Hillsborough

Day Trips

Make the most of your day with our curated plans, packed with Hillsborough's hidden gems and unique experiences!

day 1
Exploring Downtown Hillsborough
morning
:

Start your day with a hearty breakfast at a local café in downtown Hillsborough, where you can savor freshly made pastries and local coffee. Take a leisurely stroll along the charming streets, admiring the historic architecture and vibrant art installations. Don't forget to visit the Hillsborough Museum to learn about the town's rich history.

afternoon
:

After lunch, explore the scenic Eno River State Park, where you can hike along the peaceful trails or enjoy a picnic by the river. Make sure to take a moment to appreciate the natural beauty and wildlife that inhabit the area. If you're feeling adventurous, consider renting a kayak for a unique view of the surroundings.

evening
:

As the sun sets, head back to downtown for a delightful dinner at one of Hillsborough's renowned restaurants, offering local farm-to-table cuisine. After your meal, enjoy a performance at the local theater or catch live music at a cozy venue. End your night with a stroll under the stars, soaking in the quaint ambiance of the town.

day 2
Adventure at Eno River State Park
morning
:

Kick off your day with an energizing breakfast, then head directly to Eno River State Park for an adventurous morning of hiking and exploring the riverside trails. Try to spot some of the area's diverse wildlife and enjoy the tranquil sound of the flowing water. Pack a light snack to enjoy during your outdoor excursion.

afternoon
:

Take a break for lunch at a nearby café before immersing yourself in an afternoon of canoeing or tubing down the Eno River. The gentle currents provide a perfect opportunity to relax while soaking in the stunning views from the water. Bring your camera to capture the fun moments and beautiful landscapes.

evening
:

Return to town for a casual dinner at a local joint, where you can enjoy comfort food in a relaxing atmosphere. After your meal, unwind with a refreshing drink at one of the local breweries, soaking in the convivial vibe. Consider making some new friends as you chat with locals and fellow visitors to share stories about your day.

day 3
Cultural Day in Hillsborough
morning
:

Begin with breakfast at a well-loved diner known for its southern comfort food, fueling up for a day of cultural exploration. Afterward, visit the historic Ayr Mount, a preserved 19th-century plantation house that offers guided tours revealing its fascinating past. Stroll through the beautifully landscaped gardens, enjoying the serene environment.

afternoon
:

Post-lunch, head to the Hillsborough Arts Council to peruse local art exhibits and possibly participate in a hands-on workshop or class. Engage with local artists to understand the vibrant creative community that Hillsborough nurtures. Keep an eye out for any special events or exhibitions taking place during your visit.

evening
:

In the evening, dine at a farm-to-table restaurant that celebrates the region's agricultural heritage. Enjoy a diverse menu crafted from locally sourced ingredients, which reflects the flavors of North Carolina. End your evening with a leisurely walk around the Historic District, where twinkling lights adorn the historic buildings.

day 4
Outdoor Fun at Cedar Grove Park
morning
:

Start off your day with breakfast at your accommodation or a nearby café before heading to Cedar Grove Park for a morning filled with outdoor activities. Enjoy a leisurely walk on the trails or engage in some recreational sports like volleyball or soccer at the park facilities. Don’t forget to bring along some refreshments to keep your energy up.

afternoon
:

After a fun-filled morning, enjoy a packed lunch in the park's picnic area. Post-lunch, you can participate in a game of frisbee or simply relax and take in the natural surroundings. Capture some moments in pictures as the park blooms with vibrant flora.

evening
:

As the day winds down, head back to town and treat yourself to dinner at a popular BBQ spot, indulging in local flavors and hearty portions. Join in on a community event or concert taking place in the park, where locals gather for music and festivities. Savor the lively atmosphere as you wrap up your day.

day 5
Relaxation Day at Spa and Riverwalk
morning
:

Start with a leisurely breakfast at a quaint bakery, indulging in freshly baked goods. Treat yourself to a morning pampering session at a local spa, where you can unwind with massages and soothing treatments designed to rejuvenate. Absorb the peacefulness of the surroundings as you prepare for a day of relaxation.

afternoon
:

