Challenging Hikes New York

Saturday Hike: Sunset @ 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/sunset-breakneck-ridge-11-07-26/)** **EXPLORE MORE ADVENTURES HERE ►** **[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.* 🗺️ 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 ►** **[Upcoming Events](https://outyork.com/new-york-hiking-tours/)**

7.5 Mile Central Park Hike & Dinner

We'll be meeting at the corner of W 69th St & Central Park West. We'll do a loop around Central Park, then go to a Chinese restaurant that does separate checks for dinner. Meetup.com is malfunctioning and refuses to set any start location within a few blocks of my desired location at 69th & Central Park West. There is no vaccination requirement for this hike, neither for the hike itself nor for the dinner afterward. The restaurant is not announced online as we don't want people skipping the hike and meeting us at the restaurant. This is a hiking meetup, not a dining one. We will be reaching the restaurant around 4:15pm (sunset will be at 4:45pm). Rain cancels. Snow does not. Take any train to Columbus Circle and walk 9 blocks north, or the 1 train to 66th and it's a short walk, or the 2/3 to 72nd and it's a short walk. This event is provided at no financial cost, in exchange for your relinquishing the right to sue the organizers for anything unfortunate that may happen during this outing. By attending this event, you agree to the terms laid out in a lengthy legalese waiver which can be found at **[http://bluejacket7.com/legal/WalkingWaiver.doc](http://bluejacket7.com/legal/WalkingWaiver.doc)** . There is especially a risk that you will get separated from the group and lost, and if that happens the responsibility will be yours.

Catskill 3500 Guided Hike - Kaaterskill HP

In order to officially secure your spot on this event and to receive the details email of where to exactly park and meet with us you must register on our site by clicking the link below. https://www.trailboundproject.com/service-page/catskill-3500-guided-hike-kaaterskill-hp?referral=service_list_widget Our events typically fill up at 24 people for guided hikes! You won't see the attendees here on meetup as registrations are on our site but we wanted to let you know that we typically see large outings for all of our events! Kaaterskill High Peak, at 3,655', is one of the 33 Catskill 3500 peaks that one must climb to become a Catskill 3500 Club member. Note: This hike goes to the peak of the 3,655' mountain called Kaaterskill High Peak. It does not pass by or go to Kaaterskill Falls. This is a challenging hike of 8 miles and 2,100' of elevation change that we'll take at a moderate pace over the course of about 8 hours. Along the route of both marked and unmarked trails, we will visit two plane wrecks and a Mohawk Indian Camp. We'll split the group near the top so the more adventurous TrailBounders can take the fun steep scramble approach from the South, while the more conservative of us can take the more sensible approach from the North! Either way, we will all be rewarded with breathtaking views up top! Join the TrailBounders for an epic day of adventure! The parking and hike details are emailed after registration.

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

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.

Adventure Book Club: The Only Way Is West

The Only Way Is West: A Thru-Hiking Adventure by Bradley Chermside What does it take to walk hundreds of miles across northern Spain? Blisters, questionable decisions, beautiful landscapes, unexpected friendships, a sense of humor, and a whole lot of determination. This time, we’re reading The Only Way Is West, a travel memoir about hiking the Camino de Santiago. Join us as we explore the challenges, surprises, and unforgettable moments that come with taking on an epic journey on foot. Let’s Talk Adventure! This isn’t just about the book. We want to hear about your adventures, too! Have you tackled a multi-day trek, hiked a legendary trail, or found yourself somewhere spectacular after a long day on your feet? Or maybe you’ve got a bucket-list hike you’ve been dreaming about for years. Bring your stories! We’ll share epic hiking experiences, ambitious trekking plans, and the adventures we’d love to take someday. No need to be an experienced thru-hiker. Just bring your curiosity, your love of adventure, and your enthusiasm for a good book. **Tentative schedule** 7:30 - 8pm Socialize, get comfy 8 - 9pm Book Chat 9pm + Food, drinks either at the venue or somewhere close by 📚💙 Epic Stories | Real Adventures

BEAR MOUNTAIN LOOP. UP Major Welch Trail. DOWN Appalachian Trail Stone Steps

Urban Hiking: Long Island City to Lower East Side

Chile Patagonia W+ Trek, Riverside Glamping, Thxgiving week (limited spots)

URBAN WALK: Inwood Park Stroll - New Members Welcome!

