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Backpacking Tour and Camping in the Catskills, New York

Put the fancy hotels on hold—we’re rolling deep into the Catskills for a weekend of backpacking, stars, and backcountry brilliance. Three days of trail-conquering, camp-building, and proving that food always tastes better outside. We’ll load up our packs, earn those mountaintop views, and crash under skies so bright we might just high-five the Milky Way. Every mile brings new stories, every night brings campfire laughs, and every second reminds us why these kinds of adventures are better than everything else. This isn’t just a trip—it’s a full-on escape. Wild places, fresh air, and a whole lot of ‘heck yes.’ Let’s turn this plan into reality!

Adventure highlights

  • Views for days
    Hike through untouched forests, past mountain streams, and up to panoramic viewpoints
  • Backcountry 101
    Learn the art of wilderness living—packing, camp setup, and cooking over an open flame
  • Campsite magic
    Put in the miles, then kick back at campsites that make the climb totally worth it

Itinerary

Three days, two nights, and one unforgettable escape into the wild. This guided Catskills backpacking tour is your chance to ditch the daily grind and trade it for rugged trails, starlit skies, and the kind of adventure that makes us forget our phones exist. We’ll hike through deep forests, soak in mountaintop views, and master the art of backcountry camping—gear, meals, and expert guidance included. We’ll carry our world on our backs, fuel up with trail meals that actually taste good, and spend nights under a five-billion-star hotel. Ready to press pause on routine and hit play on adventure?

  • On Day 1, we’ll have a meet and greet at Scutt Rd. trailhead, and a brief overview of the trip will be provided to the participants. Gear will also be provided. The guides will help everyone to organize their packs to fit their personal gear as well as common group gear. Food will be distributed to all group members to carry. We’ll then load up on a shuttle to be driven to the Northern Trailhead.

    We’ll begin the hike to the first camp, stopping along the way to enjoy views and have lunch. Once we reach camp, all participants will help in setting it up, cooking dinner, and cleaning up. After dinner, we will spend some time relaxing around the campfire before going to bed.

    Meals: Lunch, dinner
    Hiking: 14 km (9.2 mi)
    Accommodation: Camping

    Camping by a fire
  • After waking up to a beautiful forest morning, we will have breakfast and do a little stretching to prepare for the day. We will then clean up camp, pack our gear, and begin the day. We will stop along the way to enjoy views, filter water, and have lunch. After hiking, we will arrive at camp for night two. All participants will help in setting camp, cooking dinner, and cleaning up. After dinner, we will again spend some time relaxing around the campfire before sleep.

    Meals: Breakfast, lunch, dinner
    Hiking: 13.8 km (8.6 mi)
    Accommodation: Camping

    Hiker standing on a rock
  • On the final day, we will have breakfast and stretch to prepare for the day ahead. We will clean up camp, pack our gear, and begin the final day. After some hiking, we will arrive back where we started our journey and end our trip.

    Meals: Breakfast

    Catskill Mountains view
Adventure brochure
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If you have questions or need help with planning a trip, schedule a call with one of our adventure experts.

Meet your guides

Greg Calabrese
5.00
Greg Calabrese
Greg Calabrese is a Catskill Mountains guide with over 40 years experience in the Northern Catskills. He is known for his expertise in backcountry camping and hiking. Licensed with New York State for hiking, camping, hunting, fishing, flatwater canoe, and kayaking. He is passionate about safety, adventure, and sharing the beauty and wonder of nature and the Catskills. When not guiding, you can find him exploring remote mountain areas.
RipVanWinkle Adventure Guides
5.00
RipVanWinkle Adventure Guides
RipVanWinkle Adventure Guides
RipVanWinkle Adventure Guides is an outdoor recreational guide company that operates mainly in the Catskill Park of central New York. The company is fully licensed and certified by the NYS Department of Environmental Conservation. They are ready to customize just about any adventure you can think of, or choose one of the already existing challenges in the Catskills. From short and easy day hikes to the more challenging high peaks, all is covered by RipVanWinkle Adventure Guides.

Food

5.00(2 reviews)
B
Barbara Conklin

I have been on several guided hikes with Greg from RipVanWinkle Adventure Guides. If you’re looking for an awesome adventure then this is the guide for you. Greg knows his way around any mountain, especially while bushwacking. He is very knowledgeable of the history that the Catskill Mountains hold and his passion for these mountains simply amazes me. With Greg’s vast experience i felt totally safe on each & every hike with him. Not to mention the delicious snacks that he includes when you reach the summit! Book a guided hike today with RipVanWinkle Adventure Guides. You certainly will not be disappointed!

S
Sarah Schulzke

Hiking with Greg was wonderful! He’s so knowledgeable about the area, from the climate to the geography to the history to the ecology. He was my guide for the week, and he made my first visit to the Catskills an amazing experience. He had the trekking poles and microspikes needed for winter hiking, and snowshoes if we had needed them. He catered hikes to my needs and interest and was flexible with weather conditions. In addition to his knowledge and experience, Greg is a pleasant person to spend time with. He’s very interesting to talk to, and is always open to conversation, but he’s also comfortable with stretches of quiet where we can just appreciate the sounds and silence of nature. I felt very comfortable with him. He was also so chill about my constant need to stop and take pictures, ask questions, or make recordings. I would highly recommend Greg to anyone visiting the Catskills. Prepare for a wonderful adventure!