After a rejuvenating spa session, stroll along the serene Riverwalk trail, which offers beautiful views of the Eno River. Bring along a book to find a quiet spot for some reading or simply enjoy the tranquil atmosphere. Stop for lunch at a riverside café, where you can enjoy fresh salads or sandwiches.

evening
:

As the day winds down, head back to the main area of Hillsborough for dinner at a cozy bistro, featuring seasonal ingredients and friendly service. Dive into delicious regional dishes that will delight your taste buds. Conclude your day with a peaceful evening walk along the river, soaking in the sounds of nature.

day 6
Heritage and Nature Trail Day
morning
:

Enjoy breakfast at a rustic cafe before embarking on a journey along the Hillsborough Heritage Trail this morning. Immerse yourself in the pleasant scenery and historical markers that offer insights into the town's past. Take your time wandering, allowing yourself to enjoy the beautiful surroundings.

afternoon
:

Afterward, have a hearty lunch and prepare for an afternoon of exploration at the nearby Occoneechee Mountain State Natural Area. Take a hike to the summit for a stunning panoramic view of the landscape surrounding Hillsborough. The area is known for its well-marked trails, making for an enjoyable hiking experience.

evening
:

After a day of adventure, enjoy a relaxing dinner at a farm-to-table eatery that highlights local flavors. Reflect on your day while sampling seasonal dishes and appreciating the cozy atmosphere. End your evening with a visit to a local pub for a casual drink and live music.

day 7
Exploring Local Vineyards
morning
:

Start with breakfast at your hotel or a friendly local café before heading out to explore some of the nearby vineyards. Taste some local flavors during a morning tour at a winery, where you can learn about the wine-making process. Don’t forget to enjoy the scenic views of the vineyards as you sip on tastings.

afternoon
:

After a delightful wine tasting, enjoy a leisurely lunch at a vineyard restaurant that pairs wonderful dishes with local wines. Take your time enjoying the flavors and ambiance while conversing with fellow wine enthusiasts. In the afternoon, visit another vineyard for a different perspective and more tasting experiences.

evening
:

End your day with a sunset picnic at one of the vineyards, where you can savor a selection of local cheeses and wines while basking in the warm evening glow. Take in the view as the sky transforms, creating a picturesque backdrop. Finish off your evening with a nightcap at a local tavern, reflecting on your lovely vineyard excursion.

day 8
Farmers Market and Culinary Adventure
morning
:

Kick off your day with a delightful breakfast focusing on local ingredients at a popular diner. After breakfast, head to the Hillsborough Farmers Market to explore fresh produce, artisan goods, and local crafts. Engage with the farmers and artisans, learning about the vibrant local community.

afternoon
:

Once you've stocked up on local goodies, enjoy a culinary class in town that focuses on preparing dishes using fresh market ingredients. Get hands-on experience that allows you to learn new cooking techniques while enjoying the fruits of your labor. Share your cooking experience over lunch with fellow participants, relishing the community vibes.

evening
:

Cap off your culinary adventure with dinner featuring the dishes you learned to prepare during the class. Share laughter and satisfaction as you enjoy the fruits of your labor with new friends. Spend the remaining hours chatting and enjoying dessert at a charming local café for a sweet end to your day.

day 9
Day Trip to Nearby Attractions
morning
:

Start early with breakfast at a local café known for its hearty portions before setting off on a day trip to nearby attractions. Plan a visit to the beautiful Duke Gardens or the historic town of Chapel Hill for a mix of culture and nature. Take your time exploring the sights and soaking in the picturesque surroundings.

afternoon
:

Visit a local restaurant for lunch once you are done exploring, enjoying a well-deserved meal after a busy morning. Post-lunch, consider visiting additional sites like the North Carolina Botanical Garden or a nearby historical museum. Each location will offer unique insights into the region's heritage and natural beauty.

evening
:

As your trip draws to a close, return to Hillsborough for a relaxed dinner at a favorite local spot, reflecting on your day with fond memories. Taste the flavors of the South as you relish the hometown atmosphere. Spend your evening taking a quiet stroll before calling it a night, cherishing the beautiful moments spent in this charming region.

Discover Hillsborough

Read more in our Hillsborough 2025 Travel Guide.

Hillsborough Travel Guide