| Winter Garden to Holbrook (New York) | 974.22 mi (1,567.86 km) |
| Winter Garden to Holiday (Florida) | 73.89 mi (118.92 km) |
| Winter Garden to Holiday City-Berkeley (New Jersey) | 892.18 mi (1,435.83 km) |
| Winter Garden to Holladay (Utah) | 1,899.13 mi (3,056.36 km) |
| Winter Garden to Holland (Michigan) | 1,014.45 mi (1,632.60 km) |
| Winter Garden to Hollins (Virginia) | 615.50 mi (990.55 km) |
| Winter Garden to Hollister (California) | 2,366.36 mi (3,808.28 km) |
| Winter Garden to Holly Hill (Florida) | 58.83 mi (94.68 km) |
| Winter Garden to Holly Springs (Georgia) | 424.37 mi (682.95 km) |
| Winter Garden to Holly Springs (North Carolina) | 517.04 mi (832.09 km) |
| Winter Garden to Hollywood (Florida) | 194.52 mi (313.05 km) |
| Winter Garden to Holmen (Wisconsin) | 1,192.36 mi (1,918.91 km) |
| Winter Garden to Holt (Michigan) | 987.85 mi (1,589.80 km) |
| Winter Garden to Holtsville (New York) | 975.98 mi (1,570.69 km) |
| Winter Garden to Holyoke (Massachusetts) | 1,069.33 mi (1,720.92 km) |
