Two incredible Catskill mountains in one fantastic day hike

A great first taste of the Devil’s Path, this day hike takes us to the summit of the first two peaks on the eastern side of the Devil's Path, Indian Head and Twin. This challenging hike is filled with scrambles, steep climbs, and absolutely stunning trails, leading to multiple excellent viewpoints. 

Hike stats

🥾 ~6.9 miles from Prediger Road, up Jimmy Dolan Notch, to Indian Head Mountain and then to Twin Mountain
⛰️ About 2100ft elevation gain 
🧭 Difficulty: Hard. This is a challenging hike

The Destination Backcountry Difference 

Why hike with us? Expert guides. Founded in 2011, our NY State-licensed guides are not merely hike leaders, they are ambassadors for the outdoors, dedicated to sharing their passion for nature with others. 

A FULL day of adventure: Our all-inclusive day escapes include transportation, meals, and a full day of hiking and adventure. Make your escape upstate worth every minute!

On this trail, our guides will share:

🌿 An absolutely stunning trail with many gorgeous viewpoints
🥾 Take on a challenging hike with confidence with guidance from an expert backcountry guide
🌲 Incredible observations about the forest and wildlife we may encounter.

What's Included?

🚐 Transportation to and from NYC
☕ Breakfast: Your adventure includes a breakfast of fresh fruit and donuts and a selection of coffee and tea for the drive to the trailhead
🧀 Lunch: We will provide a healthy, gourmet lunch and snacks during our adventure. We offer vegetarian and vegan options, and we’re happy to accommodate any dietary and allergy needs.
🌄 On trail guidance from an expert NYS licensed guide

Schedule

6:30 Brooklyn Pickup near Barclays
7:00 Manhattan Pickup at Grand Central
~8:30 Rest Stop
~9:45 Arrival at Trailhead + Hike
~12:30 Lunch at Summit of Indian Head or Twin
~1:00 Hike to second peak, then hike out
~3:30 Van returns to the city
~4:30 Rest stop
~7:00 Manhattan Drop Off
~7:30 Brooklyn Drop Off

*All times are estimates. We adjust every adventure to the pace and needs of the group. Travel time are subject to many factors, including weather and traffic. 

What Do I Need to Bring With Me?

Must have
💧 2, 1-liter water bottles
🎽 Wear: Comfortable, breathable clothes. Standard workout clothes are great for hiking
🥾 Footwear: Sturdy sneakers, trail runners, or hiking boots. We’ll let you know well in advance if conditions call for special footwear.
🧣A few extra layers of clothes for breaks

Good to have
🌧️ Rain shell
🕶️ Sunglasses
🧢 Hat

FAQs

What happens after I book my adventure? You will receive a confirmation email for your adventure within 24 hours of booking. Your guide will reach out 7-10 days before your adventure with an update on trail conditions, weather, a final packing list, our adventure waiver, and more.

More questions? Visit our FAQ page here.