October Date: Haunted House Horseman's Hollow & Spooky Dessert for Two at Main Street Sweets

I can't believe we have reached our last & final date from our one year anniversary gift. At times, planning a weekend for the dates was exhausting but I cannot think of a better gift that I could have given Ryan. We have really enjoyed our dates for two and our dates for three throughout the last year. We have seen so much of New York that we might not have otherwise.

For our October date, we decided to get our spook on. Sleepy Hollow is known for its legendary characters and the Hudson Valley hosts all sorts of holiday events for residents to enjoy. From Halloween to New Years, the river towns bring entertainment to the next level.

Also since each date has featured a food component, I though dessert was the perfect way to wrap up our dates and incorporate the best part of halloween: the treats! So we stopped by Main Street Sweets in Tarrytown before entering the haunted house. With the chilling temps, we opted out of their homemade ice cream and into their homemade cookies, brownies, & cupcakes. The shop had that old school, mom & pop feel which was just what we needed.

After energizing our sweet tooth, we headed to Phillips Manor for the Headless Horseman's Hollow. The headless horseman himself made an appearance riding up on his white horse and galloping through the crowds.

The 45-minute haunted walk, forest, house, & corn maze was uniquely Hudson Valley with colonial dead characters, spooky figures lingering in the distance, and goorey displays left & right. We were surrounded by children which made it even more fun to see them spooked & scared.

The past 12 months have been filled with many great experiences and this was certainly a great way to finish out the dates!