| Winston-Salem to Hillcrest Heights (Maryland) | 261.46 mi (420.77 km) |
| Winston-Salem to Hilliard (Ohio) | 314.04 mi (505.40 km) |
| Winston-Salem to Hillsboro (Oregon) | 2,294.92 mi (3,693.31 km) |
| Winston-Salem to Hillsborough (California) | 2,310.72 mi (3,718.75 km) |
| Winston-Salem to Hillsborough (New Jersey) | 430.01 mi (692.03 km) |
| Winston-Salem to Hilo (Hawaii) | 4,599.47 mi (7,402.13 km) |
| Winston-Salem to Hilton Head Island (South Carolina) | 271.82 mi (437.46 km) |
| Winston-Salem to Hinesville (Georgia) | 305.57 mi (491.77 km) |
| Winston-Salem to Hinsdale (Illinois) | 569.34 mi (916.27 km) |
| Winston-Salem to Hobart (Indiana) | 530.96 mi (854.50 km) |
| Winston-Salem to Hobbs (New Mexico) | 1,322.68 mi (2,128.65 km) |
| Winston-Salem to Hobe Sound (Florida) | 623.95 mi (1,004.15 km) |
| Winston-Salem to Hoboken (New Jersey) | 465.28 mi (748.80 km) |
| Winston-Salem to Hockessin (Delaware) | 356.19 mi (573.23 km) |
| Winston-Salem to Hoffman Estates (Illinois) | 589.85 mi (949.26 km) |
