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Challenging Hikes New York

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Eagle rock hike

Eagle rock hike

Sun, Nov 1, 3:00 PM
From West Orange Hiking Meetup
4.8

We will meet before 10 AM in Eagle Rock reservation, 1 Crest Dr, West Orange. meet at kiosk number one in the back parking lot. We will hike 6 to 7 miles, stopping for lunch and to see views of Manhattan. Wear hiking boots, bring poles, lunch, water, and snacks. Children over 12 welcome, no dogs please. rain cancels. Ron Pate, leader 973-965-7578

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33 attendees

Hike the Greenbelt 🌳🌳

Mon, Nov 2, 2:30 PM
From Staten Island Hiking Meetup
4.8
6 attendees
Sunday Hike: Sunset @ Breakneck Ridge

Sunday Hike: Sunset @ Breakneck Ridge

Sun, Nov 1, 5:25 PM
From Outyork: Adventures in New York and Beyond
4.8

**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 â–ș [HERE](https://outyork.com/new-york-hiking-tours/sunset-breakneck-ridge-11-07-26/)** **EXPLORE MORE ADVENTURES HERE â–ș** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** **Breakneck Ridge** Take on one of the most iconic hikes in New York at Breakneck Ridge. This challenging trail features steep climbs and rugged terrain, perfect for adventure seekers. **Conquer the summit at golden hour and enjoy a stunning Hudson River sunset**—a truly unforgettable New York hiking experience. **Pack your headlamp and wear your best hiking shoes for this adventure!** Pack your favorite sandwich and drink, we’ll take a snack break while enjoying the sunset. *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.* đŸ—ș 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:** Challenging. 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 â–ș** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)**

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1 attendee
Last Foliage Hike of the Season [9 miles, Train Access]

Last Foliage Hike of the Season [9 miles, Train Access]

Sun, Nov 8, 3:30 PM
From NYC Hiking And Nature Meetup
4.8

Come join me for the last (probably) foliage hike of the season! We'll do a loop past two lakes and over several great 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.) * Warm layers, including a winter hat and gloves in colder weather. Rain gear and an extra warm layer just in case. * 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 8-9 miles, depending on conditions, with 1.1k' elevation gain at a moving pace of 2 mph. * **Track:** [Sebago-Skemonto-Claudius Loop](https://www.gaiagps.com/map/?loc=13.3/-74.1436/41.2006&pubLink=KhOL136qZzAYzSiYYCKkgmTW&routeId=ca062906-b224-44a4-8297-1af5195af48e) (If you use AllTrails, you'll have to find a matching route or routes yourself.) * **For Your Contingency Planning:** Shorter routes and bailout points are available. Cell service is generally available but can be spotty. In terms of a navigation & route finding, these are Blazed Trails. \*\*\* **Logistics:** * **Meeting Location:** Meet at 10:30am at the Tuxedo commuter parking lot off East Village Road ([Google Maps](https://goo.gl/maps/aoABudbFJkjAKF926)). (Use the address 2 Powerhouse Ln, Tuxedo Park, NY 10987.) * Andre's Cell: â€Ș(720) 263-7347‬; texts preferred. * **Public Transit:** Take the 9:14 am NJ Transit train from Penn Station to Tuxedo Station, arriving at 10:29 am. The station is just around the corner from the parking lot where we are meeting. Catching the 4:20 train back should work, but that might require cutting the hike short. Alternatively, return on the 6:44 pm train, or one of the hourly trains from Suffern via Uber. * **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). ***

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36 attendees
Saturday Hike: Sunset @ Breakneck Ridge

Saturday Hike: Sunset @ Breakneck Ridge

Sat, Nov 7, 5:25 PM
From Outyork: Adventures in New York and Beyond
4.8

**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 â–ș [HERE](https://outyork.com/new-york-hiking-tours/sunset-breakneck-ridge-11-07-26/)** **EXPLORE MORE ADVENTURES HERE â–ș** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)** **Breakneck Ridge** Take on one of the most iconic hikes in New York at Breakneck Ridge. This challenging trail features steep climbs and rugged terrain, perfect for adventure seekers. **Conquer the summit at golden hour and enjoy a stunning Hudson River sunset**—a truly unforgettable New York hiking experience. **Pack your headlamp and wear your best hiking shoes for this adventure!** Pack your favorite sandwich and drink, we’ll take a snack break while enjoying the sunset. *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.* đŸ—ș 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:** Challenging. 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 â–ș** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)**

