| Winter Springs to Waycross (Georgia) | 186.01 mi (299.35 km) |
| Winter Springs to Wayne (Michigan) | 946.31 mi (1,522.94 km) |
| Winter Springs to Waynesboro (Pennsylvania) | 792.71 mi (1,275.75 km) |
| Winter Springs to Waynesboro (Virginia) | 662.18 mi (1,065.67 km) |
| Winter Springs to Weatherford (Oklahoma) | 1,121.45 mi (1,804.80 km) |
| Winter Springs to Weatherford (Texas) | 1,018.35 mi (1,638.87 km) |
| Winter Springs to Webb City (Missouri) | 961.16 mi (1,546.84 km) |
| Winter Springs to Webster (Texas) | 837.50 mi (1,347.83 km) |
| Winter Springs to Webster Groves (Missouri) | 859.64 mi (1,383.45 km) |
| Winter Springs to Weddington (North Carolina) | 438.74 mi (706.08 km) |
| Winter Springs to Weigelstown (Pennsylvania) | 820.26 mi (1,320.08 km) |
| Winter Springs to Weirton (West Virginia) | 810.55 mi (1,304.46 km) |
| Winter Springs to Wekiwa Springs (Florida) | 9.41 mi (15.14 km) |
| Winter Springs to Welby (Colorado) | 1,549.88 mi (2,494.30 km) |
| Winter Springs to Wellington (Colorado) | 1,575.43 mi (2,535.40 km) |
