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The General’s Fortress – Bear Mountain AdventureThe Explorer’s Passage2022-05-15T22:02:54+00:00

The General's Fortress

DAYS

1

ACTIVITY LEVEL

Beginner

HOST COUNTRY

United States

FROM

$249 USD

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Bear Mountain Adventure

The American Revolutionary War was at a critical juncture in October of the year 1777. General George Washington considered the site of a commanding plateau on the bank of the Hudson River to be the “Most Important Post in America” and directed for the establishment of a fort at this location. As British troops marched along the Hudson, Fortress West Point rose from the earth to become a symbol of strength and freedom for America.

 
 
 
 

Why Explore The Hudson Valley with TEP?

The History 

Explore the remnants of the former 18th century settlement, Doodletown. The village was closed in the 1960’s, however, during the Revolutionary War British Troops marched through it’s streets on their way to the battles of Fort Clinton and Fort Montgomery.

The Access

Enjoy a private tour of the U.S. Military Academy at West Point. Commissioned by General George Washington to protect the Hudson River from British advancements in New York, Fortress West Point was first put into operation in 1778. Its location was chosen due to its strategic position along the Hudson River making it difficult for British ships to navigate.

The Service

Delight in a Farm-to-Table lunch at the Bear Mountain Inn. Built in 1915 and listed on The National Register of Historic Places, the Bear Mountain Inn is an upscale rustic mountain retreat.

Book Now!

Learn More Below

The General’s Fortress

  • Tour Highlights

  • Trip Details

  • Itinerary

  • Dates

  • Pricing

  • Activities

  • Tour Highlights

Tour Highlights

  • Hike on the 1777 East Trail in New York’s picturesque Hudson Highlands with the spectacular Hudson River in the backdrop.

  • Explore the remnants of the former 18th century settlement, Doodletown, where British troops marched through on their way to the Battles of Fort Montgomery & Fort Clinton.

  • Learn more about the history of the American Revolutionary War and America’s oldest war college on a private guided walking tour of the U.S. Military Academy at West Point.

  • Enjoy a delectable lunch in the Blue Roof Tapas Bar while basking in the ambience of the historic Bear Mountain Inn.

  • Trip Details

Trip Details

  • Country: United States

  • Transportation: Included

  • Departure City: New York, NY

  • Pick-up/Drop-off Location: Upper West Side (76th and Broadway)

  • Duration: 1 Day | 8:45AM – 5:15PM

  • Adventure Activities: Hiking ~ 3 miles | 3 hours

  • Group Size: 6 – 11

  • Cuisine: Lunch Included (dietary restrictions can be accommodated).

  • Trip Activity Level: Beginner*

*Please refer to our Trip Activity Level Guide or speak to one of our Adventure Consultants at 855-208-6800 to determine if this is the right trip for you.

  • Itinerary

Trip Itinerary

Itinerary Overview

8:45 AM:

Arrive at New York CIty Pick-Up location; Group Introductions

9:00 AM:

Transportation to Bear Mountain State Park

10:30 AM:

Begin 3-Mile guided hike on the 1777 Trail

1:45 PM:

Lunch at the Blue Roof Tapas Room in the Bear Mountain Inn

3:00 PM:

Private-Guided Tour on West Point campus

5:15 PM:

Arrive at New York City Drop-Off location; Tour Concludes

Please CONTACT US for more information.

  • Dates

Custom Dates

  • We conduct The General’s Fortress Bear Mountain Tour for private individuals and groups only. 

To inquire on a custom date, please CONTACT US!

  • Pricing

Trip Cost

  • $249 per person

  • Activities

Trip Activities

Bear Mountain State Park | New York

Bear Mountain State Park is located on the west bank of the Hudson River in New York. Comprised of over 5,000 acres, the park contains 3 mountains: Bear Mountain, Dunderberg Mountain, and West Mountain. A 6-mile section of the Appalachian Trail is also located in the Bear Mountain State Park making it one of the most popular hiking destinations in New York State.The area now known as Bear Mountain was of significant importance during the American Revolutionary War. Both the British and Colonial leadership considered control of the Hudson River to be of strategic importance towards winning the war and a number of important battles took place there.

