Challenging Hikes New York

October Hike 🍁

**Hello! We are planning a hiking trip on October 31st. This is a carpool only hike so let me know if you are driving or if you need a ride. The plan is to meet up at ~9AM and drive to the location. Please reach out if you have questions!** **Trail: TBD** **Note: To pay for the costs of Meetup, there is a $5 fee, waived for drivers who are helping out with rides. I will post my Venmo/ Cash App/ Zelle handle in the comments.**

Fall Palisades Hike

Take the Great Saunter Fall Challenge. [Register here](https://shorewalkers.org/join-a-saunter/) to walk 32 miles over 16 days, starting Oct. 3. Help Shorewalkers support our parks by donating $10 to participate, with all fees going to [Riverside Park Conservancy](https://riversideparknyc.org/) This walk will count for 20 miles of your total. Join us for a 20 mile hike stretching from upper Manhattan to the town of Nyack in Rockland County. We will start by crossing the GWB and then will follow the Long Path trail heading north along the palisades. On our walk we’ll see beautiful wooded paths and stunning views of the Hudson River. This will be a moderately paced hike with minimal breaks, as we’ll need to keep on a tight schedule to finish on time. While the path is mainly flat, you should expect rocky trails, stairs and a few steep hills. Hiking shoes are required and poles are strongly recommended. There are no dropout points where public transportation is easily accessible on this hike so consider your ability to complete 20 miles before signing up. Previous hiking experience is necessary. Meet at 8:00 at the GWB Bus Terminal in the waiting room on the upper level. We will leave promptly at 8:15. Do not come late because we cannot wait. Our hike ends in Nyack where you can take the H07 bus to Tarrytown and catch the Metro North back to the city. There is also the option of taking a Coach bus back to the GWB bus terminal. Please check transportation schedules ahead of time. Bring water, lunch and snacks. We will have a lunch stop at State Line Lookout. Food and beverages are available for purchase there. Contact hike leader Jessica with any questions: 347-603-8447 Co-Hosts: Iris & Fernando

Hike the Greenbelt 🌳🌳

First Meetup: Hike Mohonk Preserve to Mohonk Mountain House

let's get outdoors and take a hike at **[Mohonk Preserve](https://www.mohonkpreserve.org/who-we-are/)** to **[Mohonk Mountain House](https://www.mohonk.com/)** reachable on Trailways bus out of the Port Authority Bus Terminal going to New Paltz. **Trail map**: https://www.alltrails.com/trail/us/new-york/west-trapps-trailhead-to-mohonk-mountain-house-loop **GETTING THERE:** We're taking the **Trailway bus from Port Authority Bus Terminal.** The 7AM bus arrives in New Paltz by 8:35AM. One-way ticket is $25.00 (depends on how early you buy the ticket). Ticket can be purchased in advance at this link: **[https://trailways.com/](https://trailways.com/)** From the Trailways bus station in New Paltz, we'll share an Uber for a 5-min ride to Mohonk Visitors Center. **PLEASE NOTE THERE IS A $20.00 HIKER FEE TO HIKE AT THE PRESERVE. No fee if you are member of Mohonk Preserve.** **PACE**: Hiking pace will be **LEISURELY AND NO ONE WILL BE LEFT BEHIND**. During hike we'll have lunch, water and snack breaks as needed; as well as taking time to savor the sights and sounds of nature, take photos, hug some trees, and most importantly, socialize with your fellow hikers. **NO FAST HIKERS!** **TOTAL MILEAGE**: up to about 9.5 MILES **DURATION**: This is an all-day event. **THE IMPORTANT STUFF:** * Dress in non-cotton layers. * Wear appropriate shoes suitable for hiking * Bring sunscreen, bug spray, head cover, whatever else you need * Bring at least 3 liters of liquid to stay hydrated. * Bring lunch and snacks for yourself. * hiking poles if you need them * Carry your stuff in a backpack. * Sense of adventure and a positive attitude are a must. A smile also goes a long way. Please leave the drama and crankiness at home. **RETURN BUS:** 6PM Trailways bus back to Port Authority by 7:40PM (Depending on traffic) **WEATHER**: Since bus ticket is non-refundable, this hike is rain, snow or shine! ***LIABILITY WAIVER: come prepared. Participate at your own risks. Hold no one liable etc etc.***

