We all need a staycation or a trip to a different city from time to time. Whether you’re a Winstonian feeling a little cooped up or a visitor looking for a special Twin City experience, picking the perfect home away from home is crucial.

We went looking for unique lodgings around town that showcase that artistic and innovative spirit. So choose your ideal digs, pack your bags, and get ready for a memorable getaway.

Hideaways with history

Graylyn Estate Hotel and Conference Center, 1900 Reynolda Rd.
What was once the estate of Bowman and Nathalie Gray is now a top-ranked boutique hotel and conference center. Visitors can stay in one of 85 guest rooms or suites while enjoying the grounds of the 55-acre estate. Breakfast, lunch, and dinner are available in the Manor House or in bed with in-room dining service.

Historic Brookstown Inn Hotel, 200 Brookstown Ave.
Sally the cat died in July 2025, so I removed mention of her. -JHN Each of the 70 rooms and suites highlight the history of the old Salem Manufacturing Company mill. Guests can enjoy a large courtyard, a complimentary hot breakfast, and works by local artist Leland Powers — or venture to local cafes and restaurants within walking distance.

Zevely Inn, 803 S. Main St.
This bed and breakfast is located in Old Salem and has hosted travelers since the mid-1800s. Some of the 12 rooms have fireplaces and all are adorned with simple but stately decor. The inn offers a quiet escape that's walking distance from downtown — and refreshments are available to guests throughout the day.

Summit Street Inns, 434 Summit St.
What were once two family homes are now charming respites in historic West End. The Ludlow and Sheppard houses have been renovated with modern amenities (think complimentary Wi-Fi and luxurious bathrooms) and unique decor. Room options range from a third-floor loft to a suite that spans an entire wing of the house.

Artistic sanctuaries

West Salem Art Hotel, 912 Albert St.
Each room in this hotel offers an experience as unique as the decor. Short-term rentals are available for the Rose Room, the ART/partment, the Parisian Suite, or the VHS Suite. Each room has a private bathroom and guests upstairs share a kitchen and living space. Much of the art that adorns the suites is for sale.

Escapes in the city center

Huntley House, 874 N. Liberty St.
Now known as Robert Hall, the property has housed many different businesses since the early 1900s. Five guest rooms offer close access to breweries, galleries, restaurants, and shops in and around Industry Hill. Each room mixes family heirlooms with modern, eclectic touches. Group reservations are also available.

Shaffner Inn, 150 Marshall St. SW
The Tudor Revival-style residence was built in the early 1900s and now welcomes visitors right off Salem Parkway downtown. The inn has eight guest rooms — its grand staircase, nine original fireplaces, and antiques make common spaces feel elegant. Enjoy breakfast, lunch, dinner, or weekend brunch at Founders Restaurant in the enclosed wraparound porch.

Rooms with a view

Kimpton Cardinal Hotel, 51 4th St. E.
What was once the headquarters of RJ Reynolds and the architectural inspiration for the Empire State Building is now an upscale hotel in the city's center. Filled with art deco glamour + a French brasserie and bar, you'll feel like you stepped back in time. Guests can also bring furry family members and have fun in the lower level recreation center.

Hotel Indigo, 104 W. 4th St.
If you're looking to be in the center of it all, this is the place to be. Steps from restaurants, bars, and events downtown, guests can also enjoy dinner and drinks at a full restaurant and wine loft. The modern decor is a reminder you're in the City of Arts and Innovation.

Winston-Salem Marriott, 425 N. Cherry St.
In rooms with certain views, you can see Pilot Mountain on clear days. The hotel has deck parking and is across the street from Benton Convention Center, making it the perfect spot to relax after a long day of activities. Guests can grab dinner on 5th Street or in the hotel's Butcher & Bull steakhouse.

Excelsior at the Manor House, 4201 Manor House Circle, Clemmons
Located ~15 minutes outside Winston-Salem, this boutique property sits on what is now a county-owned park. The estate was the centerpiece of the land in the 1920s and has been restored as a guest house and event venue. Don't forget to play a round of golf or book the Ultimate Tennis Retreat as part of your stay.

Airbnb getaways

Linda Cottage, close to Wake Forest University
This rental is perfect for a taste of living in the Twin City. The three-bedroom rental is professionally decorated + furnished. It comes complete with an electric vehicle charging station and enough parking for four cars.

Hot Tub Hideaway, ~10 minutes from downtown
You'll have big fun in this tiny home where the outdoor hot tub is the main attraction. Surrounded by woods with pasture land and a pond nearby, it's the perfect place for a soothing escape.

The Man Cave, minutes from downtown
Get ready to game in this garage apartment. The space has a pool table, a dart board, a king size bed, and a full kitchen. With its own private entrance you won't have to worry about bothering the owners.

Looking for more short-term rental properties in the Twin City? Check out our guide to amazing Airbnb and Vrbo rentals.