1777 Trail | Bear Mountain State Park, New York

On October 6th, 1777, British General Sir Henry Clinton and his forces marched north from Stony Point, NY, and captured Fort Clinton and Fort Montgomery in the Hudson Highlands. Their historic march make up the 1777 trail in Bear Mountain. The east trail follows the path of the British troops who fought at Fort Clinton, and the west trail follows the path of the troops who fought at Fort Montgomery.

Doodletown | Bear Mountain State Park

Settled in the 1800’s, Doodletown was an isolated village that was located in Bear Mountain State Park. It had over seventy homes along with a schoolhouse and church with nearly 350 inhabitants at its height. The village was closed in the 1960s and many of its buildings were destroyed; however, you can still see the remnants and original photographs of Doodletown while hiking past.During the Revolutionary War, British Troops marched through the streets of the village on their way to the battles of Fort Clinton and Fort Montgomery.

Bear Mountain Inn | Bear Mountain State Park

Built in 1915 and listed on The National Register of Historic Places, the Bear Mountain Inn is an upscale rustic mountain retreat with lodging, dining, and a full-service spa. Renovated in 2012, it boasts a long history of famous guests like professional sports teams, movie stars, and world leaders and is only steps away from the areas most popular hiking trails. Its restaurants offer the finest in culinary creativity with an emphasis on local and sustainable ingredients.

US Military Academy | West Point, New York

Commissioned by General George Washington to protect the Hudson River from British advancements in New York, Fortress West Point was first put into operation in 1778. Its location was chosen due to its strategic position which was along a narrow and S-shaped bend in the Hudson River making it difficult for British ships to navigate. In 1801, U.S. President Thomas Jefferson directed for the establishment of a military academy at the site of West Point. Housed on over 16,000 acres, the U.S. Military Academy at West Point remains to this day as one of the nations most elite educational institutions. Some of its famous students include Civil War Generals Robert E. Lee and Ulysses Grant. Approximately one thousand Army cadets graduate from the institution each year.

  • Why Explore the Hudson Valley with TEP
  • The Story
  • Tour Highlights
  • Trip Details
  • Itinerary
  • Dates
  • Pricing
  • Trip Activities
  • Why Explore the Hudson Valley with TEP?

    The History

     
    Explore the remnants of the former 18th century settlement, Doodletown. The village was closed in the 1960s, however, during the Revolutionary War British troops marched through its streets on their way to the battles of Fort Clinton and Fort Montgomery.
     

    The Access

     
    Enjoy a private tour of the U.S. Military Academy at West Point. Commissioned by General George Washington to protect the Hudson River from British advancements in New York, Fortress West Point was first put into operation in 1778. Its location was chosen due to its strategic position along the Hudson River, making it difficult for British ships to navigate.
     

    The Service

     
    Delight in a Farm-to-Table lunch at the Bear Mountain Inn. Built in 1915 and listed on The National Register of Historic Places, the Bear Mountain Inn is an upscale rustic mountain retreat.

  • Bear Mountain Adventure

     
    The American Revolutionary War was at a critical juncture in October of the year 1777. General George Washington considered the site of a commanding plateau on the bank of the Hudson River to be the “Most Important Post in America” and directed for the establishment of a fort at this location. As British troops marched along the Hudson, Fortress West Point rose from the earth to become a symbol of strength and freedom for America.

  • Tour Highlights

    • Hike on the 1777 East Trail in New York’s picturesque Hudson Highlands with the spectacular Hudson River in the backdrop.
    • Explore the remnants of the former 18th century settlement, Doodletown, where British troops marched through on their way to the Battles of Fort Montgomery & Fort Clinton.
    • Learn more about the history of the American Revolutionary War and America’s oldest war college on a private guided walking tour of the U.S. Military Academy at West Point.
    • Enjoy a delectable lunch in the Blue Roof Tapas Bar while basking in the ambience of the historic Bear Mountain Inn.
  • Trip Details

     
    Country: United States
     
    Transportation: Included
     
    Departure City: New York, NY
     
    Pick-Up/Drop-Off Location: Upper West Side (76th and Broadway)
     