Autum/Halloween Hike & Lunch🍁🍂😨

Halloween Hike to Raven Rocks, with transportation

**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/halloween-hike-to-raven-rocks-2/). **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!** Celebrate Halloween with a Spooktacular hike from Adventure Untamed. First, we are off to Raven Rocks! Raven Rocks is the most remote area of the Rockefeller State Park Preserve, so you know we are in for a treat! This hike has a little bit of everything: pastures, a brook, lakes, old growth forest, and so much natural beauty. We will traverse both hiking and gravel paths and climb up to a beautiful rock outcropping on top of a cliff. After the hike, we are celebrating Halloween with the [Knickerbocker Tour](https://www.showclix.com/tickets/the-original-knickerbocker-tour-2025) that will take us to a cemetery at Sleepy Hollow where we will learn more about *The Legend of Sleepy Hollow*! It’s going to be a fantastic adventure! Come celebrate Halloween with us! This is an **INTERMEDIATE-** level hike, suitable for **ACTIVE-level hikers**. Costumes not required, but strongly encouraged :). Best costume wins a free AU day hike! Make sure your costume is comfortable enough to hike! **What’s included:** * NY State Licensed and Wilderness First Responder Certified Guide * Transportation to and from NYC (if you would like to meet us at the trailhead, please email [info@adventureuntamed.com](mailto:info@adventureuntamed.com) for a discount) * Tickets to the Knickerbocker Tour [Cancellation Policies](https://www.adventureuntamed.com/info/?tab=2) **Wear** * Hiking boots * Weather-appropriate, moisture-wicking, athletic clothing (**no cotton**) * Wool or synthetic socks (**no cotton**) * Sun hat * Sunglasses **Pack** * Windproof/waterproof top and bottom layers that can fit over all other layers * Lunch * Ample Snacks * At least two (2) liters of water * Backpack * Sunscreen * Extra layers to adjust for changing weather conditions * Extra pair of wool socks * Trekking poles (optional) * A change of clothes for the ride back (optional) **Level:** INTERMEDIATE- (https://www.adventureuntamed.com/info/?tab=1) **Mileage:** 5.5 miles **Elevation Gain:** 600 feet **Group Size:** 2 - 14 adventurers

Sunday Hike: Bull Hill

**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/bull-hill-10-25-26/)** **EXPLORE MORE ADVENTURES HERE ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** **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](https://www.alltrails.com/es/explore/recording/afternoon-hike-bull-hill-short-loop-ffac735) * 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](https://outyork.com/new-york-hiking-tours/)**

Wednesday Hike: Bull Hill

**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/bull-hill-10-21-26/)** **EXPLORE MORE ADVENTURES HERE ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** **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](https://www.alltrails.com/es/explore/recording/afternoon-hike-bull-hill-short-loop-ffac735) * 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](https://outyork.com/new-york-hiking-tours/)**

Harriman Foliage Hike [~11 miles] [Car Pooling]