Show all reviews
5.00(2 reviews)
B
Barbara Conklin

I have been on several guided hikes with Greg from RipVanWinkle Adventure Guides. If you’re looking for an awesome adventure then this is the guide for you. Greg knows his way around any mountain, especially while bushwacking. He is very knowledgeable of the history that the Catskill Mountains hold and his passion for these mountains simply amazes me. With Greg’s vast experience i felt totally safe on each & every hike with him. Not to mention the delicious snacks that he includes when you reach the summit! Book a guided hike today with RipVanWinkle Adventure Guides. You certainly will not be disappointed!

S
Sarah Schulzke

Hiking with Greg was wonderful! He’s so knowledgeable about the area, from the climate to the geography to the history to the ecology. He was my guide for the week, and he made my first visit to the Catskills an amazing experience. He had the trekking poles and microspikes needed for winter hiking, and snowshoes if we had needed them. He catered hikes to my needs and interest and was flexible with weather conditions. In addition to his knowledge and experience, Greg is a pleasant person to spend time with. He’s very interesting to talk to, and is always open to conversation, but he’s also comfortable with stretches of quiet where we can just appreciate the sounds and silence of nature. I felt very comfortable with him. He was also so chill about my constant need to stop and take pictures, ask questions, or make recordings. I would highly recommend Greg to anyone visiting the Catskills. Prepare for a wonderful adventure!

Things to know

  • Included:

      • An experienced, local hiking guide with extensive knowledge of the area
      • 3-day Catskills backpacking tour
      • All camping gear
      • Meals: 2 breakfasts, 2 lunches, 2 dinners
      • Light snacks
      • Transportation between trailheads

    Not included:

      • Flights
      • Transportation to the meeting location
      • Meals not indicated in the itinerary
      • Guide gratuities — optional
      • Travel and medical insurance — optional
  • This Catskills backpacking tour is rated moderate, which means that a good level of fitness is required. You should be capable of carrying a 9 kg (20 pound) backpack for 13-16 km (8-10 mi) per day over varying terrain and elevation.

    Looking to explore a different side of New York? Check out these guided adventures!

  • Here’s a list of the equipment you need to bring:

      • Backpack large enough to carry all the items listed (+55L)
      • Hiking poles — optional
      • Water bottle or hydration bladder (2L capacity)
      • Lightweight hiking boots or shoes
      • Comfortable hiking clothes
      • Spare clothes for layering
      • Waterproof rain jacket
      • Sunhat
      • Toiletries (sunscreen, hand sanitizer, bug spray, toilet paper, tissues, etc.)
      • Headlamp or flashlight
      • Sunglasses
      • Camera — optional (but recommended)

    Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

  • Group sizes and pricing

      • For this Catskills backpacking tour, the usual client-to-guide ratio is 4:1.
      • It takes a minimum of 2 people for this tour to operate. The maximum group size is set at 4 participants.

    A Catskills backpacking tour can be arranged for larger groups. Contact us to make arrangements.

    Min. age requirements

      • If you are older than 18, you’re good to go.
      • Minors younger than 18 may be permitted to join the Catskills backpacking tour on a case-by-case basis, but must be in the presence of a parent or legal guardian.

    If your group has participants under the age of 18, contact us prior to booking to make arrangements.

  • The starting point of your Catskills backpacking tour is Scutt Road Trailhead in Haines Falls. To get there, most people fly into Albany International Airport (ALB). From there, you can take a shuttle service, use public transport, or rent a car to reach Scutt Road Trailhead.

    Once you’re there, you will meet your guide at a predetermined time at Scutt Road Trailhead. Your guide will provide more information before the adventure starts.

  • We highly recommend that you cover all your bases with both medical and travel protection. To make your booking and traveling experience as carefree as possible, simply choose Redpoint—the official 57hours insurance partner!

    Redpoint tailors their protection packages for adventure travel, offering a comprehensive travel program, even in remote locations. Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

    Once your booking is confirmed and your trip is paid in full, you will be offered to purchase Redpoint’s protection. If you need any help or require more information, let us know and we will be happy to help!

  • Deposits

    Secure your spot with a 30% deposit upon booking! The remaining 70% of the trip price must be paid 90 days prior to departure at the latest. If booking within 90 days of departure, the full amount is required at the time of booking.

    Cancellations

    Booking fees are non-refundable after a 48-hour grace period. During checkout, however, you can choose one of 57hours’ flexibility options—Basic, Flexible, or Super Flexible. Depending on which one you choose, a different cancellation policy will apply to your booking.

    Basic

      • If canceled within 48 hours of booking, a full refund will be issued.
      • If canceled 60 or more days before departure, a 70% refund of the total trip price will be issued.
      • If canceled within 59 days of departure, no refund will be issued.

    Flexible

      • If canceled within 48 hours of booking, a full refund will be issued.
      • If canceled 60 or more days before departure, a full refund of the total trip price will be issued.
      • If canceled 30-59 days before departure, a 50% refund of the total trip price will be issued.
      • If canceled within 29 days of departure, no refund will be issued.

    Super Flexible

      • If canceled within 48 hours of booking, a full refund will be issued.
      • If canceled 30 or more days before departure, a full refund of the total trip price will be issued.
      • If canceled within 29 days of departure, a 50% refund of the total trip price will be issued.
Have more questions? Read our FAQ, or Talk with us
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