    Duration: 1 day | 8:45 AM – 5:15 PM
     
    Group Size: 6 – 11
     
    Cuisine: Lunch included (can accommodate dietary restrictions)
     
    Adventure Activities: Hiking ~ 3 miles | 3 hour duration
     
    Trip Activity Level: Beginner*

    *Please refer to our Trip Activity Level Guide or speak to one of our Adventure Consultants at 855-208-6800 to determine if this is the right trip for you.
  • Trip Itinerary

     

    Itinerary Overview

     

    8:45 AM:

    Arrive at New York City Pick-Up location; Group Introductions
     

    9:00 AM:

    Transportation to Bear Mountain State Park
     

    10:30 AM:

    Begin 3-Mile Guided Hike on the 1777 Trail
     

    1:45 PM:

    Lunch at the Blue Roof Tapas Room in the Bear Mountain Inn
     

    3:00 PM:

    Private-Guided Tour on West Point campus
     

    5:15 PM:

    Arrive at New York City Drop-Off Location; Tour Concludes
     

    Please CONTACT US for more information.
  • Custom Dates

     

    We conduct the General’s Fortress Bear Mountain Tour for private individuals and groups only.

     
    To inquire on a custom date, please CONTACT US!

  • Trip Cost

     
    $249 per person
     

  • Trip Activities

    Bear Mountain State Park | New York

    Bear Mountain State Park is located on the west bank of the Hudson River in New York. Comprised of over 5,000 acres, the park contains 3 mountains: Bear Mountain, Dunderberg Mountain, and West Mountain. A 6-mile section of the Appalachian Trail is also located in the Bear Mountain State Park making it one of the most popular hiking destinations in New York State.The area now known as Bear Mountain was of significant importance during the American Revolutionary War. Both the British and Colonial leadership considered control of the Hudson River to be of strategic importance towards winning the war and a number of important battles took place there.

     

    1777 Trail | Bear Mountain State Park, New York

    On October 6th, 1777, British General Sir Henry Clinton and his forces marched north from Stony Point, NY, and captured Fort Clinton and Fort Montgomery in the Hudson Highlands. Their historic march make up the 1777 trail in Bear Mountain. The east trail follows the path of the British troops who fought at Fort Clinton, and the west trail follows the path of the troops who fought at Fort Montgomery.

     

     

    Doodletown | Bear Mountain State Park

    Settled in the 1800s, Doodletown was an isolated village that was located in Bear Mountain State Park. It had over seventy homes along with a schoolhouse and church with nearly 350 inhabitants at its height. The village was closed in the 1960s and many of its buildings were destroyed; however, you can still see the remnants and original photographs of Doodletown while hiking past. During the Revolutionary War, British Troops marched through the streets of the village on their way to the battles of Fort Clinton and Fort Montgomery.

     

     

     

    Bear Mountain Inn | Bear Mountain State Park

    Built in 1915 and listed on The National Register of Historic Places, the Bear Mountain Inn is an upscale rustic mountain retreat with lodging, dining, and a full-service spa. Renovated in 2012, it boasts a long history of famous guests like professional sports teams, movie stars, and world leaders and is only steps away from the areas most popular hiking trails. Its restaurants offer the finest in culinary creativity with an emphasis on local and sustainable ingredients.

     

    US Military Academy | West Point, New York

    Commissioned by General George Washington to protect the Hudson River from British advancements in New York, Fortress West Point was first put into operation in 1778. Its location was chosen due to its strategic position which was along a narrow and S-shaped bend in the Hudson River making it difficult for British ships to navigate. In 1801, U.S. President Thomas Jefferson directed for the establishment of a military academy at the site of West Point. Housed on over 16,000 acres, the U.S. Military Academy at West Point remains to this day as one of the nations most elite educational institutions. Some of its famous students include Civil War Generals Robert E. Lee and Ulysses Grant. Approximately one thousand Army cadets graduate from the institution each year.

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At The Explorer’s Passage, we define adventure as immersing ourselves in the world’s most spectacular scenery, while walking in the footsteps of history’s greatest adventurers and visionaries.
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