Quick Summary:

  • What is the history of Sleepy Hollow?
    • Sleepy Hollow was once the preserve of the rich and famous Rockefeller family. Today, visitors come mainly to take a step back in time and learn about the life and times of the oil-rich Rockefeller family and earlier colonial settlers like Frederick Philipse, who made his fortune in the slave trade.
  • What are the main attractions in Sleepy Hollow?
    • Attractions are mainly historic, including:
    • The John D. Rockefeller Estate
    • The Philipsburg Manor
    • The Sleepy Hollow Cemetery
    • The Old Dutch Reformed Church and Burial Ground
  • Are there any myths or legends in Sleepy Hollow?
    • Myths and legends abound, and you are sure to hear about a ghost or two during your visit.
  • What outdoor activities can visitors enjoy?
    • For a break from history, you can go hiking in the beautiful Rockwood Hall State Park to admire outstanding views of the Hudson River.


1. Kykuit ⭐⭐⭐⭐⭐

Kykuit | Things to Do in Sleepy Hollow, New York
© demerzel21/stock.adobe.com

2. Sleepy Hollow Cemetery ⭐⭐⭐⭐⭐

Category: Attractions
Sleepy Hollow Cemetery | Things to Do in Sleepy Hollow, New York
© Casual-T/stock.adobe.com

3. The Old Dutch Church and Burial Ground

The Old Dutch Church and Burial Ground | Things to Do in Sleepy Hollow, New York
© lspi138/stock.adobe.com

4. Philipsburg Manor

Philipsburg Manor | Things to Do in Sleepy Hollow, New York
© lspi138/stock.adobe.com

5. Rockwood Hall State Park

Category: Activities
Rockwood Hall State Park | Things to Do in Sleepy Hollow, New York
© Mihalj/stock.adobe.com

6. Kingsland Point Park

Category: Activities
Kingsland Point Park | Things to Do in Sleepy Hollow, New York
© mandritoiu/stock.adobe.com

7. Patriot’s Park

Category: Activities
Patriot’s Park | Things to Do in Sleepy Hollow, New York
© Serafina/stock.adobe.com

8. Headless Horseman Statue

Headless Horseman Statue | Things to Do in Sleepy Hollow, New York
© cityanimal/stock.adobe.com

Map:


Plan Your Trip