Come join me for a fall foliage hike! We'll do a loop around Island Pond and over Black Rock, hitting a bunch of view points. Contact [Andre](http://www.meetup.com/New-York-City-Hiking/members/1650420) with any questions about this meetup. **Event guidelines:** * **This is a social event for hikers, not a guided hike**. We plan to stay together as a group, but everyone needs to be a self-sufficient hiker with adequate skills, equipment, and contingency plans to hike alone with a map or offline-GPS app (and the knowledge to use them) just in case. * **If you are not comfortable hiking** **self-sufficiently** **or are not experienced enough to judge the skill and physical requirements in the route description**, check out the [Appalachian Mountain Club’s](https://www.outdoors.org/) hikes or one of the many professional guides operating in the area. \*\*\* **Standard day-hiking gear:** * Hiking footwear (boots or trail shoes), non-cotton clothing, sunscreen, bug spray, sunhat, sunglasses. ([Permethrin insecticide](https://amzn.to/3XNcflS) treatment against ticks is great.) * Rain gear and an extra warm layer, including winter hat and gloves in colder weather. * Lunch, Snacks, and 2nd breakfast. 2 liters/ 2 quarts of water minimum, 3 liters for a hot day. Electrolytes for hot days, hot drinks for cold days. * **GPS app with offline maps** & battery pack: **Avenza Maps App** is free and there is a [free Harriman map in the in-app store](https://store.avenza.com/products/harriman-state-park-trail-map-new-york-state-parks-map?queryID=undefined&objectID=36438857941148). **CalTopo** ($20/yr) is an excellent general purpose GPS program. **Mapy** **App** has basic offline trail maps that are adequate. * **Map & Compass**: [NYNJTC Harriman-Bear Mountain Trails](https://amzn.to/422cHxd) or [National Geographic Harriman](https://amzn.to/3MOsk7d) *** **General FAQ:** * No dogs allowed, sorry * No guests beyond the RSVP guest limit and no one under 18 allowed * Hikes are generally rescheduled for thunderstorms, heat index >95f, or AQI >80 \*\*\* **Route Info:** * **The Stats:** About 11 miles, depending on conditions, with 1.3k' elevation gain at a moving pace of 2 mph. * **Track:** [Lake Skanatati > Island Pond > Black Rock](https://www.gaiagps.com/map/?loc=13.6/-74.1264/41.2485&pubLink=3HIP0BKoSPRojEQmTVD12npc&routeId=f1037064-6e5e-4de1-9655-b17f18f8e61b) * A lot of people like use AllTrails, but there is no route for this hike. You can download "Lake Skannatati and Island Pond Loop" to at least get you back to the car, but get the (free) Avanza Map as well. * **For Your Contingency Planning:** Shorter routes and bailout points are available. Cell service is generally available but can be spotty. Navigation and Route Finding: Blazed trails. \*\*\* **Logistics:** * **Meeting Location:** Meet at 9:30am, [Arden-Surebridge / Long Path Trailheads](https://maps.app.goo.gl/wYomgUJ91fFiUdnEA) * Andre's Cell: ‪(720) 263-7347‬; texts preferred. * **Public Transit**: None. However, it might be possible to arrange pick-ups from the Suffern Train Station. (Train runs from Penn Station to Suffern, arriving 8:36 AM.) Or Uber from there to the trailhead. * **Car Pooling:** Please use the comment section to organize carpooling, especially if you are driving from the city. Passengers should chip in for gas and tolls (usually about $10-$15). ***

Thursday Hike: Breakneck Ridge

**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/breakneck-ridge-10-22-26/)** **EXPLORE MORE ADVENTURES HERE ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** **Breakneck Ridge** **Discover Breakneck Ridge, one of the most iconic hikes in New York, located in the stunning Hudson Valley just outside NYC.** This moderate and adventurous trail rewards hikers with scenic paths and unforgettable views of the Hudson River and surrounding mountains. Ideal for travelers eager to explore nature beyond New York City, the hike starts and ends in Cold Spring, a charming town. **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 App](https://www.alltrails.com/es/explore/recording/afternoon-hike-at-breakneck-ridge-ac4d175) * **Difficulty:** Moderate. The perceived difficulty may increase if you are a beginner hiker or not physically active. * **Elevation Gain:** 1,073 ft (327 mt) * **Highest Elevation:** 987 ft (301 mt) * **Lowest Elevation:** 20 ft (6 mts) * **Hiking Distance:** 5 mi (8 km) – We'll walk an extra mile (1.60 Km) from the train station to the trailhead. * **Hiking Time:** 4h 30m. This could change according to the group pace and includes a leisurely stroll around Cold Spring’s waterfront and charming streets. ✅ **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/)**

