Outyork: Adventures in New York and Beyond

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Bear Mountain

Join us for a scenic hike at Bear Mountain, one of the most iconic outdoor destinations near New York City! This challenging adventure takes us through forested trails and rocky paths, leading to breathtaking views of the Hudson River and surrounding Highlands. We may pass sections of the historic Appalachian Trail and reach overlooks near Perkins Memorial Tower. It’s the perfect way to enjoy fresh air, nature, and great company. Let’s explore together!
Pack your favorite sandwich and drink, we will have a snack break on the trail.

We’re getting away from the city to forget about timing, enjoy nature, and connect with others. If you’re looking to make new outdoorsy friends, you’ve found the perfect place. If you’re seeking a fast-paced group, this might not be the right fit.

🗺️ About the Hike

• Small Group Experience: 2 - 20 OutYorkers.
• Hiking Route: FootPath Map
• Difficulty: Challenging. The perceived difficulty may increase if you are a beginner hiker or not physically active.
• Elevation Gain: 1,457 ft (444 mt)
• Highest Elevation: 1,297 ft (395 mt)
• Lowest Elevation: 10 ft (3 mt)
• Hiking Distance: 5.84 mi (9.41 km)
• Hiking Time: 3h 30m. This could change according to the group pace.

✅ Included: According to Selected Package.
❌ Not Included: Anything not mentioned in the selected package.

EXPLORE MORE ADVENTURES HERE ► Upcoming Events

TO ATTEND YOU MUST BOOK ► HERE

EXPLORE MORE ADVENTURES HERE ► Upcoming Events

Bull Hill

Take on the challenge of this challenging hiking trail in New York’s Hudson Valley, known for its steep ascents and rugged, rocky terrain. While demanding, the journey is well worth it, as you’ll be rewarded with awe-inspiring views of the Hudson River and surrounding landscapes. Perfect for experienced hikers seeking a physical challenge paired with breathtaking scenery, this trail is a must for your next outdoor adventure. We will have a snack break on the trail.

We’ll wrap up our adventure at a cozy local pizzeria, where we can relax, enjoy some food and drinks, and spend time chatting and connecting with fellow adventurers.

We’re getting away from the city to forget about timing, enjoy nature, and connect with others. If you’re looking to make new outdoorsy friends, you’ve found the perfect place. If you’re seeking a fast-paced group, this might not be the right fit.

🗺️ About the Hike

• Small Group Experience: 2 - 15 OutYorkers.
• Hiking Route: AllTrails Map
• Difficulty: Challenging. The perceived difficulty may increase if you are a beginner hiker or not physically active.
• Elevation Gain: 1,138 ft (347 mt)
• Highest Elevation: 1,099 ft (335 mt)
• Lowest Elevation: 16 ft (5 mt)
• Distance: 4.60 mi (7.5 km) – This doesn't include the 1 mile (1.6 km) walk from the train station to the trailhead.
• Hiking Time: 4h. This could change according to the group pace.

✅ Included: Hike led by a New York State licensed wilderness guide.
❌ Not Included: Train ticket or any other services or products not mentioned.

EXPLORE MORE ADVENTURES HERE ► Upcoming Events

TO ATTEND YOU MUST BOOK ► HERE

EXPLORE MORE ADVENTURES HERE ► Upcoming Events

Claudius Smith's Den

Join us on an enchanting and challenging hike, the perfect escape from the city for a nature-filled adventure. Hike through emerging trails and take in breathtaking scenic views as you immerse yourself in the tranquility and serenity of the great outdoors. This is a moderate to hard hike, ideal for those seeking a rewarding experience. Along the way, you’ll meet like-minded adventurers who share a passion for the outdoors—new friends, fresh air, and unforgettable memories await!
Pack your favorite sandwich and drink, we will have a snack break on the trail.
Don’t miss out on this exciting journey!

This is a Continuous Pace Hike: We’ll take breaks along the way, but not as often as on other hikes, since we need to maintain a steady pace to catch the train. Please note that transportation for this hike is limited, with departures only every two and a half hours.

🗺️ About the Hike

• Small Group Experience: Limited to 15 participants.
• Hike Route: AllTrail Map
• Difficulty: Challenging + Continuous Pace. This hike is suitable for hikers who can maintain at least a moderate to brisk pace.
• Hiker Skills: Experienced hiker. Good endurance and stamina; comfortable with steep climbs, uneven terrain, and longer distances.
• Elevation Gain: 1,207 ft (368 mt)
• Highest Elevation: 1,025 ft (312 mt)
• Lowest Elevation: 453 ft (138 mt)
• Distance: 5.53 mi (6.7 km) - The 0.6-mile (1 km) walk from the train station to the trailhead is not included.
• Hiking Time: 3h 30m. We need to complete the hike within this window so we can catch the 4:20 PM train, which departs every two and a half hours.

✅ Included: Hike led by a New York State licensed wilderness guide.
❌ Not Included: Train ticket or any other services or products not mentioned.

EXPLORE MORE ADVENTURES HERE ► Upcoming Events

TO ATTEND YOU MUST BOOK ► HERE

EXPLORE MORE ADVENTURES HERE ► Upcoming Events

Fairy Trail

Discover the enchanting Fairy Trail Hike in Millburn, New Jersey. This magical path leads to a picturesque waterfall and ends with a delightful surprise: charming little fairy houses hidden in the woods. Perfect for families and nature lovers, the trail offers a whimsical adventure that brings fairy tales to life.

We’ll wrap up our adventure in South Orange with a relaxed gathering at a local restaurant, enjoying good food and great company.

We are getting away from the city to forget about timing, enjoy nature and socialize. If you’re looking to make new outdoorsy friends, you’ve found the perfect place. But if you’re seeking a fast-paced group, this might not be the right fit.

🗺️ About the Hike

• Small Group Experience: 2 - 15 OutYorkers.
• Hiking Route: FootPath Map
• Difficulty: Easy. The perceived difficulty may increase if you are a beginner hiker or not physically active.
• Elevation Gain: 397 ft (121 mt)
• Highest Elevation: 502 ft (153 mt)
• Lowest Elevation: 180 ft (55 mts)
• Hiking Distance: 3.50 mi (5.70 km) – This doesn't include the 1.20-mile (1.90 km) walk from the end of the trail to the train station.
• Hiking Time: 2h 30m. This could change according to the group pace.

✅ Included: Hike led by a New York State licensed wilderness guide.
❌ Not Included: Train ticket or any other services or products not mentioned.

EXPLORE MORE ADVENTURES HERE ► Upcoming Events