annual events in Winston-Salem
Enjoy some good wine during the wine festival at Winston-Salem

Do not underestimate the exciting activities in small cities. Take for example the annual events in Winston-Salem.

Some of the activities and events you can enjoy in Winston-Salem include participating in the Highland Games, tasting good wine during the North Carolina Wine Festival, shopping at the Carolina Classic Fair, and more.

Winston-Salem may be a small city, but the celebrations and events they hold all throughout the year surely bring enjoyment to everyone – residents and visitors alike. From entertainment, delicacies, movies, music, and other fun-filled activities, these festivals are some of the most awaited celebrations by thousands of people in North Carolina. 

Top Annual Events in Winston-Salem

In today’s article, we will be sharing with you the top 5 annual events in Winston-Salem City

The Highland Games

One of the most awaited annual events in Winston-Salem is the Highland Games. During this time, the historic Bethabara Park salutes the Scottish and Irish contributions to the early Moravian settlers by commemorating it through their Celtic Festival and Highland Games.

Here, you can enjoy jamming and sing along to their live bands and music, watch athletic competitions, participate in the one-of-a-kind battle ax competition, witness sheepdog demonstrations, dance to the sound of bagpipes, enjoy authentic Scottish foods, and shop from artistic local craftsmen. Bring your family and friends and get ready to experience all of these activities only in Winston-Salem, NC!

RiverRun International Film Festival

Next on our list of annual events in Winston-Salem is the RiverRun International Film Festival. Founded way back in 1998, the RiverRun Film Festival is considered one of the most awaited and premier film festivals in the SouthEastern United States. Back in 2019, the said festival has screened over 175 films from 47 countries, and has recorded approximately 18,000 attendees from all over the world! 

This film festival is programmed to run for 11 days and has various movie selections ranging from family-friendly films, independent films, international, and celebrity-driven films which surely brings in a diverse audience. The RiverRun International Film fest is also an Oscar-qualifying film festival that is usually held during spring in Winston-Salem, North Carolina. Every movie junkie would surely have fun in their wide range of film categories! 

North Carolina Wine Festival at Tanglewood Park

One of the annual events in Winston-Salem that one would surely enjoy is the North Carolina Wine Festival. This festival is one of the largest and longest-running wine festivals in North Carolina and it takes place in Winston-Salem City. For a whole day, everyone can enjoy a full day tasting of more than 100 types of wines, beers, and ciders, along with live music bands, exotic delicacies, local artists, and numerous vendors!

This festival began in 2001 as a way to advertise the different wineries in the state. It is held annually at the Tanglewood Park and the largest attendance ever recorded was estimated to be around 12,000 to 15,000 people! North Carolina is also considered to be the 10th largest U.S. state when it comes to the production of wines. If you want to taste locally produced wines and spirits, then this is one of the events you should never miss!

Carolina Classic Fair

The fourth in our list of annual events in Winston-Salem is the Carolina Classic Fair. Formerly known as the Dixie Classic Fair, this event is the second-largest agricultural fair in North Carolina and records up to 325,000 visitors annually! This 10-day long fair features world-class carnivals with a huge variety of games, exciting rides, live musical entertainment, amazing food choices, and different exhibits featuring fine arts, crafts, poultry, and even livestock! If you are someone who loves the excitement and the bright carnival lights, then you should not miss this festival, especially if you are around the Winston-Salem area during autumn!

Tanglewood Park Festival of Lights

Last but not least in our list of annual events in Winston-Salem is the Festival of Lights in Tanglewood Park. This one-of-a-kind festival surely brightens up the holiday season with its beautiful display of lights and lively music. Here, you will also be able to shop for holiday gifts, enjoy roasted marshmallows in S’moresville, and meet Santa Claus! If you are in search of a fun family activity around Winston-Salem, then this event is a perfect choice!


These are only some of the annual events in Winston-Salem area which everyone – young, old, couples, and families, can enjoy! These festivals take place all year round so you can be sure to have a fun-filled moment whatever the season is. These events aim to promote their diverse culture, help citizens promote their businesses, and bring families closer together. 

If you are travelling alone, worry not because you would still have a great time! Get ready to make new friends and enjoy the food, music, entertainment, and knowledge that you will gain from this fun and learning-filled experience which can be found only at Winston-Salem. Enjoy!