Skip to content

Challenging Hikes New York

Your next hiking adventure starts here

October Hike 🍁

October Hike 🍁

Sat, Oct 31, 1:00 PM
From Jersey City/NYC Hiking & Outdoors
4.9

**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.**

  • Photo of the user
  • Photo of the user
  • Photo of the user
10 attendees
Fall Palisades Hike

Fall Palisades Hike

Sun, Oct 25, 12:00 PM
From Shorewalkers: Members Only Group
4.9

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

  • Photo of the user
  • Photo of the user
  • Photo of the user
16 attendees
Holloween Oct31st ForestPkTwilight Hike

Holloween Oct31st ForestPkTwilight Hike

Sat, Oct 31, 10:00 PM
From Kew Gardens Hiking (Home of the Happy Hikers)
4.9

\*\*\*NO BATHROOMS AVAILABLE\*\*\*PLAN AHEAD\*\*\* \*\*\*COSTUMES OPTIONAL\*\*\* \*\*\* Rainy weather may cancel hike Meet time is 6:PM, hike start is 6:15PM. Duration is about 90 minutes + or - a few minutes. We will hike along several of the many trails in the woods. Wear heavy shoes or boots as the trails are rocky and have many tree roots. Distance is a about 3 miles plus or minus a bit. Hile will be led by Werner and Jerry Attendance is at your own risk, and by joining, you agree to hold us not responsible for any accidents, injuries, losses or unforeseen problems that may arise. This includes contamination by any germs, viruses, or any other illnesses. If the grouping, numbers of attendees and distances get too close, we will break into two separate groups. This should satisfy any limitations on numbers of hikers and distancing. The hike is free ,but we would like to ask for a voluntary donation of whatever you want, or one $ 1 or $2 to help cover the fee Meetup charges us to use their website.

  • Photo of the user
  • Photo of the user
2 attendees

Hike the Greenbelt 🌳🌳

Mon, Oct 26, 2:30 PM
From Staten Island Hiking Meetup
4.8
2 attendees

Take a Hike in FDR and Eleanor’s Backyard

Sat, Nov 7, 12:45 PM
From NYC GOAL (Get Out And Live)
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 10.5 miles, depending on conditions, with 1.5k' 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). ***

  • Photo of the user
  • Photo of the user
  • Photo of the user
23 attendees
Show all
430kMonthly events
calendar icon
60mMembers
people1 icon
4.5App store rating
appStore icon
200kGroups
people2 icon

Popular groups

Brooklyn Trekking Meetup Group
Brooklyn

Brooklyn Trekking Meetup Group

7 members
Outyork: Adventures in New York and Beyond
New York

Outyork: Adventures in New York and Beyond

  • Photo of the user
2,331 members
Queer Men Hike
New York

Queer Men Hike

  • Photo of the user
547 members
DESI OUTDOORS: Nature.Adventure.Experience.Community
Hoboken

DESI OUTDOORS: Nature.Adventure.Experience.Community

4,500 members
NYC Hiking And Nature Meetup
New York

NYC Hiking And Nature Meetup

  • Photo of the user
15,621 members
Gay Men's Hiking Group
New York

Gay Men's Hiking Group

3,818 members
FounderVision Hiking & Community Group
Brooklyn

FounderVision Hiking & Community Group

  • Photo of the user
7 members
Hudson Valley Hikers
New York

Hudson Valley Hikers

  • Photo of the user
50,723 members
Show all

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.

Related content

Discover more groups and events that match your interests

Related interests

Canyon Hikes New YorkDay Hikes New YorkEasy Hikes New YorkChallenging Hikes Near MeChallenging Hikes Melbourne

Similar communities

Challenging Hikes BerlinChallenging Hikes BarcelonaChallenging Hikes ParisChallenging Hikes SydneyChallenging Hikes Toronto

Popular activities

Canoeing New YorkBouldering New YorkCanyoneering New YorkChallenging Hikes Los AngelesBackpacking New York

You Might Also Like

Bikepacking New YorkCamping Trips New YorkChallenging Hikes San FranciscoClimbing Groups New YorkCycling Groups New York