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1 attendee
The Queens Way-The Possible High Line of Queens, Forest Park and Forest Hills

The Queens Way-The Possible High Line of Queens, Forest Park and Forest Hills

Sun, Nov 15, 3:15 PM
From New York City Hiking Tours
4.9

We would like to add some first timers who actually are serious about joining us. If you have NEVER attended an event before with this group, please send me your e-mail to my e-mail as requested below whether you are on a going list or wait list AFTER CAREFULLY READING THE DESCRIPTION OF THIS EVENT. DO NOT SEND YOUR E-MAIL TO ME THRU A MEETUP MESSAGE. See below. IF YOU HAVE NEVER ATTENDED AN EVENT BEFORE WITH THE GROUP, I AM ASKING FOR YOUR HELP AND COOPERATION AS I PLAN THE EVENT. I AM THEREFORE REQUIRING THAT YOU SEND ME AN E-MAIL AFTER CAREFULLY READING THE DESCRIPTION OF THE EVENT TO [bsb2@att.net](http://bsb2@att.net/) AS SOON AS YOU RSVP, EVEN IF YOU ARE ON THE WAIT LIST, AND PUT YOUR E-MAIL ADDRESS IN THE BODY OF YOUR MESSAGE TO ME. THIS WILL HELP ME COMMUNICATE MORE EFFECTIVELY WITH THOSE WHO RSVP. SOMETIMES MEETUP MESSAGES DO NOT GET DELIVERED FOR A VARIETY OF REASONS. IF YOU CAN'T ABIDE BY THIS SIMPLE REQUEST, YOU ARE GOING TO END UP ON THE NOT GOING LIST. If you think this request is just too much for you to bear, please let me know. I use capital letters to emphasize stuff not to shout at you! WE ARE LOOKING TO ADD SOME FIRST TIMERS. PLEASE READ WHAT I WRITE CAREFULLY. DO NOT RUSH THE RSVP PROCESS. THERE IS NO NEED TO. NO GUESTS FOR FIRST TIMERS. YOUR GUEST CAN SIGN UP AS YOU DID. I consider this a members appreciation event. We will NOT accept any monetary contributions on this one. I want to primarily reward those members who have supported this group in the recent past by attending at least one event and hopefully more with few cancellations. It helps if you are also a member of my other group called NYC Wanderers. See: [https://www.meetup.com/nyc-wanderers/?eventOrigin=your_groups](https://www.meetup.com/nyc-wanderers/?eventOrigin=your_groups) As always, the waitlist for this group does NOT operate in the conventional way. Those on the waitlist will NOT be moved automatically to the going list when a space becomes available. IF APPLICABLE, ALWAYS JOIN THE WAIT LIST WITH LOW PRIORITY WHICH IS FREE. IF THERE IS A WAITLIST, IT APPEARS MEETUP WILL ASK YOU IF YOU WANT TO JOIN MEETUP + BUT IN SMALLER LETTERS AT THE TOP OF THE PAGE YOU CAN CLICK CONTINUE WITH THE FREE PLAN. There is NEVER a need to pay extra to use Meetup's High Priority wait list classification for this group. THIS IS THE ONLY THE THIRD TIME WE ARE DOING THIS PARTICULAR EVENT AND THE SECOND TIME I AM DOING IT. In 2025, I felt this may have been the most unique event we did that year. This event will be a fun, fast paced approximately 6 mile hike. We will begin by walking through a bit of Forest Hills and Forest Hills Gardens where I will provide limited commentary. We will then get a glimpse of where the first section of The Queens Way is hopefully going to be built-IT HAS FUNDING NOW- but we will NOT walk on the abandoned railroad tracks on this first section. (The Queens Way is designed to be a linear park built on an abandoned stretch of rail tracks in Central Queens with some similarity to the High Line but it has NOT been built yet). Then it gets rather gritty as we walk towards what is another section of The Queens Way-no funding to build yet- where we will scramble up a slight incline from some abandoned railroad tracks to get into Forest Park. There we will do a relatively short hike in the Park to finish. MEETING DETAILS WILL BE SENT OUT VIA A MEETUP MESSAGE TO ALL THOSE WHO RSVP NO LATER THAN THE EVENING BEFORE THE EVENT. YOU CAN GET THERE EASILY BY SUBWAY OR THE LONG ISLAND RAILROAD. WE WILL NOT BE ENDING WHERE WE STARTED-2 SHORT SUBWAY STOPS AWAY-ABOUT A LITTLE MORE THAN A MILE- BUT WE WILL FINISH NEAR A MAJOR SUBWAY STATION AND NOT FAR FROM THE LONG ISLAND RAIL ROAD. We will meet a bit BEFORE 10:15 A.M. Be ready to go. WE LEAVE ON TIME. BRING SNACKS AND WATER. THERE IS NO LUNCH BREAK. THIS GROUP NEVER STOPS TO BUY FOOD ON AN EVENT. IF YOU HAVE NOT ALREADY DONE SO, ON YOUR DESKTOP, PLEASE CLICK ON YOUR PROFILE WHICH IS ON THE TOP RIGHT OF THE SITE, THEN CLICK "SETTINGS", THEN CLICK E-MAIL UPDATES" ON THE LEFT. MAKE SURE YOUR E-MAIL UPDATES ARE ON AND WHERE IT SAYS "UPDATES ABOUT YOU”, CHECK MESSAGES BOX. THIS WILL HELP TO INSURE YOU GET MESSAGES FROM ME. I LIKE TO THINK THOSE MESSAGES ARE IMPORTANT. IT LOOKS LIKE YOU CAN CUSTOMIZE YOUR SETTINGS FOR A SPECIFIC GROUP WHICH MAY BE HELPFUL IF YOU BELONG TO MANY MEETUP GROUPS. I am going to ask that people not post any comments or questions prior to the event. You have more than enough information to do this once you get the meeting details. No offense, but I don’t need to know-and probably neither does anyone else- what you are doing that day if you can’t make it or what you think the weather will be. AFTER the event, post as many comments and photos as you like. PLEASE RESPECT MY WISHES ON THIS. We will probably finish by 1:45p.m. and not far from a major subway station. It won't be easy to leave before we finish because of the route we are taking. WE WILL NOT FINISH WHERE WE START. IT WILL BE EASY TO GET TO THE EVENT AND HOME BY SUBWAY. FOR DRIVERS, YOU CAN PARK NEAR THE BEGINNING, THE END OR IN BETWEEN LOCATIONS. SUNDAY PARKING IS FREE. If the weather forecast is really bad, I will post a notice on the day of the hike by 7:00 A.M. If there is no notice, we go. RAIN DATE WILL BE SUNDAY NOVEMBER 22.

