The Latest Go-To Newsletter: 
You’ve seen the building, but do you know what’s inside? Step inside 500 West 5th in Winston-Salem, a dynamic space where you can grab dinner, catch live music, host an event, or connect with fellow entrepreneurs in the heart of the city.
March 2, 2026
Downtown Grille
Ranked #1 Upscale Restaurant in the Triad by Triad Business Journal, Downtown Grille uses regionally sourced ingredients to create its delicious dishes. Expect classic favorites such as steak and seafood, along with an extensive wine list and crafted cocktails.
- Where | First floor
- Good to Know | Daily food and drink specials
Evening in the Atrium
This free monthly music and culinary series showcases local artists alongside small bites from Downtown Grille. Evening in the Atrium brings together top regional musicians to spark connection and creativity, with past guests including Martha Bassett and the Matt Kendrick Duo.
- When | Third Thursday of each month
- Where | First floor
Pilot View Center
This versatile event space is perfect for celebrations, dinner, and corporate meetings! Key features of the space include:
- Full catering kitchen and bar area
- Panoramic floor-to-ceiling windows
- Convenient free parking
- Room for 226 guests (standing receptions) or 100 (seated dinner)
- Located on the sixth floor, offering a view of Pilot Mountain
Contact Peyton to tour the space and start planning your event!
Other businesses
- Inti House | Lobby | Pop-up espresso bar featuring Bolivian drinks
- Flywheel Coworking | 8th floor | Coworking space for entrepreneurs and remote workers
- Winston Starts | 4th and 5th floor | Helps entrepreneurs scale their businesses through a development framework and resources
- Center for Private Business | 3rd floor | Supports and serves privately and family-owned businesses through workshops, panels, and programs
