| Winter Springs to Hereford (Texas) | 1,308.65 mi (2,106.07 km) |
| Winter Springs to Hermiston (Oregon) | 2,371.32 mi (3,816.27 km) |
| Winter Springs to Hermitage (Pennsylvania) | 867.80 mi (1,396.59 km) |
| Winter Springs to Hermosa Beach (California) | 2,209.25 mi (3,555.45 km) |
| Winter Springs to Hernando (Mississippi) | 665.59 mi (1,071.16 km) |
| Winter Springs to Herndon (Virginia) | 744.29 mi (1,197.81 km) |
| Winter Springs to Herriman (Utah) | 1,916.51 mi (3,084.32 km) |
| Winter Springs to Herrin (Illinois) | 772.12 mi (1,242.61 km) |
| Winter Springs to Hershey (Pennsylvania) | 842.76 mi (1,356.28 km) |
| Winter Springs to Hesperia (California) | 2,147.25 mi (3,455.67 km) |
| Winter Springs to Hewitt (Texas) | 970.27 mi (1,561.50 km) |
| Winter Springs to Hialeah (Florida) | 203.62 mi (327.70 km) |
| Winter Springs to Hialeah Gardens (Florida) | 201.50 mi (324.28 km) |
| Winter Springs to Hibbing (Minnesota) | 1,436.68 mi (2,312.11 km) |
| Winter Springs to Hickory (North Carolina) | 487.26 mi (784.17 km) |
