| Winter Springs to Hillcrest Heights (Maryland) | 743.28 mi (1,196.19 km) |
| Winter Springs to Hilliard (Ohio) | 791.26 mi (1,273.41 km) |
| Winter Springs to Hillsboro (Oregon) | 2,536.47 mi (4,082.06 km) |
| Winter Springs to Hillsborough (California) | 2,434.73 mi (3,918.31 km) |
| Winter Springs to Hillsborough (New Jersey) | 898.41 mi (1,445.86 km) |
| Winter Springs to Hilo (Hawaii) | 4,624.03 mi (7,441.66 km) |
| Winter Springs to Hilton Head Island (South Carolina) | 243.85 mi (392.44 km) |
| Winter Springs to Hinesville (Georgia) | 217.64 mi (350.25 km) |
| Winter Springs to Hinsdale (Illinois) | 979.92 mi (1,577.02 km) |
| Winter Springs to Hobart (Indiana) | 948.22 mi (1,526.02 km) |
| Winter Springs to Hobbs (New Mexico) | 1,327.38 mi (2,136.22 km) |
| Winter Springs to Hobe Sound (Florida) | 131.19 mi (211.13 km) |
| Winter Springs to Hoboken (New Jersey) | 928.16 mi (1,493.73 km) |
| Winter Springs to Hockessin (Delaware) | 829.92 mi (1,335.62 km) |
| Winter Springs to Hoffman Estates (Illinois) | 1,001.16 mi (1,611.21 km) |
