Guess Where?

Here’s how it works:
📍 We’ll meet at Jamaica LIRR Station (Queens, NY) at 7:45 AM, rolling out by 8 AM sharp. Once everyone’s aboard, we’ll open a sealed Guess Where Envelope that reveals our route, stops, and surprises for the day.

🗺️ Expect a mix of

• Scenic views and outdoor adventures 🌄
• Hidden gems across the Hudson Valley / Sleepy Hollow region
• Local bites, cozy spots, and autumn energy 🍂
• Plenty of time to explore, laugh, and connect

💬 This trip is perfect for

• The spontaneous friend who loves a good story
• The adventurer who’s down for anything
• Or anyone looking to meet new people and experience something different

🎒 What to Bring

• Comfortable shoes & layers
• Water bottle
• Cash or card for lunch & snacks
• Portable charger & small daypack
• A friend (or come make some!) 🙌

🧺 What’s Included

• Round-trip transportation from NYC
• Day-of coordination and trip hosts
• Light snacks and water
• All-day adventure curated by GuessWhere Trips

🍴 Not Included

• Meals, personal purchases, or add-on activities
• Extra drinks or souvenirs

🧭 Good to Know

• Rain or shine — the adventure goes on!
• There will be limited cell service during parts of the day, so plan to unplug 📵
• One pickup & drop-off: Jamaica LIRR Station only
• Bring a sense of humor, curiosity, and good vibes!
• 21+ only. ID required.

Info: Please be on time! Anyone who arrives after 8 AM and misses the bus will not receive a refund. We want to keep the day running smoothly and appreciate your understanding.

Info: Explore 3–4 surprise stops in the Hudson Valley

Info: Please note: We will only be making one drop-off at Jamaica LIRR. There will be no additional stops.

Also check out other Trips & Adventurous Activities in Queens.