**[>> REGISTER HERE <<](https://activities.outdoors.org/s/oc-activity/a5UVX000001KoRV2A0/act00024288)** New to the Appalachian Mountain Club? Looking to connect with other folks who love getting outdoors? Come meet new AMC friends on a walk around Fort Tryon Park! Explore the beauty of this surprisingly sylvan park in the Upper Manhattan. We'll walk at a leisurely pace on pavement and trails for about 5 miles with minor elevation gain, stopping at points of interest. Wear sturdy walking shoes and weather appropriate clothes. Bring 1 liter of water and lunch/snacks. If you are new to the AMC, this is a great starter event! New and existing members, as well as prospective members are welcome!! Meet at 10:00am in the Lieutenant Willam Tigh Triangle, just north of the Dyckman stop on the A train. This is the last stop on the A line. NY Hiking Guide: Pete Bogolub AMC Health Advisory: Covid and other respiratory illnesses are circulating in our communities. Do not participate in this activity if you, or someone who you have recently been in contact with, is either infected or symptomatic.  ***[Become an AMC Member](https://www.outdoors.org/get-involved/become-a-member/?chapter=NY&campaign=7012J000001R5F0QAK)*** *and enjoy benefits such as discounts to events & lodging. You will also support hundreds of free or low-cost outdoor experiences, thousands of miles of trails, hundreds of thousands of acres of protected wilderness, outdoor leadership education, access to nature for everyone, conservation advocacy and your local volunteer leader*

Hiking the length of Manhattan from the North to South - 19 mile walk

You are not going crazy. I had to copy the event because It wouldn't open up in the Meetup app. I copied the event and republished it. Details are the same as the original event, Time and date are the same. Meetup couldn't fix the issue. Details now: Let's walk or I guess "hike" the entire length of Manhattan from North to South. We will meet at the at 0900 at Mon Amour Coffee and Wine in Kingsbridge in The Bronx and walk all the way down to Staten Island ferry. We did this last year and it was such a blast so why not do it again! We will make stops for breakfast, lunch, beer or wine and dinner along the way. You can join in and out over the day but it is better if you come for the whole thing. Schedule that I am going to post is a rough one and we might be there earlier or later depending on our walking speed, etc. I will set up a WhatsApp chat the day before with live location if people want to catch up to us by subway or Citi bike. I picked a coffee shop in Kingsbridge so we could walk down to Marble Hill and start from the north border of Manhattan. Kingsbridge used to be an actual bridge that separated The Bronx from Manhattan until the Harlem River was landfilled and now it is just the neighborhood where the northern end of the bridge used to lie. The River itself was too shallow and narrow for boats so a canal was dug out on the southern end of Marble Hill turning Marble Hill briefly into an island until the river was landfilled on the north side. Marble Hill then became attached to The Bronx and became a Manhattan enclave in The Bronx. We will meet at Mon Amour Coffee and Wine at 0900 and start our walk, saunter or hike from there. https://maps.app.goo.gl/WTaRNkEZtiZUhtM77 **Rough schedule:** 9h00 Mon Amour Coffe and Wine next to the 238th St Station in The Bronx 9h45 Stop at Inwood Farms for brunch 11h00 Leave Inwood Farm 11h30 The Cloisters 14h00 Central Park North and Adam Clayton Powell 16h00 Le Botaniste for late lunch or early dinner 17h00 Leave Le Botaniste 18h30 Stop at Brass Monkey for drinks 19h30 Leave Brass Monkey 20h30 Arrive at the Statue of Liberty ferry 21h00 Dinner at Hey Thai on John St This is roughly a 19 mile walk. Bring a water bottle. Restaurants we stop at and bars will be happy to refill your bottle for you. Bring comfortable shoes. If you want bring two pairs of shoes and socks. Some people find it easier on their feet to switch shoes and socks halfway through. If we end up with a big crowd I would prefer to give priority to those who can commit to doing the whole thing. Last year we finished with 5 out of 20 while a group did the same thing and everyone in their group finished. Commitment would be awesome!!!

