The Ultimate Guide to Sleepy Hollow, New York

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families

Last year we took our first trip to Sleepy Hollow, New York. I have been wanting to explore more of our state and we figured Sleepy Hollow was the perfection Fall season destination. Mini or day trips are easiest and most affordable for our family of five. We explored a great deal of the area and did most of the activities they have to offer. Everyone enjoyed themselves so much that we all want to go back again one day soon.

Here are some useful tips that might help you if you are planning to visit Sleepy Hollow

  • You can get a lot of your research done by checking out the website Visit Sleepy Hollow.
  • You can take a train to Sleepy Hollow or drive. The drive was easy peasy but parking around the town can be tricky because parking spaces can be very tight.
  • The town area is a lot smaller than it looks on videos. Be aware of how hilly and challenging it can be to walk around. 
  • There are many food options-best to do your research on the places you want to eat before going.
  • Book all your events way before the trip. Especially The Great Pumpkin Blaze.

Here are the places we went to and the things we did that I recommend the most:

Sleepy Hollow Street Fair 

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, Sleepy Hollow Street Fair

Sleepy Hollow Cemetery Tour 

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, Sleepy Hollow Cemetery

Headless Horseman Bridge 

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, Headless Horseman Bridge

The Cube Inn 

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, The Cube Inn

Great Jack O'Lantern Blaze 

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, The Great Pumpkin Blaze


A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, Union Church of Pocantico Hills

Washington Irving's Sunnyside 

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, Washington Irving's Sunnyside

The Taco Project 

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, The Taco Project

The Armour-Stiner Octagon House

A Vintage Nerd, A Vintage Nerd Travel, New York Guide, Guide to Sleepy Hollow, Travel Tips for Families, The Armour-Stiner Octagon House

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2 comments :

  1. Thank you for sharing this! I hope to make it here one day!

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    Replies
    1. I'm sure you will Janey! Thank you! xox

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