Waterfall Hiking & Cabin Weekend

Hiking and cabin accommodations near waterfall; charming modern cabins

The perfect active weekend escape: “camping” in modernized rustic cabins, cooking over a fire pit, two days of skyline route hiking! Our destination is Taconic State Park, at the junction of New York, Connecticut and Massachusetts. We will hike 16 beautiful miles of ridges, peaks and valleys over the course of the weekend, enjoying sweeping multi-state vistas and the lush splendor of azaleas, mountain laurel, dogwood, beech and hemlock. We will be staying close to a 1,000-foot waterfall that can only be described as spectacular! Nestled in the woods, our three cabins with screened-in porches sleep four people in separate beds; the cabins are heated, with electricity, lights, bathroom and sink, with a nearby showerhouse. The cabins are close to the creek and nestled in the woods. We depart Friday at 5:00 PM and arrive in time for a twilight hike around the falls and campfire.

The Hikes

Saturday we will hike Alander Mountain, Brace Mountain and Mount Frissell. Our total distance will be nine miles today! We’ll get an early start and rest as needed along the way. Atop these peaks, you will have amazing views of the Berkshires and Mt. Washington State Forest. Starting at 1,000 feet, we will climb to 2,250 feet at Alander Mountain, follow a high ridgeline to Brace Mountain at 2,230 feet, then finally Mount Frissell at 2,453 feet.

Sunday we will hike to Sunset Rock for stunning views of eastern New York. On a clear day, you can see the Catskill Mountains! Today’s hike will be four miles, with an elevation change of 788 feet.

Event Details

  • Friday, October 29 Depart Manhattan at 5:00 PM (73rd and Broadway, Northeast corner)
  • Saturday, October 30 Day-long hike through Berkshire trails. Campfire, dinner, drinks...
  • Sunday, October 31 Moderate seven-mile hike; return to Manhattan around 7:00 PM.

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Package Details

Includes

  • Round-trip transportation from Manhattan
  • Modern cabin accommodations
  • Experienced, knowledgeable and friendly Outdoor Bound guide
  • Meals: Friday snacks, Saturday (breakfast, lunch, dinner) and Sunday (breakfast and lunch)
  • Two beautiful hikes

Does Not Include

  • Evening meal on the road Friday (snack will be provided)
  • Bedding and towels—please bring a sleeping bag, pad and towel
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Three-day escape with energizing hiking

Friday

Arrive at Cabins

Shrug off the city and ease into a woodland weekend. Leaving at the end of the workday, we’ll arrive at our cabins in time for a twilight hike session. Our destination is at the juncture of New York, Massachusetts and Connecticut and is the first Registered Natural Historical Landmark.

We’ll enjoy snacks and relax around a campfire. Cabins have screened-in porches, electricity, hot and cold running water, flush toilets, a kitchen with a refrigerator and stove, a dining area, a picnic table and outdoor camp fire ring with grill. The showerhouse is located nearby.

Settle in early, for a full day awaits on Saturday!

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Three-day escape with energizing hiking

Saturday

Invigorating hiking

Today we will rise early, and have the splendor of the forked, 1,000-foot waterfall to ourselves for a morning stretches. Crashing water is our backdrop as we marvel at the huge boulders near the falls. The emerald pool is encircled by a crescent-shaped cliff and boulders.

A packed lunch in hand, we will set off for our eight-mile or optional 16-mile skyline trek to two peaks and views of several more. Our first 3.5 miles will be a steady ascent through oak and hemlock groves to the first peak, where we will rest and enjoy amazing views of several states. We will pass through groves of azalea and mountain laurel and 360-degree views. If you’re ready for more, a challenging descent and we continue on to the next peak. This is a more measured ascent, over wavy-patterened schist outcrops. Our total ascent will be 2,500 feet.

We return along the same trails and settle in for dinner and relaxing around the campfire—perhaps a visit to the stream and falls for a secretive dip.

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Three-day escape with energizing hiking

Sunday

Rejuvenating seven-mile hike

We’ll enjoy a relaxed breakfast, pack up, then set out for a moderate seven-mile hike.

This trail takes us in the opposite direction of Saturday’s hike; we’ll climb 788 feet over four miles. Wooded slopes, and dramatic openings will provide rest stops as we gaze over forests of oak and maple. A hump-backed outcrop at 1,788 feet shows sweeping views of the Hudson Valley and the Catskill mountains, some 50 miles away. At 1,788 feet will be our pinnacle view of the day, near the New York-Massachussets boundary. We’ll lunch atop the mountain.

The moderate descent takes us back to our campsite and our return to Manhattan. We’ll grab snacks along the drive home.

You will feel healthy, restored and rejuvenated after this weekend!

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Intensity Levels

This event or trip is Intensity Level 3.

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.

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.

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.

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.

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.

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 a fit hiker for this trip. You don’t need to be an expert yogi, however…curious beginners are welcome!

Accommodations

The cabins have hot and cold running water, bathroom, and kitchen with stove and oven and are heated. The cabins have five or six rooms. There are single beds in each cabin and a separate living room area. Participants need to bring their own sleeping bag and towels.

Based on the gender mix, there may be men and women in the same cabin, but everyone will have their own bed.

Outside, there are fire pits for our blazing campfires.

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Waterfall Hiking & Cabin Weekend

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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

I wanted to let you know that I loved my first trip with Outdoor Bound. Everything was well organized and Martin and Max were great. Martin gave us a lot of good pointers as our guide. I just wanted to let you know how much I enjoyed the day. Thanks for everything — Samantha