Advanced Hike Wittenberg & Cornell

**MUST REGISTER HERE TO ATTEND [https://joinoutsiders.com/events](https://joinoutsiders.com/events)** This one is for the seasoned hikers. Join us for a challenging, high-reward trek up two of the Catskills' most iconic peaks, Wittenberg and Cornell, deep in the Slide Mountain Wilderness. It's a demanding day on the trail, and the payoff is one of the most jaw-dropping views in the Northeast: the sweeping panorama of the Ashokan Reservoir and the surrounding high peaks from Wittenberg's summit ledges, framed by peak fall color. We'll climb the classic Burroughs Range route from Woodland Valley, gaining serious elevation through hardwood forest and stands of spruce and fir before topping out on Wittenberg, then pushing on to the rocky summit of Cornell (including the famous "Cornell Crack" scramble). This is a strenuous, full-commitment hike with steep, rugged terrain, so come prepared and ready to earn the view. **EVENT TIMELINE** * 9:00 AM: Meet at The Standard Biergarten (Meatpacking) * 9:30 AM: Depart NYC * 11:30 AM: Arrive at Woodland Valley trailhead and begin hike * 2:00 PM: Summit Wittenberg, lunch and photo break at the overlook * 3:00 PM: Push on to the summit of Cornell * 3:45 PM: Begin descent * 6:00 PM: Complete hike and regroup * 6:30 PM: Head to a local eatery for food and drinks * 8:00 PM: Depart back to NYC * 10:30 PM (approx.): Arrive back in the city All timing is approximate and subject to change based on group pace and conditions. ## **WHAT'S INCLUDED IN YOUR TICKET** * Roundtrip transportation from NYC * Guided hike led by OUTSIDERS hiking guides * Parking and trail access fees * Complimentary water and beverages on the ride home ## **HIKE DETAILS** * Trail: Wittenberg and Cornell via the Burroughs Range (from Woodland Valley) * Location: Catskill Park, Slide Mountain Wilderness * Mileage: approx. 9.4 miles (out and back) * Elevation Gain: approx. 2,900 ft * Difficulty: Strenuous / Advanced (steep, rugged terrain with rock scrambles) (Trail details to be finalized) ## **WHAT TO BRING** * Sturdy, broken-in hiking boots (a must for this terrain) * Layers and weather-appropriate clothing for higher elevations * At least 2 to 3 liters of water * A packed trail lunch and high-energy snacks * Hat, gloves, and a warm layer (summits run cold and windy in late October) * Trekking poles (recommended) ## **IMPORTANT NOTES** * This is an advanced hike intended for experienced hikers in good physical condition. Prior experience with long, strenuous climbs and scrambling is strongly recommended. * Our adventures are full-day experiences. We do not recommend scheduling other activities that day, as return times can vary. * Unsafe or unsuitable attire and footwear may result in denied participation for safety reasons. Proper hiking boots are required. * If you have any medical conditions or injuries that might prevent you from safely completing a strenuous hike, please consult your physician before signing up. * A signed waiver is required to join the trip. Come ready to challenge yourself, chase the views, and stand on top of the Catskills at the height of fall.

Tuesday Hike: Long Path

**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 ►** **[HERE](https://outyork.com/new-york-hiking-tours/long-path-10-27-26/)** **EXPLORE MORE ADVENTURES HERE ►** **[Upcoming Events](https://outyork.com/new-york-hiking-events/)** **Long Path** Join us on this moderate hike near NYC, starting with a gentle ascent to a breathtaking overlook of the Hudson River. Along the way, we’ll visit the historic Women’s Federation Monument, one of the top viewpoints on hikes in New York. Our journey ends with a serene walk along the river’s edge to enjoy its beauty. 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 to three hours.* 🗺️ About the Hike * **Small Group Experience:** 2 - 15 OutYorkers * **Hiking Route:** [AllTrails Map](https://www.alltrails.com/es/explore/recording/afternoon-hike-e2ff470) * **Difficulty: Moderate + Continuous Pace.** This hike is suitable for hikers who can maintain at least a moderate to brisk pace. * **Elevation Gain:** 736 ft. (225 mt) * **Highest Elevation:** 532 ft. (162 mt) * **Lowest Elevation:** 0 ft (0 mt) * **Distance:** 7 mi. (11 km). This includes the 0.3-mile (0.5 km) walk from the bus stop to the trailhead. * **Hiking time:** 3h 30m. Since the bus runs every two hours, we need to complete the hike within this time to catch the 3:11 bus. ✅ **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-events/)**