CONCRETE TO TRAILS: STORM KING ART CENTER

**[>> REGISTER HERE <<](https://activities.outdoors.org/s/oc-activity/a5UVX000001MJoD2AW/act00024658)** Join us for a special "**Concrete to Trails"** **event** to **Storm King Arts Center**!! This trip is hosted by the **AMC NY-NoJ Chapter** and the **Outdoors for All Committee**, in collaboration with the **City College of New York (CCNY) Outdoors Club**. This event is OPEN TO ALL. This is trip includes round trip bus transportation. There is an approximately 7 mile walk/hike, offering a unique opportunity to connect with art, nature, and one another in a truly inspiring setting. We’ll spend the day at **Storm King Art Center** in New Windsor, NY, one of the nation’s top sculpture parks. With more than 500 acres of hills, meadows, and woodlands, Storm King offers the perfect opportunity for exploring the intersection of creativity and the outdoors. **Self-Guided Hiking Exploration** We will have approximately 5 hours to explore Storm King at our own pace. Wander along scenic trails, take in monumental sculptures, and enjoy the museum grounds through a self-guided hike that invites reflection, discovery, and connection with nature. \*\*Friendly Accessibility Reminder\*\* Please keep in mind that this walk is about 7 miles and includes a mix of hills, grassy areas, dirt paths, paved paths, and gravel. The route does require a moderate amount of walking and physical activity. If you have any mobility concerns or questions about the route, please feel free to reach out to us by email. We are happy to provide more information so you can decide if this event is a good fit for you: [Outdoors4all@AMC-NY.ORG](Outdoors4all@AMC-NY.ORG) ### ⚠️ REGISTRATION REQUIRED **Everyone must register and pay through AMC’s online registration tool.** **[REGISTRATION LINK](https://activities.outdoors.org/s/oc-activity/a5UVX000001MJoD/act00024658)** **Trip Details:** * **Rating:** Moderate * **Distance:** 7 miles * **Duration:** 9 hours * **Meeting Time:** 8:15 AM, Friday, November 6, 2026 * **Meeting Location:** 160 Convent Avenue (Outside The Wille Administration Building), New York, NY, 10031 * **Return Assembly Time**: 3:00 PM * Return to NYC: Expected by 5:00 PM * **Transportation:** Provided for participants * **Cost:** $30.00, includes round-trip transportation and entry ticket to Storm King Art Center * **NO REFUNDS** WHAT TO BRING: * Lunch/ snacks * 2 - 3 liters of water, you can leave one bottle in the bus * Mosquito Repellent * Hat and sunscreen * comfortable shoes/ Hiking shoes/boots * Dress in layers, weather might start cold and then warm up a little * $16-$30 if you like to buy lunch or snacks at the center, the link is here: [Cafe_Menu](https://stormking.org/wp-content/uploads/2025/07/2025_Outdoor_Cafe_Menu.pdf) This event is designed to foster community and broaden access to the outdoors by blending **art, hiking,** and **shared discovery**. Whether you’re new to AMC or already involved, come join us for a day of inspiration and exploration!

CONCRETE TO TRAILS: Storm King Arts Center & Sculpture Garden

**[>> REGISTER HERE <<](https://activities.outdoors.org/s/oc-activity/a5UVX000001MJoD2AW/act00024658)** **Join us for a special "Concrete to Trails" event to Storm King Arts Center!!** This trip is hosted by the AMC NY-NoJ Chapter and the Outdoors for All Committee, in collaboration with the City College of New York (CCNY) Outdoors Club. This event is OPEN TO ALL. This event includes round-trip bus transportation. There is an approximately 7 mile walk/hike, offering a unique opportunity to connect with art, nature, and one another in a truly inspiring setting. We’ll spend the day at Storm King Art Center in New Windsor, NY, one of the nation’s top sculpture parks. With more than 500 acres of hills, meadows, and woodlands, Storm King offers the perfect opportunity for exploring the intersection of creativity and the outdoors. Self-Guided Hiking Exploration We will have approximately 5 hours to explore Storm King at our own pace. Wander along scenic trails, take in monumental sculptures, and enjoy the museum grounds through a self-guided hike that invites reflection, discovery, and connection with nature. \Friendly Accessibility Reminder\ Please keep in mind that this walk is about 7 miles and includes a mix of hills, grassy areas, dirt paths, paved paths, and gravel. The route does require a moderate amount of walking and physical activity. If you have any mobility concerns or questions about the route, please feel free to reach out to us by email. We are happy to provide more information so you can decide if this event is a good fit for you: Outdoors4all@AMC-NY.ORG **\#\#\# ⚠️ REGISTRATION REQUIRED** Everyone must register and pay through AMC’s online registration tool. **[>> REGISTER HERE <<](https://activities.outdoors.org/s/oc-activity/a5UVX000001MJoD2AW/act00024658)** Trip Details: Rating: Moderate Distance: 7 miles Duration: 9 hours Meeting Time: 8:15 AM, Friday, November 6, 2026 Meeting Location: 160 Convent Avenue (Outside The Wille Administration Building), New York, NY, 10031 Return Assembly Time: 3:00 PM Return to NYC: Expected 5:00 PM Transportation: Provided for participants Cost: $30.00, includes round-trip transportation and entry ticket to Storm King Art Center NO REFUNDS WHAT TO BRING: Lunch/ snacks 2 - 3 liters of water, you can leave one bottle in the bus Mosquito Repellent Hat and sunscreen comfortable shoes/ Hiking shoes/boots Dress in layers, weather might start cold and then warm up a little $16-$30 if you like to buy lunch or snacks at the center, the link is here: Cafe_Menu This event is designed to foster community and broaden access to the outdoors by blending art, hiking, and shared discovery. Whether you’re new to AMC or already involved, come join us for a day of inspiration and exploration!