Challenging Hikes New York
Your next hiking adventure starts here

Hike and Spa
Mon, Sep 7, 11:45 AM**As summer winds down,** come join us as we experience the beauty of the Hudson Valley with a LEISURELY hike up to **ANTHONY'S NOSE** via the **Appalachian Trail** followed by a walk across the **Bear Mountain Bridge** into **Bear Mountain State Park** to end at **Bear Mountain Inn** where you can indulge in **optional** spa treatments before heading home. **IMPORTANT NOTES: This is NOT a beginner hike. the bridge walk is easy BUT the trail up to Anthony’s Nose is NOT EASY!! The AT portion is ROCKY! Please be honest with your hiking ability before signing up. FOR THE HIKE WE'LL GO AT SLOW LEISURELY PACE. Though we will go slow you should still be able to handle physical demands of this hike.** **GETTING THERE:** * In the morning, take the 7:57AM Metro-North from Grand Central Terminal to Manitou station. **Note be sure to get one-way ticket as we will not be coming back to the same station at the end of the day** **AGENDA**: * from Manitou we'll pick up the Appalachian Trail which will lead us to Anthony's Nose where we will have lunch break and admire the views * Then we'll come down from the Nose which will leave us by the Bear Mountain Bridge. Have your cameras ready as we walk across the bridge .. the views are simply spectacular!!! The bridge walk will take us into Bear Mountain State Bear and the Bear Mountain Inn where the hiking part will end. * **HIKE INTENSITY**: **Moderate to Easy with Leisurely pace which does not mean EASY!** * **TOTAL MILEAGE**: About 7-8 miles * **PACE**: We go at **LEISURELY PACE AND NO ONE WILL BE LEFT BEHIND.** **FAST HIKERS STAY AWAY!!!!** **Spa**: At the Bear Mountain Inn if anyone wants to indulge in spa treatments:[ https://bearmountainspa.com/](https://bearmountainspa.com/). It is recommended that your book your treatment in advance before you get there to ensure staff availability **Return trip:** * At the end of the day we'll pick up the Shortline bus right outside the Bear Mountain Inn at 5:19PM that will take us back to THE PORT AUTHORITY BUS TERMINAL, NOT Grand Central Terminal **PLEASE NOTE, day's agenda is not written in stone and is subject to changes. Come with an open mind for adventure and flexibility for whatever the day might bring.** **DURATION**: This is an all-day event. **WEATHER**: rain will cancel hike **LIABILITY WAIVER: come prepared. Participate at your own risks. Hold no one liable etc. etc.**

Catskills Adventure Challenge: Rochester Hollow
Sat, Sep 5, 10:45 AM**PLEASE NOTE: THIS IS A PRE-PAY ONLY EVENT** Please read carefully: This event is being hosted by Adventure Untamed (https://www.adventureuntamed.com/trip/catskills-adventure-challenge-rochester-hollow/). **Please register directly through the website**. **You spot will only be held once you register and pay through the Adventure Untamed website.** **Transportation and licensed guide are included in the cost of the trip. All you have to do is show up!** The Catskills Center has put together a series of hikes as part of the Catskills Adventure Challenge. The Challenge consists of a series of hikes designed to introduce hikers to the region. Adventure Untamed is taking on the challenge! If you complete six of the eight hikes that are part of the Catskills Adventure Challenge, you can earn a patch from the [Catskills Adventure Center](https://www.catskillcenter.org/adventurechallenge?mc_cid=8b2b6a6c7f&mc_eid=700fe10aae). Adventure Untamed is planning to do all eight hikes in 2026. Next up – Rochester Hollow! Rochester Hollow is a plot of land near the Big Indian Mountain. It’s a series of three connecting trails and a quintessential hike in through the woods. The word that repeatedly comes up to describe this trail is ‘peaceful.’ The woods, remnants of old stone walls, wild life, and a walk through the woods. **What’s included**: * NY State Licensed and Wilderness First Responder Certified Guide * Transportation to and from NYC * Hike from the Catskill Adventure Challenge [Cancellation Policies](https://www.adventureuntamed.com/info/?tab=2) **Wear** * Hiking boots (**required**) * Weather-appropriate, moisture-wicking, athletic clothing (**no cotton**) * Wool or synthetic socks (**no cotton**) * Waterproof gloves * Warm hat * Buff * Sun hat * Sunglasses **Pack** * Fleece / mid layer * Windproof/waterproof top and bottom layers that can fit over all other layers * Lunch * Ample Snacks * At least three (3) liters of water * Backpack * Sunscreen * Fully waterproof top and bottom layers that can be worn over all other layers * Extra layers to adjust for changing weather conditions * Extra pair of wool socks * Headlamp * Trekking poles (optional) * A change of clothes for the ride back (optional) **Level:** ACTIVE (https://www.adventureuntamed.com/info/?tab=1) **Mileage:** 4.8 miles **Elevation Gain:** 859 feet **Group Size:** 2 - 14 adventurers

The Easiest Catskills Hike
Sun, Sep 6, 1:00 PMJoin us for this point to point hike in the southern Catskills, featuring some new trail near the beginning, as well as the former Ulster and Delaware Railroad. We had done a hike years ago, but it has been made into an official trail, so we'll check it out once. Majority of this will be very easy and only gently rolling near the end. Distance is 16 miles. The route will also feature some weaving trails along some creek, a tower, visitor center, and a little bit of back road. If needed, contact me at 908 343 8374

