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Hillsborough North Carolina Adventure 5 Days Itinerary

Last updated: 2024 Jun 14

Exploring Historic Hillsborough

Morning

Start your day with a delightful breakfast at Cup A Joe Hillsborough. This cozy coffee shop offers a variety of coffee drinks and pastries to kickstart your morning.

Afternoon

Spend the afternoon exploring the historic downtown area. Visit the Orange County Historical Museum to learn about the rich history of Hillsborough. Take a leisurely stroll along the Riverwalk, a scenic trail that follows the Eno River.

Evening

Enjoy dinner at Panciuto, known for its farm-to-table Italian cuisine. The intimate setting and delicious dishes make it a perfect spot to end your first day.

Bedtime

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Art and Nature in Hillsborough

Morning

Begin your day with a visit to the Eno Gallery, which features contemporary art from local artists. The gallery is located in the heart of downtown Hillsborough.

Afternoon

Have lunch at Saratoga Grill, offering a variety of seafood dishes and American cuisine. Afterward, head to Occoneechee Mountain State Natural Area for an afternoon hike. The trails offer beautiful views and a chance to connect with nature.

Evening

Dine at Antonia's, an Italian restaurant known for its delicious pasta dishes and warm atmosphere.

Bedtime

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Cultural Immersion in Hillsborough

Morning

Start your day with breakfast at Matthews Chocolates, where you can enjoy artisanal chocolates and pastries.

Afternoon

Visit Ayr Mount Historic Site, an 1815 Federal-era plantation house that offers guided tours. For lunch, stop by LaPlace Louisiana Cookery for some authentic Cajun cuisine.

Evening

End your day with dinner at Radius Pizzeria & Pub, known for its wood-fired pizzas and relaxed atmosphere.

Bedtime

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Local Flavors and Scenic Views

Morning

Have breakfast at The Wooden Nickel Pub, which offers hearty breakfast options in a rustic setting.

Afternoon

Explore the Hillsborough Farmers Market to sample local produce and crafts. For lunch, head to Hillsborough BBQ Company for some mouth-watering barbecue.

Evening

Conclude your day with dinner at The Nomad, offering globally inspired dishes in a chic setting.

Bedtime

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Final Day of Hillsborough Delights

Morning

Start your final day with a visit to the Historic Occoneechee Speedway Trail. This trail offers a unique glimpse into the history of one of NASCAR's original tracks and is perfect for a morning walk.

Afternoon

Enjoy lunch at The Wooden Nickel Pub, known for its hearty pub fare and friendly atmosphere. Afterward, visit the Burwell School Historic Site to learn about 19th-century education and life in Hillsborough.

Evening

End your trip with a delightful dinner at The Nomad, offering globally inspired dishes in a chic setting. Reflect on your memorable trip while enjoying their diverse menu.

Bedtime

Find amazing hotels in Hillsborough, North Carolina, USA.