6 Best Historic Hotels In Winston-Salem, North Carolina - Updated 2024

Contributing Writer
| 3 min read

Winston-Salem is a town that’s historically tied to the tobacco industry, even getting its nickname of “Camel City” from the infamous mascot of the cigarette brand created by R.J. Reynolds Tobacco Company, which is a popular tobacco manufacturing company. However, this city is now known as a center for art and culture, even having had the first art council in the country. It makes sense then that when traveling to Winston-Salem, you should learn as much as you can about it. You can visit one of its museums, such as Old Salem Museums & Gardens, but wouldn’t it be more enthralling to stay in a historic hotel and live with the times? Read on for the best historic hotels in Winston-Salem, North Carolina, for great stays imbued with historic charm.

We handpicked these listings carefully, considering (wherever possible) properties with historic significance, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 29, 2024.

1. Hotel Indigo Savannah Historic District (from USD 181)

This hotel is also known as the Grand Lady on The Bay due to its impressive size. It was formerly a dry goods storage house and shop of the 19th-century tycoon Simon Guckenheimer. At the time, it was constantly filled with the South’s finest goods, which ranged from tobacco to canned peaches.

This boutique hotel is found in the lively Ellis Square. You can explore the neighborhood’s rich culture in the City Market, which is located just next door. Furthermore, you can make your way down the original cobblestone pathways to River Street, where you can watch ships ply by at the harbor. After you take in the scenery and the sea breeze, you can stroll down and try the Southern comfort food found in restaurants nearby, which were once historic warehouses.

Stayed at this property?

Hotel Indigo - Winston-Salem Downtown, an IHG Hotel

Wifi Available Wheelchair accessible

Address: 104 West Fourth Street
424 meters (0.3 ft) from Bailey Park

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre

2. Kimpton Cardinal Hotel (from USD 310)

Kimpton Cardinal Hotel is situated in the R.J. Reynolds Building, which was the inspiration for the Empire State Building. The historic landmark has been revamped with a modern take, while the Art Deco theme of the property has been conserved all throughout, with metallic finishes and luxurious accents providing a bold and striking touch.

Come visit the elegant living room and feel right at home in the seating areas for Sweet Tea Hour. You can relax while drinking sweet tea and snacking on cheese straws, while you can enjoy sipping high-quality wine in the evenings. There are also scrumptious dishes served at The Katherine, the hotel’s own American brasserie.

Stayed at this property?

Kimpton Cardinal Hotel, an IHG Hotel

Wifi Available

Address: 51 East 4th street
281 meters (0.2 ft) from Bailey Park

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre

3. The Historic Brookstown Inn (from USD 143)

The Historic Brookstown Inn was established in 1837, and its original structure is preserved even now. It is situated on the outskirts of downtown Winston-Salem and is just a short walk away from Old Salem Museums and Gardens. The building’s design places emphasis on its grand ceilings and the recently refinished pine wood floors.

Sleeping comfortably would be quite easy here since the rooms feature luxurious Euro Plush pillow-top mattresses with 400-thread-count sheets and synthetic down pillows. The marble showers feature rainmaker shower heads along with countertops made of granite.

Stayed at this property?

The Historic Brookstown Inn, Trademark Collection by Wyndham

Wifi Available

Address: 200 Brookstown Ave
1.07 km (0.7 mi) from Bailey Park

Parking Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre Garden Terrace Non-smoking rooms

4. Graylyn Estate

The Graylyn Estate was built in the early 20th century by Bowman Gray, who was the president of tobacco company R.J. Reynolds, Inc., and his wife Natalie Lyons Gray, a philanthropist. They had acquired 87 acres (35.2 hectares) of rolling pasture, and with the help of the finest artisans and craftsmen, turned it into the second-largest home in all of North Carolina.

Currently, it’s owned by Wake Forest University; which has restored the home back to its historic magnificence. Visit the Graylyn Estate to experience for yourself the exciting blend of history and innovative technology. It has 85 private guest rooms, and 15 meeting rooms, truly befitting the title of being one of the finest conference centers in the USA.

Stayed at this property?

Graylyn Estate

Address: 1900 Reynolda Rd.
4.33 km (2.7 mi) from Bailey Park

Top guest reviews
Amenities & Room:
beautiful grounds and rooms
exceptional and friendly staff and service
the property was amazing and the staff were great
our favorite place to stay when visiting our college student grounds are beautiful and staff is great
beautiful property friendly staff easy to find close to downtown winston but feels far
Read more reviews

Other historic accommodations in Winston-Salem

5. The Zevely Inn (from USD 228)

The inn gets its name from Augustus T. Zevely, who was a saddler, doctor, and mayor of Salem. It functioned as the doctor’s office and an inn for travelers that couldn’t get accommodation from the Salem Tavern, and went on so until the start of the 20th century when it came to be used as private residences.

Now, guests can feel like they’re back in the mid 19th century while staying here, due to how the inn was painstakingly restored to capture its original charm and appearance from that era. The restoration process was started in 1993, and the original material used to construct the building was used in the restoration process, accentuating and reinstating the unique beauty of the property.

Stayed at this property?

The Zevely Inn

Wifi Available

Address: 803 S. Main Street
1.57 km (1.0 mi) from Bailey Park

Parking Garden Terrace Non-smoking rooms Free parking Internet services Heating WiFi Available

6. The Shaffner Inn (from USD 212)

The Shaffner Inn was established in 1907 as the private residence of Henry Fries Shaffner, and visitors are sure to be in awe of the exquisite Victorian-style mansion. The Tiger oak hand-carved paneling and the coal-burning fireplaces are still a part of the property. You can climb up the grand staircase and study the priceless antiques, and feel like a noble from the 20th century.

While the accommodation maintains its historic charm, there are several modern amenities such as free Wi-Fi and 43-inch flat-screen TVs provided here.

Stayed at this property?

The Shaffner Inn

Address: 150 Marshall Street Southwest
986 meters (0.7 ft) from Bailey Park

Parking Restaurant Room service Meeting/banquet facilities Bar Garden Terrace Non-smoking rooms

Immerse yourself in the rich history of Winston-Salem

The charming town of Winston-Salem is seemingly always bursting with activity and is filled with historic structures. Every traveler should check out the museums in this area to gain insights into its history. If that doesn’t prove enough for you, book an accommodation in one of the above properties and have a great stay imbued in historic charm.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Alice Go is a writer who enjoys reading books and listening to music.

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