Nestled in the heart of North Carolina, Winston-Salem calls travelers with its rich history and Southern charm. For those seeking a weekend retreat that seamlessly blends culture and history, the city’s historic inns offer a must-visit.

Read on to explore a 2-day itinerary that takes you to every beautiful corner of the city.

Day 1

Morning:

As the sun rises over Winston-Salem, embark on your weekend escape by checking into one of the city’s esteemed historic inns. The Shaffner Inn, a Tudor Revival masterpiece built in 1907, or the Summit Street Inns, with the Ludlow and Sheppard houses, both offer a luxurious retreat.

Begin your day with a welcome breakfast at Founders Restaurant, the on-site restaurant at the Shaffner Inn. Let the aroma of freshly brewed coffee and the historic ambience set the tone for your weekend of indulgence.

After breakfast, take a leisurely stroll through your chosen historic inn. Whether it’s the grand staircase at the Shaffner Inn or the architectural marvels of the Ludlow and Sheppard houses at Summit Street Inns, each step unveils a piece of Winston-Salem’s storied past.

Late Morning to Afternoon:

Join a guided tour of the inn to delve into its rich history. Discover the stories behind the antique furnishings, the significance of each architectural detail, and the notable guests who once graced these halls. Marvel at the meticulously restored features that transport you to a bygone era.

Following the tour, indulge in some relaxation time amidst the beautiful gardens or comfortable outdoor living spaces. Allow the serenity of the surroundings to envelop you, providing a perfect escape from the hustle and bustle of everyday life.

For lunch, opt for Founders Restaurant with its creative menu and historic decor. Enjoy a culinary journey that combines the flavors of the present with the elegance of the past.

Afternoon:

The afternoon offers a blend of exploration and pampering. Venture to a nearby historical attraction or museum to deepen your understanding of Winston-Salem’s cultural heritage. Whether it’s the Old Salem Museums & Gardens or the Reynolda House Museum of American Art, each site offers a unique perspective on the city’s history.

Return to the inn for a leisurely afternoon tea or coffee in the parlor. Engage in conversation with fellow guests, or simply savor a quiet moment surrounded by the timeless charm of the inn.

As the day unfolds, consider indulging in a local spa service or wellness activity. A massage or a yoga session provides the perfect interlude, leaving you rejuvenated and ready for the evening ahead.

Evening:

For dinner, venture out to a local restaurant recommended by our team. Explore the culinary delights that Winston-Salem has to offer, with options ranging from Southern comfort food to international cuisines.

After dinner, unwind with a nightcap in the billiards room or on the enclosed porch. The cozy ambience invites you to linger, creating the perfect setting for shared moments or quiet reflection.

Retreat to your well-appointed guest room for a restful night’s sleep, surrounded by the echoes of history and the comfort of modern luxury.

Day 2

Morning:

Begin the second day of your weekend escape with another delightful breakfast at Founders Restaurant. As you savor the morning flavors, plan your day of exploration and indulgence.

Take a leisurely stroll through the historic West End neighborhood. Capture photos of the Ludlow and Sheppard houses, marveling at their architectural splendor.

Late Morning to Afternoon:

Immerse yourself in the vibrant arts scene of Winston-Salem. Visit a local art gallery, such as the Southeastern Center for Contemporary Art (SECCA) or the Milton Rhodes Center for the Arts. Experience the creativity that defines the city and sparks inspiration.

For lunch, choose between a charming local cafe or a picnic in one of the nearby parks. Embrace the simplicity of a picnic while surrounded by the natural beauty of Winston-Salem.

Return to the inn for some downtime or enjoy a book in the parlor. The historic surroundings offer a serene backdrop for relaxation, allowing you to fully absorb the atmosphere of the weekend.

Afternoon:

Explore the beer and wine culture of Winston-Salem with a visit to a nearby vineyard or brewery. Sample locally crafted wines and meads while enjoying the scenic views of the vine-covered landscape. It’s a delightful way to spend the afternoon indulging in the flavors of the region.

Attend a historical or cultural event, if available. Check the local events calendar for performances, exhibitions, or festivals that might coincide with your weekend getaway. Winston-Salem’s cultural scene is dynamic, offering a variety of experiences to enrich your visit.

For those seeking a more hands-on experience, consider joining a cooking class or a guided walking tour of the area. These activities provide a deeper connection to the local culture and add an interactive element to your weekend escape.

Evening:

As the sun sets on your weekend getaway, savor a farewell dinner at a Southern eatery. Revisit your favorite dishes or try something new, appreciating the unique culinary offerings that make Winston-Salem a destination for food enthusiasts.

After dinner, relax with a nightcap on the enclosed porch or in the gardens. Let the tranquility of the evening envelop you, creating a sense of peace and contentment.

Relive the weekend’s experiences and the historical charm of Winston-Salem. Whether you’ve immersed yourself in the architecture of the inns, explored the cultural heritage of the city, or simply savored moments of relaxation, your two-day itinerary has unfolded into a memorable escape.

Conclusion

Winston-Salem’s Historic Inns offer a haven where history, luxury, and relaxation converge. This weekend getaway itinerary provides a curated experience, allowing you to immerse yourself in the charm of the city and the timeless elegance of the inns.

As you reflect on your two-day escape, consider the memories created, the flavors savored, and the history embraced. Winston-Salem’s Historic Inns invite you to return to continue your journey through the past and indulge in the present, making each visit a cherished chapter in your travel story.