Monday Hike: Rockwood Hall
Mon, Sep 7, 1:00 PM**To attend this event, simply RSVPing on Meetup isn’t enough — you must book through our website to secure your spot.** **TO ATTEND YOU MUST BOOK ► [HERE](https://outyork.com/new-york-hiking-tours/rockwood-hall-09-07-26/)** **EXPLORE MORE ADVENTURES HERE ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** **Rockwood Hall** Join us for a relaxing hike along the Hudson River, featuring beautiful scenery and panoramic views throughout the journey. We’ll visit **Rockwood Hall**, a historic estate with scenic ruins overlooking the river, then walk part of the famous **Old Croton Aqueduct Trail** before continuing into **Rockefeller State Park Preserve**. There, we’ll stop for a peaceful lunch break surrounded by nature. Pack your favorite sandwich and drink, we will have a snack break on the trail. **We’ll end the day at a local ice cream shop** to cool off, relax, and enjoy great conversations together. *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](https://www.alltrails.com/es/explore/recording/evening-hike-093f65e--118?u=i&sh=ypq48e) * Difficulty: Challenging. The perceived difficulty may increase if you are a beginner hiker or not physically active. * Elevation Gain: 1,929 ft (588 mt) * Highest Elevation: 1,601 ft (488 mt) * Lowest Elevation: 229 ft (70 mt) * Distance: 6.6 mi (10.60 km) – The distance walk from the train station to the trailhead is 1.8 mi (3 km). This distance is not considered in the hike information. There is a free shuttle, if we ride we won’t walk this distance. * Hiking Time: 6 hr. 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](https://outyork.com/new-york-hiking-tours/)**

Sunday Hike: Anthony's Nose
Sun, Sep 6, 1:25 PM**To attend this event, simply RSVPing on Meetup isn’t enough — you must book through our website to secure your spot.** **TO ATTEND YOU MUST BOOK ► [HERE](https://outyork.com/new-york-hiking-tours/anthonys-nose-09-06-26/)** **EXPLORE MORE ADVENTURES ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** Discover the OutYork experience by joining us for an unforgettable moderate hike to Anthony’s Nose, a must-visit trail in New York’s Hudson Valley. Hike through picturesque woodlands before reaching the summit, where you’ll be greeted with breathtaking views of the Hudson River and surrounding mountains. This scenic escape is perfect for those looking to reconnect with nature, breathe fresh air, and leave the city behind. Whether you're an experienced hiker or just starting out, Anthony’s Nose offers the ideal adventure for nature lovers and outdoor enthusiasts alike. Pack your favorite sandwich and drink, we will have a snack break on the trail. Don’t miss out on this exciting journey! *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. * **Hike Route:** **[AllTrail Map](https://www.alltrails.com/es/explore/recording/afternoon-hike-at-rockwood-hall-pocantico-river-and-old-croton-aqueduct-loop-7f16109?u=i&sh=ypq48e)** * **Difficulty:** Moderate. **The perceived difficulty may increase if you are a beginner hiker or not physically active.** * **Hiker Skills:** Active person with basic fitness. Comfortable with long walks and some uphill sections. * **Elevation Gain:** 1,195 ft (364 mt) * **Highest Elevation:** 892 ft (272 mt) * **Lowest Elevation:** 10 ft (3 mts) * **Distance:** 6.44 mi (10.36 Km) – This includes the walk from the train station to the trailhead. * **Hiking Time:** 3h. 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 ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)**

Sunday Hike: Cats Rock
Sun, Sep 13, 12:45 PM**To attend this event, simply RSVPing on Meetup isn’t enough — you must book through our website to secure your spot.** **TO ATTEND YOU MUST BOOK ► [HERE](https://outyork.com/new-york-hiking-tours/cats-rock-09-13-26/)** **EXPLORE MORE ADVENTURES HERE ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** **Cats Rock** **Cats Rock Trail, part of the famous Appalachian Trail, offers a moderate to hard hike through dense woods and scenic vistas.** As you climb, you’ll be surrounded by towering trees and rewarded with breathtaking panoramic views at the summit. Perfect for those seeking a nature escape or looking to meet new outdoor enthusiasts. A challenging yet rewarding adventure in the heart of the wilderness. Pack your favorite sandwich and drink, we will have a snack break on the trail. ***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 hours.* 🗺️ About the Hike * Small Group Experience: 2 - 15 OutYorkers. * Hiking Route: [AllTrails Map](https://www.alltrails.com/es/explore/recording/afternoon-hike-e2a7555--474?u=i&sh=ypq48e) * Difficulty: Moderate. The perceived difficulty may increase if you are a beginner hiker or not physically active. * Elevation Gain: 1,358 ft. (413 mt) * Highest Elevation: 1,171 ft. (357 mt) * Lowest Elevation: 430 ft. (131 mt) * Hiking Distance: 6.5 mi. (10.8 km) * Hiking Time: 3h 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](https://outyork.com/new-york-hiking-tours/)**
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