| Middleburg to Smolyan | 5,632.84 mi (9,065.18 km) |
| Middleburg to Sofia | 5,532.18 mi (8,903.19 km) |
| Middleburg to Sopot | 5,594.90 mi (9,004.13 km) |
| Middleburg to Sozopol | 5,728.65 mi (9,219.38 km) |
| Middleburg to Sredets | 5,710.26 mi (9,189.78 km) |
| Middleburg to Stamboliyski | 5,604.99 mi (9,020.35 km) |
| Middleburg to Stara Zagora | 5,641.44 mi (9,079.03 km) |
| Middleburg to Svilengrad | 5,690.45 mi (9,157.89 km) |
| Middleburg to Svishtov | 5,583.88 mi (8,986.39 km) |
| Middleburg to Targovishte | 5,649.45 mi (9,091.92 km) |
| Middleburg to Teteven | 5,564.32 mi (8,954.91 km) |
| Middleburg to Troyan | 5,584.74 mi (8,987.77 km) |
| Middleburg to Tryavna | 5,618.59 mi (9,042.24 km) |
| Middleburg to Tutrakan | 5,620.00 mi (9,044.51 km) |
| Middleburg to Varna | 5,706.15 mi (9,183.17 km) |
