In this classic tale based on "The Legend of Sleepy Hollow," Ichabod Crane, the town's new schoolmaster, is instantly enamored with Katrina Van Tassel, but he must compete for her love with Brom Bones, who will stop at nothing to win her. Ichabod thinks that Brom is his biggest obstacle, but to his surprise, there is someone -- or something -- else out there who will change his life forever.... (Full plot summary below)
Enjoy FREE movies and series with your Prime (USA) subscription or when you start a 30-day free trial!
| Movie Source | Available | Offers | Added | Views | Quality | Format | Rating | Link | Share |
|---|---|---|---|---|---|---|---|---|---|
 | UK only | 1 Month Free Trial | 07 Aug 2017 | 2814 | HD | Watch OnlineStream Instantly | 70% |  Report: Broken Link |   |
| USA only | 1 Month Free Trial | 16 Feb 2017 | 5411 | HD | Watch OnlineStream Instantly | 88% | Report: Broken Link | |
| IRELAND only | 1 Month Free Trial | 14 Jan 2023 | 2096 | HD | Watch OnlineStream Instantly | 84% | Report: Broken Link | |
 | UK only | 30 Day Free Trial | 08 Sep 2024 | 797 | HD | Watch OnlineStream Instantly | 87% | Report: Broken Link | |
![Its HD [The Night of the Headless Horseman]](/images/logos/icons/itshd.png){kind=icon} | WORLDWIDE | ? | 12 Apr 2020 | 3611 | HD | Watch OnlineStream Instantly | 88% | Report: Broken Link | |
 | UK only | 30 Day Free Trial | 15 Jun 2026 | 195 | HD | Watch OnlineStream Instantly | 49% | Report: Broken Link | |
 | UK only | Free Credit | 12 Feb 2024 | 170 | HD | Watch OnlineStream Instantly | 44% | Report: Broken Link | |
 | WORLDWIDE | ? | 12 Dec 2023 | 84 | HD | Watch OnlineStream Instantly | 25% | Report: Broken Link | |
 | WORLDWIDE | ? | 11 Dec 2020 | 12 | SD / TV | Watch OnlineStream Instantly | 18% | Report: Broken Link | |
 | WORLDWIDE | ? | 04 Jan 2015 | 192 | HD | Watch OnlineStream Instantly | 9% | Report: Broken Link | |
 | WORLDWIDE | ? | 16 Oct 2025 | 26 | SD / TV | Watch OnlineStream Instantly | 14% | Report: Broken Link | |
Links compiled using automated software. Availability of offers subject to change / might be region specific / out of date.
| Movie Source | Available | Offers | Added | Views | Quality | Format | Rating | Link | Share |
|---|---|---|---|---|---|---|---|---|---|
| UK only | 30 Day Free Trial | 26 Nov 2015 | 488 | SD / DVD | DVD RentalRent by Post | 69% |  Report: Broken Link | |
 | UK only | N/A | 26 Nov 2015 | 90 | SD / DVD | DVD RentalRent by Post | 16% | Report: Broken Link | |
 | USA only | 1 Month Free Trial | 26 Nov 2015 | 37 | SD / DVD | DVD RentalRent by Mail | 13% | Report: Broken Link | |
| USA only | 1 Month Free Trial | 26 Nov 2015 | 9783 | SD / DVD | DVD RentalRent by Mail | 81% | Report: Broken Link | |
| Movie Source | Available | Offers | Added | Views | Quality | Format | Rating | Link | Share |
|---|---|---|---|---|---|---|---|---|---|
| UK only | 30 Day Free Trial | 02 May 2026 | 218 | HD / BR | Blu Ray RentalRent by Post | 81% | Report: Broken Link | |
| UK only | N/A | 02 May 2026 | 32 | HD / BR | Blu Ray RentalRent by Post | 10% | Report: Broken Link | |
| USA only | 1 Month Free Trial | 26 Nov 2015 | 552 | HD / BR | Blu Ray RentalRent by Mail | 8% | Report: Broken Link | |
| USA only | 1 Month Free Trial | 02 May 2026 | 8690 | HD / BR | Blu Ray RentalRent by Mail | 96% | Report: Broken Link | |
Sorry, we can't find any suggestions at the moment.
In this classic tale based on "The Legend of Sleepy Hollow," Ichabod Crane, the town's new schoolmaster, is instantly enamored with Katrina Van Tassel, but he must compete for her love with Brom Bones, who will stop at nothing to win her. Ichabod thinks that Brom is his biggest obstacle, but to his surprise, there is someone -- or something -- else out there who will change his life forever.
Leave your thoughts about The Night of the Headless Horseman.
| User Reviewpreston nVery interesting and unique in its ownself. Would watch it again. Great for Halloween |
| User ReviewCole PVery interesting and unique in its ownself. Would watch it again. Great for Halloween |
| User ReviewBeth wa good old story. it bring's me back when my school teacher use to read it to the class. |
| User ReviewHeather kToo bad, it's a great story. I've seen better animation in Playstation2 video games. |
