Rest Your Head in Hillsborough – 10 Unique Places to Stay

Rest Your Head in Hillsborough – 10 Unique Places to Stay

Whether you are planning a staycation or weekend retreat, Hillsborough is the getaway you’ve been waiting for. Indulge your inner historian by boarding in the historic district, or tap into your nature side by sleeping among the pines. Find your home away from home and begin exploring all the charm our town has to offer.


 Colonial Inn: Built as a boarding house in 1838, the Colonial Inn rests in the heart of downtown. The lobby bar and restaurant can accommodate your dining needs, while you enjoy the inn’s historic charm. “For nearly two centuries, The Colonial Inn has stood as an iconic cornerstone of downtown Historic Hillsborough. The inn safeguards dear and irreplaceable memories of weddings and receptions, tranquil stay-overs, birthday, retirement and corporate parties, family-style brunches, and historic field trips for travelers and locals alike.”



Inn at Teardrops: A short down King Street sets the Inn at Teardrops. Also known as the Parks-Richmond House, the original building was constructed in 1769 and later expanded in the 1800s. ” An old-fashioned Bed and Breakfast located in the heart of Hillsborough’s Historic District with antique-filled rooms in a home atmosphere offering the charm of the quint little village in the heart of the Triangle.”


Relocated 1915 Cottage: Located in Hillsborough’s historic district, walking distance to restaurants, shops, and outdoor recreation. “Sit out on a front porch rocker facing the Eno River. This property was saved from demolition, disassembled, moved, and restored in 2018. Most of its historic structure remains, including heart pine floors, original shiplap, and cathedral ceilings.”



The Willow: Need to get out of the city? “The Willow is a charming cabin, nestled on a beautiful wooded lot in Hillsborough, NC. Surrounded by trees, the space is flooded with natural light and warm wood tones. You’ll be minutes to downtown Hillsborough, while still having the tranquil surroundings of established hardwoods and gardens.” 


Lake Orange: A little piece of lakeside paradise in Orange County. The private cabin on the water offers a large back deck, outdoor grill, and access to kayaks.




Treetop Retreat: Wooded getaway but within minutes of downtown Hillsborough, Chapel Hill, and Durham.“Featured in an issue of Southern Living Magazine, this is a cozy, book-lined, recently renovated space with elegant decor and a wraparound sitting porch, located in a beautiful, mature, piedmont forest abounding with wildlife. There are hiking trails along New Hope Creek and others nearby.”


Tiny Getaway: Go tiny in the best way. “The Tiny Getaway is peacefully nestled at the edge of the woods, overlooking a small creek. Here you can drift off to sleep enjoying the evening songs of crickets, frogs, and owls. Whether you are looking for a weekend getaway or a week-long stay to take a break from word out there, the Tiny Getaway has everything you need.”




Artist’s Retreat: A studio space built for two. “Until recently the studio of a visual artist (long ago garden illustrator for The New York Times), this petite building is completely private.”



Paul’s Grocery:  Converted grocery story turned vacationers dream! “The Store in Hobo: a dog-friendly reader/writer’s retreat in a renovated general store. Formerly “Paul’s Grocery” from 1943-73, the Store is on the Bellevue Mill Circle hilltop, an eclectic neighborhood bordering historic downtown Hillsborough. Whether you’re coming alone, with a friend, or a small family, this comfy space will inspire creativity and provide serenity.”



Hummingbird Retreat: Unwind in an updated carriage house, not far from historic Hillsborough. The rural, wooded setting makes for a relaxing getaway only four miles from the excitement of downtown.