Historic Stays in Winston-Salem

In Winston-Salem, the past is always checking into the present. For travelers drawn to places with personality, the city’s collection of historic inns and boutique hotels delivers—each offering the chance to sleep where history lives and wake up in a different era. From Art Deco landmarks to intimate B&Bs, every stay blends timeless charm with modern Southern style.

Landmark Hotels & Inns

Kimpton Cardinal Hotel 
Stay in the iconic R.J. Reynolds Building, the 1929 Art Deco skyscraper that inspired the Empire State Building. After a $60 million renovation, this downtown treasure now houses the 174-room Kimpton Cardinal, known for its polished interiors, kid-friendly perks, and a lively Rec Room with bowling and a spiral slide. Dining shines at The Katharine Brasserie & Bar (above), the hotel's French-inspired restaurant that's open daily. As a bonus, you’re steps from arts, dining, and nightlife options downtown. 

Graylyn Estate 
From the moment you step through the French doorway, Graylyn’s 55-acre Norman-Revival estate treats you like royalty. Recently ranked the No. 2 boutique hotel in America by USA Today, Graylyn blends stately elegance with thoughtful luxuries—think complimentary ice cream, bikes for exploring, serene gardens and walking trails, and multiple dining options. The estate offers 85 guest rooms and suites, primarily in the Manor House (34) and The Mews (35)—a Normandy-style farm complex—along with several charming cottages and bungalows.

Historic Brookstown Inn 
Built in 1837 as a cotton mill, the Historic Brookstown Inn (Wyndham Trademark Collection) pairs industrial-chic character with Southern warmth. Each of the 71 rooms is unique, featuring exposed beams, original brickwork, lofty ceilings, and cozy seating areas. After exploring nearby Old Salem, unwind in the courtyard or mingle with fellow guests at the nightly wine-and-cheese reception. 

Hotel Indigo 
In the heart of downtown, Hotel Indigo brings boutique charm to the historic Pepper Building, an Art Deco gem from the Roaring ’20s. Local art graces the walls, while plush bedding and spa-style showers await in the 75 guest rooms. The pet-friendly property also features Sir Winston Restaurant & Wine Loft for a stylish night in.

Intimate Stays & B&Bs 

Winston-Salem Historic Inns 
Three downtown historic homes operate collectively as Winston-Salem Historic Inns. Located in downtown's Historic West End, the Summit Street Inns—two side-by-side properties, Ludlow House Sheppard House—offer 10 uniquely themed rooms where modern flair meets original fireplaces, stained-glass windows, a shared garden patio, and all sorts of bonus amenities. About a mile away, just off Salem Parkway, the Historic Shaffner Inn provides eight distinctive guest rooms and intimate event space in a Queen Anne–Tudor-style home built in 1907. 

West Salem Art Hotel 
Located a mile south of downtown, the West Salem Art Hotel transforms a 1931 corner grocery store into an immersive art-filled short-term rental. The house features six uniquely themed rooms—including whimsical “Art-partments” like the Parisian-inspired Rose Room, the retro VHS Suite, and the folk-art-covered Franco Suite. Common areas double as galleries showcasing local works for sale. Another bonus: you're just steps from a popular neighborhood hangout, West Salem Public House, a cozy coffee shop and bar.

The Huntley House 
Tucked inside the Robert Hall complex, The Huntley House offers five eclectic rooms, each curated with vintage treasures, and modern touches. A former doctor’s office and sign shop, the house reopened as a stunning Airbnb in 2022. Guests can book individual rooms—or reserve all five for a group stay. Located in downtown's Industrial Hill district, it’s a short stroll to nearby breweries, concert venues, art galleries, maker spaces, and more. 

Zevely Inn B&B (Old Salem)
As the only lodging inside historic Old Salem, this 1844 B&B immerses guests in Winston-Salem’s Moravian roots. Choose from 12 individually decorated rooms—from cozy queens to spacious kings (several with working fireplaces)—and wake to a tasty, made-to-order breakfast featuring delights like eggs Benedict and stuffed French toast. Complimentary coffee, tea, and fresh-baked cookies add to the timeless charm. Each room reflects elements of the home’s original use, and the inn is listed on the National Historic Register.

Mansion on Main (Old Salem) 
The largest private home within Old Salem, this meticulously restored 1873 landmark is now a five-bedroom Airbnb that’s perfect for families or small groups. The Mansion on Main (seen below) features two kitchens, a library, a media room, and a formal dining salon. Guests can enjoy short-term rental that blends blending the privacy of a residence with the ambience of a living museum district steps away. 

Tanglewood Manor House (Clemmons)
Built in 1859 and set within the grounds of Tanglewood Park, this Victorian B&B pairs historic elegance with modern comfort. In addition to 10 guest rooms in the Manor House, lodging extends to a guest house, cottages, and apartments—ideal for families or groups. Best of all, you're only steps away from Tanglewood's variety of amenities, including its golf courses, walking trails, horse stables, and more. 

Keep Exploring Local History

Curious for more time-travel moments around town? Dive into our curated round-up of museums, landmarks, and living-history experiences on our History Buffs page to plan even more ways to connect with Winston-Salem’s past.

To view all local lodging options in the city, check out the Places to Stay section of our website.