If you’re looking for kid-friendly day trips that are easy to reach and full of charm, Hillsborough, North Carolina, should be at the top of your list. Whether you’re planning day trips from the Triad or searching for fun day trip ideas in North Carolina, this historic town offers the perfect balance of history, nature, and family fun. With plenty of kid-friendly activities in Hillsborough, it’s the kind of place where both kids and parents can enjoy a full day of adventure without the stress of long travel.

Why Hillsborough Makes a Great Family Destination

Hillsborough is one of those small towns that surprises you. While it’s steeped in history and Southern charm, it also has a creative, modern energy that keeps families coming back. If you’ve been searching for day trips in North Carolina that don’t require an overnight stay, this is a great choice.

WHY VISIT: Walkable downtown, Scenic riverwalk, Hiking/outdoor adventure options, and Plenty of cute shops and restaurants

DISTANCE FROM THE TRIAD: Less than an hour from Greensboro and ~75 minutes from Winston-Salem

Top Things to Do with Kids in Hillsborough

When planning a Hillsborough day trip, you’ll want to mix fun outdoor activities with a little exploration in town. Here are some of the best things to do with kids in Hillsborough:

1. Walk (or Bike) the Riverwalk

The Hillsborough Riverwalk is a favorite for families. This paved greenway runs along the Eno River and is stroller-friendly, perfect for kids of all ages. Bring scooters, bikes, or take a leisurely walk and enjoy the views. It’s one of those simple but memorable kid-friendly activities in Hillsborough that lets kids burn off energy while parents soak in the scenery.

WHERE TO PARK: Public parking deck on Nash and Kollock Street

WHERE TO GO: From the Riverwalk entrance, you can go left or right. You’ll find a bit more to explore by going right.

2. Explore Historic Downtown Hillsborough

Downtown Hillsborough is small but packed with charm. Kids will love the old-fashioned candy shops and ice cream spots, while parents will appreciate the art galleries, bookstores, and unique boutiques. You can easily spend an afternoon wandering, grabbing a coffee, and popping into local shops.

WHERE TO EAT & SHOP

Cup-A-Joe | Great baked items and coffee/tea. Plenty of seating inside and out.

Murals in Hillsborough | You’ll see several public artworks just by walking around downtown.

Weaver Street Market | A community-owned market with ready-to-eat food, groceries, and more.

Wooden Nickel Pub | Great drinks, food, and vibe.

Pizza Cornicione | For pizza the kids and adults will love (has salads too)

Hillsborough BBQ Company | A local favorite for barbecue and sides

Purple Crow Books | Who doesn’t love a locally owned bookstore!?

Anne & Arthur Art Supplies | Art supplies for kids and adults

3. Hike Occoneechee Mountain

The Occoneechee Mountain Loop Trail is a short and rewarding hike. At just 2.2 miles, it takes about an hour to complete and offers kids the excitement of rocky terrain, a former quarry, and a peaceful stretch along the Eno River. Parents will appreciate the wide overlook with sweeping views of Hillsborough, though sturdy shoes are a must because of roots and rocks. To avoid the steepest climb, families may want to hike counter-clockwise, and dogs are welcome to join in on the fun. While the trail starts and ends near a noisy highway, the middle section feels quiet and scenic—making it a perfect introduction to “mountain-like” hiking in the Piedmont.

4. Visit a nearby Farm

The farms in this area make a perfect outing on their own. They offer hands-on experiences, child-friendly play areas, seasonal activities, special events, and plenty of charming photo opportunities.

Smith’s Family Fun Farm | A great choice for the fall and winter. It’s rare in that it doesn’t charge admission but asks that you purchase from their large selection of pumpkins and mums. In the winter, you can buy your Christmas tree there.

Broken Spoke Farm | Go for the soft serve ice cream, you-pick blueberries, and fresh produce.

Eno River Farm | Seasonal events, you pick berries, you pick flowers, and farm-fresh ice cream. They even have great trails and those huge wooden trolls!

5. Visit the Historic Occoneechee Speedway

The Occoneechee Speedway Trail combines outdoor fun with a fascinating glimpse into history. Kids can walk along the banks of the scenic Eno River while parents enjoy the story of NASCAR’s early days at one of the sport’s last surviving dirt tracks. The wide, gentle trails make it an ideal spot for a leisurely walk, while the blend of nature, local history, and open space offers something for everyone to enjoy together.

Frequently Asked Questions About Visiting Hillsborough

Where is Hillsborough located?

Hillsborough is in Orange County, North Carolina, less than an hour east of Greensboro and about 75 minutes from Winston-Salem, making it an easy day trip from the Triad.

Why is Hillsborough a good destination for families?

Hillsborough combines historic charm with kid-friendly activities, outdoor adventures, and plenty of casual dining and shopping. Families can enjoy a full day here without needing to stay overnight.

What are the best kid-friendly activities in Hillsborough?

Top activities include strolling or biking along the Riverwalk, exploring historic downtown, hiking Occoneechee Mountain, visiting local farms, and walking the Occoneechee Speedway Trail.

Is the Hillsborough Riverwalk stroller-friendly?

Yes. The Riverwalk is a paved greenway that runs along the Eno River, making it ideal for strollers, scooters, and bikes.

Where can I park for the Riverwalk?

The most convenient parking is in the public parking deck at Nash and Kollock Street.

More Tips & blogs to Check out

Many shops and restaurants are closed on Sunday’s so plan this for a Saturday or weekday. You can find out more information on Hillsborough by clicking here.

DAYTRIP DIRECTORY

DAYTRIP TO DURHAM | A town very near to Hillsborough

FLOWER FARMS IN THE TRIAD | If you’re looking for more farms to enjoy in the area.

Want to see more blogs like this and also get notifications on local events and happenings? Subscribe to our free weekly newsletters here.