Autumnfest Hiking, Beer and Wine in the Catskills

Celebrate Autumn Hiking Catskill Peaks and Tasting Beer & Wine

Wait, let’s get this straight:  a hiking, beer and wine drinking weekend in the Catskills? Yup. You heard us right. Why not combine our favorite pastimes into one ridiculous adventure? This weekend, we will hike the world-class Catskill mountains, visit the highest waterfalls and indulge in the Microbrew & Wine Festival at Hunter Mountain. Furthermore, the fall colors aim to dazzle the senses, whether high on the rock wall or deep into your favorite brew.

The Catskills rise dramatically from the Hudson Valley and stretch to near the Shawangunk Ridge, and is part of New York’s Forest Preserve. The fall foliage gives off a blazing arrangement of brilliant colors– especially when viewed from a high mountain peaks, over 3,500 feet high.

The Terrain

The hiking is a rugged experience over steep shale and great elevation changes. Breathtaking views from several viewpoints offer sweeping vistas of the wilderness for miles. You don’t need to be an expert at any of the activities, but you do need to be in decent physical shape.

Please review the Intensity Level, to make sure this trip is appropriate for you.

Event Details

  • Saturday Depart 73rd Street and Broadway 9:00 AM. Hike Kaaterskills Falls; Brew & Wine Festival
  • Sunday Hike Wittenberg Mountain, Return to NYC by 6:30 PM
  • Need a Tent? Rent one from us for $15. Tents are double-occupancy; you will be paired with someone of your own gender.
  • Need some gear? Go to Tents & Trails and tell them you are signed up for Outdoor Bound’s Catskills trip and you will receive a 10% discount. Visit our Partners page for store details.

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Everything you will need for a great weekend

  • Backpack
  • Hiking boots or shoes
  • Hiking socks
  • Quick-drying clothes: T-shirt, long-sleeve shirt, pants, hiking shorts
  • Hat
  • Lightweight gloves
  • Headlamp or small flashlight
  • Sleeping Bag—rated to at least 30 or 40 degrees
  • Sleeping pad
  • Toiletries
  • Bath towel
  • Flip-flops or comfy shoes for the campsite
  • Money for snacks on the road
  • Trekking poles (optional)
  • Bathing suit (optional for swimming)
  • Tent (or rent from us for $15)
  • Small pillow (optional)

Bring your lunch, three liters of water and snacks for Friday. All other meals provided. Bring money for lunch Saturday and for the winery. Tasting is included, but you may wish to buy more!

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The Plan for Adventure

Saturday

Hiking, Microbrew & Wine Festival

We will leave New York City on Saturday morning, drive north, and head into the heart of the Catskill Wilderness Area. The Catskills rise dramatically from the Hudson Valley and stretch to near the Shawangunk Ridge, and is part of New York’s Forest Preserve. Reflecting the roots of Dutch settlers, the name means “cat creek” and may refer to the plentiful Catamounts (mountain lions) that once prowled the area. 
Our first destination is Kaaterskill Falls, the highest waterfall in New York state! The hike is short and steep and well worth the effort: this gorgeous two–tiered waterfall cascades over 260 feet into deep lush pools where you can relax, snap photos or brave the cool waters under the falls.
After Kaaterskill, we will drive a short distance to the Hunter Mountain Microbrew and Wine Festival. Here, we turn you loose to sample countless microbrews and wines from around the region, state and nation. There are also a wide variety of vendors offering specialty foods and a farmers market where you can get lunch. In addition to all the stimuli for your palate, there will be live entertainment to keep you moving- and of course all this takes place at the base of Hunter Mountain, against the backdrop if the wild Catskill hills.
Post festival, we will make our way to our campground nestled in a deep, lush valley and make our home for the night.  You will have plenty of time to rest, relax, swim and shower while your intrepid guide prepares a gourmet dinner for the group. If you are not yet tired from the day, we will build a caveman television that will surely glow and flicker your eyes to sleep.

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The Plan for Adventure

Sunday

Wittenberg Mountain

Rise with the sun and the scent of coffee! Today we will pack up and build a solid breakfast base to fuel our hiking and endeavors for the day. Our destination today is Wittenberg Mountain: A rugged 4,200-foot peak rising straight from the valley and gaining 2,000 vertical feet before leveling out at the peak. The top of Wittenberg Mountain affords some of the most spectacular views in the region, especially as the fall foliage makes its majestic appearance.

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Intensity Levels

This event or trip is Intensity Level 3 - 4.

Overview

Adventures at All Skill Levels

We offer adventures for everyone, no matter what your skill level. This guide will help you decide which trip is right for you.

  • Activity

    How long (in hours) you may be active every day during the trip.

  • Distances

    You should feel confident that you would be able to complete these distances every day of your trip.

  • Surfaces

    What types of terrain you may encounter and should be prepared for on your trip.

  • Elevation Change

    The largest elevation change you may encounter on your trip.

  • Altitude

    The highest elevation you may reach on your trip.

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Intensity Levels

This event or trip is Intensity Level 3 - 4.

Level 1

Laid-Back, Unhurried, Restful

Welcome to the outdoors! These trips are designed to introduce you to new challenges and new adventurers. Take in the scenery, tackle moderate elevation, experience some local flavor, and enjoy your day out of the office.

