TOP Winery Hotels in Winston - Salem, NC for 2026

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Our top choices for Winston - Salem hotels with winery

1. The Historic Brookstown Inn, Trademark Collection by Wyndham

Winston-Salem

Michael

£124

includes taxes & fees

6 Sept - 7 Sept

2. Courtyard by Marriott Winston - Salem Downtown

Winston-Salem

Tammy

£98

includes taxes & fees

3 Sept - 4 Sept

Premium bedding, down duvets, pillow-top beds, in-room safe

3. Kimpton Cardinal Hotel by IHG

Winston-Salem

Nadia

£141

includes taxes & fees

30 Aug - 31 Aug

Coffee/tea maker, fridge, microwave, oven

1 bedroom, in-room safe, iron/ironing board, free WiFi

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

Studio | Bathroom | Shower, hair dryer, towels, soap

Studio | Hypo-allergenic bedding, in-room safe, laptop workspace

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

6. Seven Oaks Bed & Breakfast

High Point

MATTHEW

£148

includes taxes & fees

1 Sept - 2 Sept

Hypo-allergenic bedding, laptop workspace, blackout curtains

7. Winston Sleeps 16 - 2 Kitchens Hot Tub

Winston-Salem

£334

includes taxes & fees

14 Sept - 15 Sept

4 bedrooms, hypo-allergenic bedding, in-room safe, blackout curtains

65-inch Smart TV with digital channels, fireplace, DVD player

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