| Winter Springs to Wellington (Florida) | 153.85 mi (247.59 km) |
| Winter Springs to Wells Branch (Texas) | 992.63 mi (1,597.49 km) |
| Winter Springs to Wenatchee (Washington) | 2,451.39 mi (3,945.13 km) |
| Winter Springs to Wentzville (Missouri) | 889.60 mi (1,431.68 km) |
| Winter Springs to Weslaco (Texas) | 1,039.12 mi (1,672.31 km) |
| Winter Springs to Wesley Chapel (Florida) | 72.03 mi (115.92 km) |
| Winter Springs to West Allis (Wisconsin) | 1,058.29 mi (1,703.16 km) |
| Winter Springs to West Babylon (New York) | 943.53 mi (1,518.47 km) |
| Winter Springs to West Bend (Wisconsin) | 1,087.40 mi (1,750.00 km) |
| Winter Springs to West Carrollton (Ohio) | 777.52 mi (1,251.30 km) |
| Winter Springs to West Carson (California) | 2,203.39 mi (3,546.01 km) |
| Winter Springs to West Chester (Pennsylvania) | 842.68 mi (1,356.16 km) |
| Winter Springs to West Chicago (Illinois) | 992.35 mi (1,597.04 km) |
| Winter Springs to West Columbia (South Carolina) | 366.64 mi (590.05 km) |
| Winter Springs to West Covina (California) | 2,181.31 mi (3,510.48 km) |