  • Activity

    You can expect to be active for one to three hours. Take a long walk around Central Park to make sure you’re comfortable being outdoors and active for at least a two-hour period.

  • Distances

    For our Level 1 trips, you’ll be walking or hiking less than three miles. Think about this distance in terms of the width of Manhattan. Walking from the Hudson to the East River via 14th street is just under two miles.

  • Surfaces

    You’ll be walking on flat terrain. This means there will be limited rocks and a few tree roots.

  • Elevation Change

    There will be little or no elevation change on this trip. To simulate the change in elevation, trying walking three flights of stairs and back.

  • Altitude

    Less than 3,000 feet.

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Intensity Levels

This event or trip is Intensity Level 3 - 4.

Level 2

Easy Active — Perfect for Active First-Timers

Level 2 trips will give you a taste of what hiking is all about. Test yourself on intermediate terrain, including light rock scrambles and ascending multiple peaks. The trips will invigorate you and inspire you to continue strengthening your hiking skills.

  • Activity

    You can expect to be active for four to six hours. Prepare for the trip by jogging three miles around Central Park.

  • Distances

    Plan on getting starter miles under your belt. You’ll be doing up to six miles on this trip. You can imagine this distance in terms of the full Central Park loop, which is 6.1 miles.

  • Surfaces

    You’ll be hiking on rolling terrain. You can expect rock surfaces, steeps, roots and small boulders.

  • Elevation Change

    There could be up to an accumulative 1,500 feet per day.

  • Altitude

    From sea level to 6,000 feet.

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Intensity Levels

This event or trip is Intensity Level 3 - 4.

Level 3

Moderate — for Novices and Above

Level three hikes will challenge you with a faster pace and longer distances. This hard work allows you to see more terrain and higher vistas. You should expect to be tired and fulfilled on the van ride home.

  • Activity

    We’ll be out on the trails for five to eight hours. Prepare for this trip by maintaining your daily fitness regime that includes both cardio and strength.

  • Distances

    Be ready to cover some serious distance. We may hike up to ten miles today before heading back to the city. This is the distance between Battery Park and Washington Heights in Manhattan.

  • Surfaces

    We’ll be walking on rolling or mountainous terrain. This will require navigating various rock faces and trail conditions including steep inclines and uneven ground.

  • Elevation Change

    There could be up to 2,000 feet per day.

  • Altitude

    From sea level to 10,000 feet.

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Intensity Levels

This event or trip is Intensity Level 3 - 4.

Level 4

Vigorous — Recommended for Fit Travelers with Basic Skills

Deep inside you is a desire to push past your limit. On these hikes you’ll be challenged by some of the steepest elevations and technical terrain available. These trips are for endurance athletes and those who wish to push their physical abilities.

  • Activity

    You can expect to be active for six to nine hours. You can best prepare for a Level 4 trip by maintaining your intense fitness regiment, trying to get your mile time below 7 minutes, and hiking consistently on the weekends.

  • Distances

    Level 4 hikes can be up to 16 miles. This is the distance between Wall Street and Yonkers.

  • Surfaces

    These trails will be mountainous with exposed terrain, uneven trails and steep ascents/descents. Most hikes will require not only hiking boots but also additional gear like hiking poles and headlamps.

  • Elevation Change

    There could be elevation change of up to 3,000 feet per day and possible altitude.

  • Altitude

    From sea level to 14,000 feet.

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Intensity Levels

This event or trip is Intensity Level 3 - 4.

Level 5

Strenuous — Very Fit or Experienced Travelers

Prepare yourself for the ultimate outdoor experience. If you yearn to touch the sky and think the rewards outweigh the risks and extreme conditions, this is what you’re looking for. Over the course of multiple days you will be called upon to prove you belong among the best.

  • Activity

    You should be ready for at least ten hours a day of pain, challenge, and constant small victories.

  • Distances

    You should expect to be hiking for at least twelve miles a day. Prepare for this by racing in triathlons, training for a marathon and up keeping your hiking skills.

  • Surfaces

    On Level 5 trips you will be trekking in remote mountains with exposed terrain and loose features.

  • Elevation Change

    There could be elevation change of 5,000 feet per day.

  • Altitude

    Altitude change could also reach up to 14,000 feet.

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You need to be in very good physical shape for this weekend. The hikes are over steep, loose trails and can be very challenging. You cannot weigh more than 200 lbs. for horseback riding.

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Autumnfest Hiking, Beer and Wine in the Catskills

Base Price


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Bringing a Friend or Two?

Please be sure to enter the total number of people in the Qty box. In addition, be sure to include your friends’ names and cell-phone numbers on the final Checkout page. The final discount price is the price per person, multiplied by the Qty you enter.

Reminder about Trip Conditions

We closely monitor snow, ice and related weather conditions before each trip. Lack of snow or similar, unsatisfactory weather/trail/river conditions may lead to changes to the trip or rescheduling or cancellation.

Please consult the individual trip description or Event Calendar for notice of any such changes. Refer to our full Policies page for more information about reservations and cancellations.


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Testimonials

The weekend was awesome! The hike was great - lots of scrambling which is so much fun. And canyoneering was just ridiculous. I was definitely terrified at first and had no idea what to expect, but by the end I wanted to do more! It was so difficult going to work today and sitting in an office after a great weekend outdoors.
— Christina