| Winston-Salem to Worthington (Ohio) | 313.96 mi (505.27 km) |
| Winston-Salem to Wright (Florida) | 537.05 mi (864.29 km) |
| Winston-Salem to Wyandanch (New York) | 492.13 mi (792.00 km) |
| Winston-Salem to Wyandotte (Michigan) | 449.57 mi (723.51 km) |
| Winston-Salem to Wylie (Texas) | 947.54 mi (1,524.92 km) |
| Winston-Salem to Wyndham (Virginia) | 182.96 mi (294.45 km) |
| Winston-Salem to Wyoming (Michigan) | 551.30 mi (887.23 km) |
| Winston-Salem to Wyomissing (Pennsylvania) | 373.55 mi (601.17 km) |
| Winston-Salem to Xenia (Ohio) | 318.45 mi (512.50 km) |
| Winston-Salem to Yakima (Washington) | 2,184.39 mi (3,515.43 km) |
| Winston-Salem to Yankton (South Dakota) | 1,024.08 mi (1,648.09 km) |
| Winston-Salem to Yauco (Puerto Rico) | 1,492.46 mi (2,401.88 km) |
| Winston-Salem to Yazoo City (Mississippi) | 619.35 mi (996.75 km) |
| Winston-Salem to Yeadon (Pennsylvania) | 379.79 mi (611.21 km) |
| Winston-Salem to Yelm (Washington) | 2,284.14 mi (3,675.97 km) |
