| Woodstock to Oskaloosa (Iowa) | 665.98 mi (1,071.79 km) |
| Woodstock to Oswego (Illinois) | 563.68 mi (907.15 km) |
| Woodstock to Oswego (New York) | 775.89 mi (1,248.68 km) |
| Woodstock to Otsego (Minnesota) | 909.47 mi (1,463.66 km) |
| Woodstock to Ottawa (Illinois) | 553.68 mi (891.07 km) |
| Woodstock to Ottawa (Kansas) | 673.68 mi (1,084.19 km) |
| Woodstock to Ottumwa (Iowa) | 644.46 mi (1,037.15 km) |
| Woodstock to Overland (Missouri) | 454.72 mi (731.80 km) |
| Woodstock to Overland Park (Kansas) | 654.28 mi (1,052.97 km) |
| Woodstock to Overlea (Maryland) | 572.28 mi (921.00 km) |
| Woodstock to Oviedo (Florida) | 424.08 mi (682.50 km) |
| Woodstock to Owasso (Oklahoma) | 656.43 mi (1,056.42 km) |
| Woodstock to Owatonna (Minnesota) | 832.60 mi (1,339.94 km) |
| Woodstock to Owensboro (Kentucky) | 291.62 mi (469.32 km) |
| Woodstock to Owings Mills (Maryland) | 562.69 mi (905.57 km) |
