🎃👻🍂 Sleepy Hollow Street Fair Day Trip! 🚆🎶🌭

About this event

🎃👻🍂 Sleepy Hollow Street Fair Day Trip! 🚆🎶🌭 Join us on Sunday, November 8, 2026 for a fun fall day trip from NYC to historic Sleepy Hollow, New York! 👻🎃🍁 We’ll meet in Midtown Manhattan, walk together to Grand Central Terminal, take the scenic Metro-North Hudson Line directly to Philipse Manor, and then walk into downtown Sleepy Hollow for the Sleepy Hollow Street Fair! The Street Fair is officially scheduled for 10:00 AM–5:00 PM on Beekman Avenue, with shopping, food, vendors, and community festivities throughout the heart of Sleepy Hollow. ([Sleepy Hollow](https://www.sleepyhollowny.gov/calendar.aspx?CID=14%2C22&day=20&month=9&view=list&year=2026&utm_source=chatgpt.com "Calendar • Main Calendar")) 🚆 OPTION 1 — TAKE METRO-NORTH WITH US FROM NYC! 📍 NYC MEETING LOCATION McDonald’s 18 E 42nd St New York, NY 10017 ⏰ Meet between 10:45 AM and 11:00 AM Please try to arrive no later than 11:00 AM! We’ll give everyone a few minutes to meet each other, say hello, and get organized before walking together to Grand Central Terminal. We plan to begin walking toward Grand Central at approximately 11:00–11:05 AM, so please do not arrive late. Our train leaves at 11:25 AM and we want enough time to find the track and board comfortably. 🚶 WALKING TO GRAND CENTRAL From McDonald’s at 18 E 42nd Street, we’ll walk east along 42nd Street toward Park Avenue. Grand Central Terminal is located at: 89 E 42nd Street New York, NY 10017 🚶 Walking time: approximately 5–10 minutes Once inside Grand Central, we’ll follow the signs for Metro-North Railroad and locate our Hudson Line train. 🚆 OUR TRAIN — METRO-NORTH HUDSON LINE We are taking: Metro-North Train 8723 🚆 Hudson Line 📍 Grand Central Terminal → Philipse Manor Departure from Grand Central: 11:25 AM Arrival at Philipse Manor: approximately 12:21 PM The current MTA weekend Hudson Line timetable lists Train 8723 departing Grand Central at 11:25 AM and stopping at Philipse Manor at approximately 12:21 PM. That makes the train ride approximately: ⏱️ 56 minutes Part of the Hudson Line runs alongside the Hudson River, so we should get some beautiful river views along the way! 🌊🚆🍂 Please be at McDonald’s between 10:45 and 11:00 AM. We do not want anyone running through Grand Central trying to catch the train at the last minute! 🎟️ METRO-NORTH TICKETS Everyone is responsible for purchasing their own Metro-North ticket. In the MTA TrainTime app, purchase: Grand Central → Philipse Manor Please check the TrainTime app again on the morning of the meetup for any last-minute track changes, delays, or service adjustments. 🚗 OPTION 2 — MEET US DIRECTLY AT PHILIPSE MANOR! If you’re driving, already in Westchester, or traveling separately, you do not have to come into Manhattan. You can simply meet us directly at: 📍 Philipse Manor Metro-North Station 78 Riverside Drive Sleepy Hollow, NY 10591 ⏰ Meet us at approximately 12:21 PM Our train is scheduled to arrive at approximately 12:21 PM, so please try to be around the station when we arrive. Once everyone is together, we’ll start walking toward the Street Fair. The Village of Sleepy Hollow is encouraging visitors to use Metro-North because parking is limited. Both Philipse Manor and Tarrytown stations are officially listed as being within walking distance of the Street Fair. ([Sleepy Hollow](https://www.sleepyhollowny.gov/1062/Sleepy-Hollow-Street-Fair---Traffic-Impa?utm_source=chatgpt.com "Sleepy Hollow Street Fair - Traffic Impact and Parking | Sleepy Hollow, NY")) 🚶 HOW FAR IS THE WALK FROM PHILIPSE MANOR? This is one of the biggest improvements to our new route! Instead of getting off at Tarrytown, we’ll get off at Philipse Manor, which puts us on the Sleepy Hollow side of the area and closer to the northern/Pocantico Street side of the fair. From Philipse Manor Station to the Pocantico Street end of Beekman Avenue, expect approximately: 🚶 15–20 minutes of walking 📏 Roughly 0.9–1 mile A nearby Pocantico Street location is liste