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The Ultimate Guide to Date Night in Winston-Salem

By Jeffrey Willey Macaroni KID Winston-Salem Publisher January 30, 2025

Planning the perfect date night in Winston-Salem is easy with the various restaurants, activities, and entertainment options. Whether you’re looking for a romantic dinner, a fun activity, or something unique to make the evening special, Winston-Salem has it all. Here’s your ultimate guide to crafting a memorable date night from our hopeless romantic readers.

Romantic Restaurants

Start your evening with a delicious meal at one of Winston-Salem’s top dining spots:

  1. The Katharine Brasserie & Bar
    • A sophisticated French-inspired restaurant located in the Kimpton Cardinal Hotel. Perfect for a classic and elegant dinner.
  2. Spring House Restaurant, Kitchen & Bar
    • Set in a restored historic mansion, this farm-to-table restaurant offers a cozy and romantic ambiance.
  3. Quanto Basta
    • For authentic Italian cuisine, head to Quanto Basta. Their handmade pasta and intimate atmosphere are perfect for date night.
  4. Mozelle’s Fresh Southern Bistro
    • Enjoy upscale Southern comfort food in a quaint and charming setting.
  5. 6th & Vine
    • A wine bar and restaurant featuring an extensive wine list and outdoor patio seating for a laid-back yet romantic vibe.

Fun Activities

After dinner, make the night even more special with these activities:

Art & Culture

Nightlife

  • Bar Nola 
    • A New Orleans Themed Music Hall and Craft Taphouse located in the historic West End Mill Works.
  • Wise Man Brewing
    • Share a flight of craft beers and enjoy the lively atmosphere at this popular local brewery.

Interactive Fun

Unique Experiences

For something truly memorable, try one of these:

Sweet Endings

No date night is complete without dessert. Head to:

  1. The Flour Box
    • A charming bakery offering a variety of sweet treats to share.
  2. Kilwins
    • Satisfy your sweet tooth with homemade ice cream or fudge.

Tips for a Great Date Night

  1. Make Reservations
    • Many popular spots fill up quickly, so it’s a good idea to reserve your table or tickets in advance.
  2. Consider Transportation
    • For a stress-free night, consider ride-sharing services so you can relax and enjoy yourselves.
  3. Personalize the Evening
    • Tailor your activities to shared interests to make the night extra special.

No matter what you choose, Winston-Salem offers countless ways to connect, laugh, and create lasting memories. Happy dating!