An outdoor adventurer’s wonderland just an hour north of NYC

Just up the Hudson River, Bear Mountain is home to the oldest section of the Appalachian Trail with over 1,000 stone steps! The park is also home to a wealth of trails, an outdoor ice rink (in winter), a zoo, Bear Mountain Inn and countless other outdoor attractions for the whole family making it one of the best family-friendly hiking destinations in the US. On either side of the Hudson are stunning views of the Purple Heart Memorial Bridge with the historic Revolutionary War-era Fort Clinton to the west and Anthony’s Nose to the east. Hike on these historic trails, just a short 50-mile drive from NYC.


Calling all history buffs! On this three-mile guided hike, experience the historical importance of Bear Mountain as you trek along the 1777 Trail — a trail that dates back almost 250 years. After the hike and taking in the sites of the Hudson Valley, you and your group will be treated to a farm-to-table lunch at the Bear Mountain Inn, followed by a private tour of West Point, farther north up the Hudson.

Things to know

  • 57hours is committed to providing safe outdoor adventure experiences. We require all guides using our platform to have a COVID-19 safety plan and to make the details of that plan accessible to travelers. In most cases, group sizes will be reduced, guides will avoid overcrowded locations, and other safety measures will be met depending on the location and activity.

    We also expect clients to respect local regulations and take measures to protect themselves, guides and the communities they’re travelling to. For more information on COVID-19 measures in New York please refer to the New York State website.

    Please contact us if you have any questions or require further information. We are happy to provide you with the most up-to-date information!

  • What you get in this adventure:

    • An experienced local guide with extensive knowledge of the area
    • Transportation to and from NYC
    • Lunch at Bear Mountain Inn included in price (*dietary restrictions can be accommodated)
  • This historic Bear Mountain State Park hike is for beginners and family-friendly. You need to be able to hike for around three miles over three hours with little elevation gain. It should be suitable for most people, but if you have any questions about whether this adventure is right for your party, please contact us.

  • Here’s a list of the equipment we suggest you bring:

    • Small day pack large enough to carry all the items listed (around 25L)
    • Water bottle or hydration pack
    • Hiking shoes or boots and proper hiking socks
    • Spare clothes for layering
    • Toiletries (sunscreen, insect repellent, hand sanitizer, toilet paper, etc.)
    • Sunglasses
    • Camera — optional (but recommended)
  • Hiring a local guide offers you the chance to experience Bear Mountain’s beauty to the fullest. Local guides know all the hidden gems the area has to offer, will explain the history and geology during the historic hiking tour, and will transport you to and from the destination. And, if something unpredictable happens, your guide will know just what to do if the weather takes a turn or something unexpected happens.

  • With us, it’s all play and no work for you! 57hours is an open platform that connects you with trained and certified outdoor adventure professionals all over the world. Using our tech-savvy, we make it super easy to find and book adventures worth tackling, with guides worth booking, all gathered from the first-hand experiences of the locals who adventure in these amazing locations.

  • This hiking tour is for private individuals and groups only. Group size is between 6-11 people with one guide. Pricing is per person. If you’re travelling with more or less people, please contact us prior to booking for pricing info and to make arrangements.

  • Everybody is welcome on this hiking adventure. If you plan to hike with minors, please contact us prior to booking to make arrangements.

  • Tours are scheduled to fit with the seasons and ideal hiking conditions. When the weather does not cooperate, your guide will know the correct course of action to take. Whether that’s shifting to a more favorable location or postponing until conditions approve, your guide will know just what to do. In the event of predictably bad weather, you will be contacted prior to the trip to discuss suitable alternatives.

  • It’s highly recommended that you cover all your bases with travel and medical insurance. While hiking might seem like a low-risk outdoor activity, accidents can happen anywhere and we recommend insurance to avoid paying out of pocket for costly medical expenses. And as we’ve recently seen, travel plans can be abruptly halted, so it’s a good idea to have cancellation insurance that also covers lost baggage. It’s tried and tested and it works.

  • With 57hours, you benefit from both our own cancellation policy as well as that of the individual guiding service that delivers your adventure. All policies regarding cancellation will be clearly laid out by your guide after booking your adventure, but rest assured that our own cancellation policy will work on top of what is provided by your guide.

    For this adventure, 57hours offers a Expedition Cancellation Policy, which states:
    If Client cancels the Booking anytime prior to one hundred twenty (120) calendar days in advance of the trip contemplated by the booking, Client is entitled to a full refund. For cancellations ninety (90) to one hundred nineteen (119) calendar days in advance, Client is entitled to a refund in the amount of fifty percent (50%) of the total amount paid when Booking. For cancellations seventy five (75) to eighty nine (89) calendar days in advance, Client is entitled to a refund in the amount of twenty-five percent (25%) of the total amount paid when Booking. After that deadline, Client is not entitled to any refund. Any reimbursable expenses arising out of the Booking incurred by Guide prior to the date of cancellation (including but not limited to plane tickets, car rental payments, and lodging or transportation fees) are non refundable as soon as they are incurred by the Guide.

    For more information on terms and conditions, please visit our Terms of Service page.

    In the event that the minimum number of people to confirm the trip is not reached, the guide can cancel the departure at most two months before the start of the trip.

    • This tour departs from New York City, New York
    • Pick-up/drop-off location: Upper West Side (76th and Broadway)
Have more questions? Read our FAQ,

Trip Highlights

Departing from NY, you and your guide will make your way to Bear Mountain State Park, situated on the west bank of the Hudson River. You’ll hike on the 1777 East Trail, exploring remnants of the former 18th century settlement, Doodletown. It’s here, where British troops marched on their way to the Battles of Fort Clinton and Fort Montgomery. Your guide will explain the history while you explore the area, before breaking for lunch at the Bear Mountain Inn and finishing the day with a private tour or the U.S. Military Academy West Point.

From $400
/ 1 day
Book now
Saved to bucket list!
View list
Removed from bucket list
View list

Choose a currency

  • USD - $
    US Dollar
  • EUR - €
  • AUD - AU$
    Australian Dollar
  • CAD - CA$
    Canadian Dollar
  • GBP - £
    British Pound Sterling
  • CHF - CHF
    Swiss Franc
  • JPY - ¥
    Japanese Yen
  • SGD - S$
    Singapore Dollar
  • HKD - HK$
    Hong Kong Dollar
  • DKK - Dkr
    Danish Krone
  • NOK - Nkr
    Norwegian Krone
  • SEK - Skr
    Swedish Krona