The 13 Best Boutique Hotels with Entertainment in Winston-Salem (2026)

For a romantic break in Winston-Salem, consider the luxurious Kimpton Cardinal Hotel, an IHG Hotel Kimpton Cardinal Hotel, an IHG Hotel, known for its upscale dining and chic ambiance. Another great option is the historic JH Adams Inn, Trademark Collection by Wyndham JH Adams Inn, Trademark Collection by Wyndham, where couples can enjoy cozy rooms and beautiful gardens.

If you're a foodie visiting Winston-Salem, the Hotel Indigo - Winston-Salem Downtown, an IHG Hotel Hotel Indigo - Winston-Salem Downtown, an IHG Hotel offers a vibrant restaurant scene with local flavors. For a unique culinary experience, check out The Historic Brookstown Inn, Trademark Collection by Wyndham The Historic Brookstown Inn, Trademark Collection by Wyndham, which highlights regional cuisine and has an inviting dining atmosphere.

Yes! For opulence in Winston-Salem, stay at the Grandover Resort & Spa, a Wyndham Grand Hotel Grandover Resort & Spa, a Wyndham Grand Hotel, offering top-notch amenities and a stunning golf course. Also, the Proximity Hotel Proximity Hotel combines luxury with eco-friendly design, making it one of the most sought-after stays for discerning travelers.

For families visiting Winston-Salem, the Dunhill Hotel Dunhill Hotel features spacious rooms and easy access to local parks and attractions. Additionally, the Hotel Indigo - Winston-Salem Downtown, an IHG Hotel Hotel Indigo - Winston-Salem Downtown, an IHG Hotel offers family suites and kid-friendly activities, ensuring a fun stay for all ages.

Travelers on a budget will appreciate the value at the Historic Brookstown Inn, Trademark Collection by Wyndham The Historic Brookstown Inn, Trademark Collection by Wyndham, known for its affordability without sacrificing comfort. Another excellent choice is the Kasa FreeMoreWest Charlotte Kasa FreeMoreWest Charlotte, combining stylish accommodations and great proximity to downtown attractions, all at a reasonable price.

For stunning views in Winston-Salem, stay at the Kimpton Cardinal Hotel, an IHG Hotel Kimpton Cardinal Hotel, an IHG Hotel, which overlooks the cityscape from its rooftop terrace. Alternatively, the Grandover Resort & Spa, a Wyndham Grand Hotel Grandover Resort & Spa, a Wyndham Grand Hotel, offers breathtaking views of its expansive grounds and surrounding nature.