Winston-Salem · North Carolina, NC
Date night in Winston-Salem
Scout analyzed 76 Winston-Salem places and surfaced the ones that actually fit date night.
Places analyzed
76
Matches
24
Typical spend
$35
Typical visit
1.5 hr
Scout-verified spots
Downtown Winston-Salem
The Katharine Brasserie & Bar
The Katharine is a good option for an upscale dinner featuring Southern-French fusion cuisine and craft cocktails, typically lasting 1.5 hours. Expect to spend $50-100 per person.
Sports & Recreation
Winding Creek Golf Course
Spend a morning or afternoon playing golf with friends or solo. Expect to pay around $30-70 per person for greens fees, not including equipment.
Sports & Recreation
Tanglewood Park Golf
This golf course is suitable for a 4-hour outdoor activity, typically costing $50-100 per person for a round. It pairs well with a meal at a nearby restaurant afterward.
Food & Drink
Firebirds Wood Fired Grill
Firebirds Wood Fired Grill is suitable for a sit-down dinner occasion, often paired with a movie or after-work gathering. Expect to spend 1.5 hours and around $30-$75 per person for a meal and drinks.
Food & Drink
The Porch | Kitchen & Cantina
The Porch is a good option for a casual meal of Tex-Mex, offering breakfast tacos, fajitas, and craft ales in a relaxed, colorful setting. Expect to spend $15-35 per person for a visit of about 1 to 1.5 hours.
Downtown Winston-Salem
Mike's Vegan Grill
Mike's Vegan Grill is a casual spot for a plant-based meal, suitable for lunch or dinner. Expect to spend $15-30 per person for an hour-long visit.
Food & Drink
Cin Cin Burger Bar
This burger bar is suitable for a casual meal or drinks, offering gourmet burgers and cocktails. Expect to spend 1-1.5 hours and around $15-35 per person for food and a drink.
Food & Drink
Louie and Honey's Kitchen
This bakery is good for a quick stop for a pastry and coffee, perfect for a casual solo outing or to grab treats for a family breakfast. Expect to spend $5-$15 per person.
Food & Drink
Midtown Cafe and Dessertery
Midtown Cafe is suitable for a casual breakfast, lunch, or a coffee and dessert stop, typically lasting about an hour. Expect to spend $10-25 per person for a meal.
Downtown Winston-Salem
Sir Winston Wine Loft & Restaurant
Sir Winston Wine Loft is ideal for an evening meal or drinks, pairing well with a show or leisurely walk downtown. Expect to spend $50-$100 per person for food and drinks.
Downtown Winston-Salem
Jeffrey Adams on Fourth
Jeffrey Adams is suitable for a dinner outing, particularly for a date or special event, with an average visit time of 1.5 hours. Expect to spend $50-100 per person for an upscale meal and drinks.
Food & Drink
Village Tavern
Village Tavern is suitable for a sit-down meal, perhaps after a day of shopping or before an evening event. Expect to spend 1.5 to 2 hours and around $30-60 per person for an American meal and drinks.
Food & Drink
Ryan's Restaurant
Ryan's is an upscale restaurant suitable for a romantic dinner or special celebration, offering a fine dining experience that pairs well with an evening out. Expect to spend $50-100 per person for a meal and drinks, with a visit lasting around 1.5 hours.
Downtown Winston-Salem
Twisted Pine
Twisted Pine is a casual restaurant suitable for a straightforward meal or a relaxed dinner. Expect to spend 1-1.5 hours and around $15-35 per person for food.
Downtown Winston-Salem
Footnote Coffee & Cocktails
Footnote is ideal for a relaxed coffee break, a casual meeting, or an early evening cocktail. Plan for a 1-2 hour visit, costing around $10-$35 per person for drinks and light snacks.
Food & Drink
River Birch Lodge
This is a good spot for a dinner or brunch with elevated comfort food, suitable for dates or family outings. Expect to spend $30-60 per person for an experience lasting around 1.5 hours.
Food & Drink
Ardmore Coffee
Ardmore Coffee is a good spot for a quick, relaxed solo or small group visit, easily paired with errands or a walk. Expect to spend $5-$15 per person for coffee and a snack during a 30-minute stop.
Food & Drink
The Coffee Mill
A typical coffee shop visit for a casual meet-up or solo work session. Expect to spend under $15 per person for a drink and a light bite over about an hour.
Downtown Winston-Salem
Krankies
Krankies is a versatile cafe for a solo coffee, a casual meet-up, or evening entertainment. Expect to spend $10-25 per person for a visit lasting about an hour, pairing well with downtown strolls.
Downtown Winston-Salem
Spring House Restaurant, Kitchen & Bar
This is a good spot for a refined dinner out, suitable for a date or a small celebration. Expect to spend 1.5-2 hours and $35-75 per person for food and drinks.
Food & Drink
BYGood Coffee
BYGood Coffee is a good spot for a casual solo stop or a quiet meet-up, easily paired with errands. Expect to spend $5-15 per person for a drink and a light bite.
Food & Drink
The Old Fourth Street Filling Station
The Old Fourth Street Filling Station is suitable for a relaxed dinner or a lunch outing, especially for couples or small groups. Expect to spend 1-2 hours and between $30-$75 per person for food and drinks.
Food & Drink
Rooster's Wood-fired Kitchen Winston Salem
Rooster's is suitable for a sit-down dinner experience, pairing well with a pre-dinner drink or post-dinner stroll. Expect to spend 1.5 to 2 hours and around $30-70 per person for a meal and drinks.
Food & Drink
Melrose Coffee and Boba Tea
This coffee and boba tea shop is ideal for a quick, cheap solo visit or a relaxed casual meet-up, lasting about 30-60 minutes and costing under $15 per person. It pairs well with errands or a leisurely afternoon activity.
Under $35
Cheap dates and low-spend afternoons.
Worth the splurge
When the night needs to land.
Outdoors
Patio, trail, or open-air.
No reservation needed
Walk in tonight.
What Scout found
- 60 of the 76 analyzed Winston-Salem places fit date night.
- 33% of matches are outdoor or partly outdoor.
- 58% have easy parking.
- Dominant moods: Relaxed, Social, Scenic, Upscale, Playful, Romantic.
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Staying over in Winston-Salem?
Hotels, resorts and vacation rentals across Winston-Salem — book the stay and make a full weekend of it.
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