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28 attendees
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Frequently asked questions

Meetup is used to find and join local groups, participate in events both in-person and online, and connect with people who share similar interests in a community setting.

To find hikes in New York, search for hiking groups in the area on Meetup. You can filter events by location to explore challenging trails shared by outdoor enthusiasts.

Absolutely, you can join as many hiking groups as you like. Meetup provides flexibility to engage with different groups that match your interests and fit your schedule.

Yes, many Meetup groups organize outdoor events, including hikes, in areas like New York. Join a group to receive notifications about upcoming outdoor adventures.

To RSVP, simply find the hiking event you're interested in on Meetup, open the event page, and click 'RSVP' to confirm your attendance and receive event updates.

Yes, maintain specific searches for challenging or advanced adventure hiking groups on Meetup. Many communities cater to seasoned hikers looking for a challenge.

Joining Meetup as a participant is generally free, though some events or groups might ask for a nominal fee to cover costs associated with organizing events.

If a hike is canceled, you should receive a notification from the group organizer. Cancellations and updates are typically communicated through the Meetup platform.

Not all trails are difficult; Meetup caters to a wide variety of skill levels. You'll find diverse options from easy walks to challenging climbs to suit your hiking preference.

Group hikes are organized by members through Meetup, where details such as location, time, and difficulty level are provided, and participants join to hike together.

Meetup helps you connect with groups, but the availability of specific hiking groups depends on your location and the hiking community's current offerings.

If an ideal hiking group doesn't exist, you can create one yourself on Meetup. This allows you to set details according to your preferences and interests.

Meetup focuses on group events rather than one-on-one matches, but it can still be a great way to meet people with similar hiking interests who you might later form one-on-one connections with.

Hiking events are typically in-person to fully enjoy the activity, but some groups might hold virtual events for planning or discussing outdoor topics.

The frequency of hiking events varies by group and organizer activity. Exploring several groups increases chances to find numerous events to fit your schedule.