. This is my mom’s favorite place to dine downtown.

Special Mention:

  • The Porch Kitchen & Cantina: While this Tex Mex restaurant isn’t necessarily downtown, it has some delicious food. It also has it’s own parking lot (which means a lot to my hubby)!
COSTPET FRIENDLY
$$-$$$Depends
(Outdoor Patios – Yes)

Visit The Playground Golf & Sports Bar

The Playground may be newer to the Piedmont Triad area (est 2020), but it will not disappoint when it comes to entertainment. Located in Clemmons, NC, the Playground has golf simulators that can be booked, 20 beers and ciders, live music on certain days, and various entertainment throughout the week.

COSTPET FRIENDLY
$-$$$No

Walk around Reynolda Village

If you are looking for a unique and historic place to shop and walk around, check out Reynolda Village. Located on what was once the estate of the R.J. Reynolds family, the buildings were transformed from being a dairy barn, school, cattle shed, post office, and more to now shops and restaurants.

As you walk around this English Village, keep the history in mind and enjoy a step back in time!

COSTPET FRIENDLY
FreeYes

Enjoy a Crêpe at Penny Path Café

Photo courtesy of Charity Davenport via Flickr

I highly recommend Penny Path Café, especially if you are looking for a unique and delicious lunch or dessert place. It’s also located in Reynolda Village, so it’s a great place to stop if you’re in the area.

Bonus: They are super dog friendly! Woody loves joining us on the outdoor patio. He usually charms the waiter/waitress with his puppy dog eyes and gets served his very own free puppy crêpe before we do!

COSTPET FRIENDLY
$YES

Watch a Baseball Game at Truist Stadium

Home to the Winston-Salem Dash minor league baseball team, Truist Stadium is a great place to enjoy a game during baseball season. It is believed that The Dash was named after the dash symbol located between the city’s name of Winston-Salem.

COSTPET FRIENDLY
$No
Exception: Bark At The Park!

Experience ARTivity on the Green

Photo cred: ARTivitFacebooky on the Green facebook page

In the heart of the Downtown Arts District, ARTivity on the Green is the city’s first public park. Artivity on the Green was born from the collective vision of artists, community leaders, and urban planners who sought to rejuvenate a neglected industrial site into a welcoming, open-air creative haven. 

COSTPET FRIENDLY
FreeYes

Visit Mrs. Hanes’ Moravian Cookies

Mrs. Hanes’ Moravian Cookies are a beloved culinary tradition rooted in the rich heritage of Winston-Salem, NC. Crafted with care using a cherished Moravian family recipe, these thin, crisp cookies are known for their delicate texture and delicious flavor! 

COSTPET FRIENDLY
DependsNo

Conclusion

There’s no shortage of activities, events, or cool things to do in Winston Salem. I hope this list provides inspiration for your next visit to this beautiful city! 

Where To Stay

  • Historic Brookstown Inn: This former mill from the 19th-century has unique rooms and spacious suites. There is a nightly wine and cheese happy hour plus milk and cookies later in the evening.
  • The Shaffner Inn: Step back in time in this Victorian-style home with complimentary breakfast and a wonderful location in downtown Winston-Salem. 
  • Providence Manor House Bed & Breakfast: Located just 15 minutes from the bustling city, the Manor House is located in the quaint Tanglewood Park. 

Disclaimer: All opinions of where to stay are my own 🙂 

Sara & Josh

While Sara and Josh may be new to the travel blogging world, that doesn't mean they lack knowledge or experience in booking bougie vacations. With a talent for finding travel deals, Sara and Josh are here to teach YOU some of their tricks to traveling "bougie on a budget." Learn more about their story and please reach out with any questions or comments via e-mail at: [email protected].

Leave a Reply