Outsiders NY

MUST REGISTER HERE TO ATTEND https://joinoutsiders.com/events

Hop aboard for one of the most unique and scenic adventures of the season, a Rail Explorers ride through the heart of the Catskills. Cruise along historic railroad tracks in a custom pedal-powered rail car, soaking in the crisp mountain air and breathtaking early fall views at every turn.
This 2.5-hour guided tour follows the historic Ulster & Delaware Railroad corridor, gliding through golden forests, over old trestle bridges, and alongside the tranquil Esopus Creek. It's part leisurely ride, part light cardio, and all-around fun, no experience required.
EVENT TIMELINE:

• 12:30 PM: Meet at The Standard Biergarten (Meatpacking)
• 1:00 PM: Depart NYC
• 3:30 PM: Rail Explorers tour begins
• 5:30 PM: Tour ends, hangout time
• 6:00 PM: Head to a local eatery for food and drinks
• 8:00 PM: Head back to NYC
• 10:30 PM (approx.): Arrive back in the city

All timing is approximate and subject to group pace and traffic.
TICKET INCLUDES:

• Roundtrip transportation from NYC
• Rail Explorers ticket + railbike rental
• Drinks for the ride
• A full day of upstate adventure with new friends

WHAT TO BRING:

• Comfortable clothes for light activity
• Sneakers or closed-toe shoes (required!)
• Sunglasses and sunscreen
• Light jacket (fall air can be crisp!)
• Reusable water bottle
• Snacks or lunch

IMPORTANT NOTES:

• Proper attire is required for safety. If your clothing or footwear is deemed unsuitable, we reserve the right to turn you away.
• Please consult your doctor if you have any conditions that may impact your ability to participate.
• A signed waiver is required to join the trip.
• Our adventures are full-day experiences. We do not recommend scheduling other activities that day, as return times can vary.

Don't miss this chance to escape the city and ride the rails in style. Spots are limited, so grab yours now and let's cruise the Catskills.

MUST REGISTER HERE TO ATTEND https://joinoutsiders.com/events

Hit the trail with a pup and your people!
Social Paws and OUTSIDERS are teaming up for a dog-friendly group hike just outside the city, designed for anyone who loves dogs, getting outdoors and/ or wants to bring their four-legged friend along for the adventure.
We'll head out of NYC together via private transportation, hike a scenic trail at a relaxed pace, and soak up plenty of time for bonding, fresh air, and connection amid peak fall color. Afterward, we'll roll into Twin Star Orchards for some eats, a dog-centric local market curated just for the Social Paws crew, a short tour with orchard staff, and a few refreshing ciders before we bring everyone back to the city.
WHAT'S INCLUDED IN YOUR TICKET

• Round-trip transportation from NYC
• Guided hike led by OUTSIDERS hiking guides
• Parking and trail access fees
• Breakfast on board (Levain cookies and NYC bagels)

SCHEDULE FOR THE DAY

• 9:00 AM: Meetup
• 9:30 AM: Departure
• 11:45 AM: Arrival at the park, begin hiking
• 3:00 PM: Complete hike
• 3:30 PM: Arrive at Twin Star Orchards for the local pup market, food, and tour
• 5:30 PM: Departure
• 7:00 PM: Return to NYC

WHAT TO BRING

• Sturdy hiking boots
• Layers (fall weather can be unpredictable)
• Water and trail snacks
• Leash, doggie bags, water bowl, wipes for dirty paws, and anything else your dog needs on trail
• An appetite for adventure and a love of dogs!

TRAIL INFO This is a 5.1-mile hike with 672 ft of elevation gain, circling a lake before gradually ascending to a clifftop overlook. The trail is dog-friendly, with some narrow sections, a stream crossing, and a few steep areas.
FAQ
What isn't included in the ticket? Meals are on your own and available for purchase at Twin Star Orchards: https://www.twinstarorchards.com/menu
How much time should I allot for this? Our adventures are full-day trips. We don't recommend scheduling other activities on days you attend, especially since return times can be unpredictable.
Is the hike guided? This hike is 100% guided by OUTSIDERS hiking guides. One leads and one stays at the back of the group to account for different pace levels. The intention is to foster connection in a group setting. This hike is beginner-friendly and meant to be fun, not fast.
What weather conditions would lead to a cancellation? Extreme weather (storms, high winds) will lead to a cancellation. If driving is unsafe due to major storms, we will cancel. But we're looking forward to crisp, beautiful fall weather at the end of October!
I'd love to bring my dog. What do I need to know? Dogs must be comfortable around other dogs and people. We'll provide breaks for water, sniffing, and photos along the way.
I don't have a dog. Can I still come? Of course! Whether you're solo or with a furry friend, you and your pup are both welcome.

MUST REGISTER HERE TO ATTEND https://joinoutsiders.com/events

This week, THE MOVE heads indoors and vertical. Join us at Brooklyn Boulders Long Island City for a climbing meet-up designed to get the community together on the wall, no experience needed.
Whether you're brand new to climbing or already logging sessions regularly, you'll find your people here. Brooklyn Boulders LIC is one of NYC's premier climbing gyms, featuring top-rope, lead, and bouldering terrain across a massive, creatively designed space. The OUTSIDERS crew will be there to help newcomers get set up, pair you with climbing partners, and keep the energy high.
What to expect:

• A welcome and intro from the OUTSIDERS team
• Guidance for first-time climbers (staff and community support on hand)
• Open climbing, bouldering, top-rope, and lead
• Hangs, high-fives, and new friends

A note on pricing: Unlike most of our weekly meet-ups, this one isn't free, but thanks to our partnership with Brooklyn Boulders, it's heavily discounted for the OUTSIDERS community. Gear rental (shoes, harness) are included and available on site.
THE MOVE – Weekly Movement Club by OUTSIDERS
NYC has no shortage of run clubs. So we thought - let's do something different. THE MOVE is our weekly movement club designed to get the community together every Tuesday for something active, social, and just plain fun. Each week features a new partner, a new activity, and a new way to move - from workouts and training sessions to climbs, runs, and everything in between.
Always good vibes. Always community first.
Each week is hosted by OUTSIDERS founder Jeremy Asgari and the OUTSIDERS team, bringing the same energy you know and love from our adventures to this new weekly series.
Please do not sign up if you might not be able to attend. If you need to cancel, please let us know 72 hours before the event. If you do not inform us, you will not be able to attend future THE MOVE events.

MUST REGISTER HERE TO ATTEND 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.