Release Dates
| USA | 17 November 1999 | (premiere) |
| USA | 19 November 1999 | |
| Australia | 1 January 2000 | |
| New Zealand | 1 January 2000 | |
| UK | 7 January 2000 | |
| Greece | 14 January 2000 | |
| Spain | 21 January 2000 | |
| Brazil | 28 January 2000 | |
| Italy | 28 January 2000 | |
| Mexico | 28 January 2000 | |
| South Korea | 29 January 2000 | |
| Belgium | 9 February 2000 | |
| France | 9 February 2000 | |
| Argentina | 10 February 2000 | |
| Malaysia | 17 February 2000 | |
| Singapore | 17 February 2000 | |
| Germany | 24 February 2000 | |
| Hong Kong | 24 February 2000 | |
| Switzerland | 24 February 2000 | (German speaking region) |
| Poland | 25 February 2000 | |
| Japan | 26 February 2000 | |
| Portugal | 1 March 2000 | (Fantasporto Film Festival) |
| Iceland | 3 March 2000 | |
| Israel | 3 March 2000 | (premiere) |
| Portugal | 3 March 2000 | |
| Venezuela | 8 March 2000 | |
| Philippines | 15 March 2000 | (Davao) |
| Israel | 16 March 2000 | |
| Denmark | 17 March 2000 | |
| Kuwait | 17 March 2000 | |
| Norway | 17 March 2000 | |
| Egypt | 29 March 2000 | |
| Hungary | 30 March 2000 | |
| Sweden | 31 March 2000 | |
| Indonesia | 1 April 2000 | (Jakarta) |
| Netherlands | 6 April 2000 | |
| Thailand | 7 April 2000 | |
| Finland | 14 April 2000 | |
| Turkey | 14 April 2000 | |
| Czech Republic | 27 April 2000 | |
| Estonia | 28 April 2000 | |
| India | 14 July 2000 | |
| Poland | 9 October 2001 | (Warsaw Film Festival) |
Also Known As (AKA)
| Argentina | La leyenda del jinete sin cabeza |
| Brazil | A Lenda do Cavaleiro Sem Cabeça |
| Czech Republic | Ospalá díra |
| Germany (TV title) | Sleepy Hollow - Köpfe werden rollen |
| Finland | Päätön ratsumies |
| France | Sleepy Hollow - La légende du cavalier sans tête |
| Greece (transliterated ISO-LATIN-1 title) | O mythos tou akefalou kavalari |
| Greece | Ο Μύθος του Ακέφαλου Καβαλάρη |
| Croatia | Sanjiva dolina |
| Hungary | Az Álmosvölgy legendája |
| Italy | Il mistero di Sleepy Hollow |
| Mexico | La leyenda del jinete sin cabeza |
| Peru | La leyenda del jinete sin cabeza |
| Poland | Jezdziec bez glowy |
| Portugal | A Lenda do Cavaleiro Sem Cabeça |
| Serbia | Uspavana dolina |
| Russia | Сонная лощина |
| Slovakia | Ospalá diera |
| Turkey (Turkish title) | Hayalet süvari |