TOP Winery Hotels in Winston - Salem, NC for 2026

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Our top choices for Winston - Salem hotels with winery

A courtyard with brick buildings, a staircase, and potted plants.

A hotel lobby with a wooden reception desk, a refrigerator, a shelf with various items, and a view of the outdoor area through glass doors.

An outdoor patio area with brick flooring, tables and chairs, and a building entrance with a red awning.

A bar area with wooden chairs, a bar counter, and shelves with bottles and glasses.

1. The Historic Brookstown Inn, Trademark Collection by Wyndham

Winston-Salem

Michael

£124

includes taxes & fees

6 Sept - 7 Sept

An outdoor patio with brick walls, wicker furniture, and a fire feature.

A modern hotel room with large windows, a dining area with chairs, a sofa, and a ceiling light fixture.

A modern bar area with wooden accents, bar stools, and a colorful rug.

2. Courtyard by Marriott Winston - Salem Downtown

Winston-Salem

Tammy

£88

includes taxes & fees

2 Sept - 3 Sept

A modern living room with a marble coffee table, wine bottles, glasses, and a sofa with decorative pillows.

A modern living room with a dining area, featuring a large C. framed artwork, a lamp, and a sofa with plaid upholstery.

A cityscape with modern buildings, a prominent factory, and a well-lit street at dusk.

A hotel room with two beds, a sofa, a nightstand, and a lamp.

3. Kimpton Cardinal Hotel by IHG

Winston-Salem

Nadia

£141

includes taxes & fees

30 Aug - 31 Aug

A residential area with a bicycle parked on a concrete path, surrounded by greenery and houses.

A front-loading washing machine with control knobs and a door.

A neatly made bed with a dark blanket and multiple pillows, a bedside table with a lamp, and a window with blinds.

A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

4. WEST END WHISPER 3 minute walk or drive to Everything. Prime location.

Winston-Salem

Taya S.

£114

includes taxes & fees

6 Sept - 7 Sept

A bathroom with a white marble wall and floor, a black hexagonal tile backsplash, and a built-in shelf with toiletries.

A bathroom with marble walls, a shower area, and a shelf with a towel.

A backyard with a fire pit surrounded by Adirondack chairs, a hammock, and a wooden deck.

A hot tub with clear water, bubbles, and a star-shaped drain.

5. Exec Suite King Bed Hot Tub Gym Laundry

Kernersville

"Very nice setup, but wasn't aware that it was a basement that was converted into a studio apartment! Bathroom is extremely small, but shower can fit two! Ceiling in the shower was unfinished, which exposed tubing and insulation!!! Terrible!! Toilet is so close to the wall that it is a struggle to use it!! Hot tub downstairs, which I assume is for basement renters, was completely disgusting!!! My wife and I were lucky to be able to use the one upstairs, only because no one hadn't shown up yet!!!...

Charles

£110

includes taxes & fees

2 Sept - 3 Sept

A breakfast table with plates of food, glasses of orange juice, and a vase with red roses.

A two-story house with a front porch, a chimney, and a flag.

A wooden staircase with a white railing, a mirror, and potted plants.

A bedroom with a wooden dresser, a chair with a red pillow, and a lamp.

6. Seven Oaks Bed & Breakfast

High Point

MATTHEW

£148

includes taxes & fees

1 Sept - 2 Sept

A wooden deck with wicker furniture, a grill, and a white door.

Four stacked front-loading washing machines.

A bedroom with a bed, a ceiling fan, a flat-screen TV, and a window with curtains.

A single-story house with a gray exterior, a yellow front door, and a small porch area.

7. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

£334

includes taxes & fees

14 Sept - 15 Sept

A bedroom with a bed, two leather chairs, a ceiling fan, and large windows with a view of a fenced yard.

A spacious living room with a wooden floor, a sofa, a coffee table, and a foosball table. There is a kitchen in the background with a dining area.

A backyard with a wooden deck, outdoor seating, and a hot tub.

A modern kitchen with white cabinets, a stainless steel refrigerator, a granite countertop, and two wooden stools.

8. Heated Pool King Bed Jacuzzi Bath Arcade

Winston-Salem

"The house was very clean, comfortable, and nicely maintained, which we really appreciated during our stay. However, there were two downsides to be aware of. First, after booking, the owner asked us to pay an extra money for cleaning fee, even though it was not clearly listed in the Expedia booking details. I chose not to argue since I didn’t want to ruin our family trip, but future guests should expect additional charges. Second, privacy was an issue the owner lives in the basement, and it felt...

Rami

£331

includes taxes & fees

1 Sept - 2 Sept