| Winter Springs to Holbrook (New York) | 956.16 mi (1,538.80 km) |
| Winter Springs to Holiday (Florida) | 95.97 mi (154.45 km) |
| Winter Springs to Holiday City-Berkeley (New Jersey) | 874.49 mi (1,407.36 km) |
| Winter Springs to Holladay (Utah) | 1,909.88 mi (3,073.66 km) |
| Winter Springs to Holland (Michigan) | 1,009.27 mi (1,624.26 km) |
| Winter Springs to Hollins (Virginia) | 602.79 mi (970.10 km) |
| Winter Springs to Hollister (California) | 2,380.21 mi (3,830.57 km) |
| Winter Springs to Holly Hill (Florida) | 40.68 mi (65.47 km) |
| Winter Springs to Holly Springs (Georgia) | 423.29 mi (681.22 km) |
| Winter Springs to Holly Springs (North Carolina) | 501.65 mi (807.32 km) |
| Winter Springs to Hollywood (Florida) | 195.81 mi (315.13 km) |
| Winter Springs to Holmen (Wisconsin) | 1,191.33 mi (1,917.26 km) |
| Winter Springs to Holt (Michigan) | 981.04 mi (1,578.83 km) |
| Winter Springs to Holtsville (New York) | 957.92 mi (1,541.62 km) |
| Winter Springs to Holyoke (Massachusetts) | 1,051.69 mi (1,692.54 km) |
