GUIDED HIKING
HRE's guided hikes help you become more confident and capable in a wilderness setting.
Our Wilderness First-Aid certified guides will not only show you the environment and history of our area, but will also teach you how to find your own way on hikes and add some safety and survival knowledge along the way!
Our Wilderness First-Aid certified guides will not only show you the environment and history of our area, but will also teach you how to find your own way on hikes and add some safety and survival knowledge along the way!

INTRO TO HIKING THE HUDSON HIGHLANDS $40
Approximately 3+ hour, 6 mile, with 1,200 feet of ascent.
COLD SPRING
By way of walking and hiking a series of distances, ascents, descents, and ultimately some short scrambles we can assist you in determining your current hiking exertion and comfort zone. If you feel the need to use the “safe word” during this experience, we will then switch modes and focus on less challenging options from that point forward to complete the rest of the program. This tour allows us to identify what level of exertion and technical difficulty is most conducive to an enjoyable experience for you.
As we move along the trail, we can share our own hiking practices, what we pack and why, clothing and gear recommendations, as well as weather, and safety and trail considerations. We will be able to recommend other hikes in the Hudson Highlands and greater Hudson Valley that are appropriate for you. Whether that is on your own or with us.
We will meet at our shop at 14 Market Street to walk to the trailhead. Parking available at Cold Spring Metro-North lot.
Approximately 3+ hour, 6 mile, with 1,200 feet of ascent.
COLD SPRING
By way of walking and hiking a series of distances, ascents, descents, and ultimately some short scrambles we can assist you in determining your current hiking exertion and comfort zone. If you feel the need to use the “safe word” during this experience, we will then switch modes and focus on less challenging options from that point forward to complete the rest of the program. This tour allows us to identify what level of exertion and technical difficulty is most conducive to an enjoyable experience for you.
As we move along the trail, we can share our own hiking practices, what we pack and why, clothing and gear recommendations, as well as weather, and safety and trail considerations. We will be able to recommend other hikes in the Hudson Highlands and greater Hudson Valley that are appropriate for you. Whether that is on your own or with us.
We will meet at our shop at 14 Market Street to walk to the trailhead. Parking available at Cold Spring Metro-North lot.

A BRIDGE, A LAKE, AND A ZOO $35
Appropriate for Beginners. Approximately 4 miles, 2 hours and 500 feet of ascent.
BEAR MOUNTAIN
We will leisurely and steadily walk about Bear Mountain State Park, taking in the vicinity of Bear Mountain Bridge, Hessian Lake, and the Trailside Museum and Zoo. A donation to Trailside will be made for each participant.
We will meet at the public parking area at Bear Mountain State Park. If needed, we can arrange transportation from the Cold Spring Metro-North station.
Appropriate for Beginners. Approximately 4 miles, 2 hours and 500 feet of ascent.
BEAR MOUNTAIN
We will leisurely and steadily walk about Bear Mountain State Park, taking in the vicinity of Bear Mountain Bridge, Hessian Lake, and the Trailside Museum and Zoo. A donation to Trailside will be made for each participant.
We will meet at the public parking area at Bear Mountain State Park. If needed, we can arrange transportation from the Cold Spring Metro-North station.

3 BRIDGES AND A VISIT TO WALT WHITMAN $35
Appropriate for Intermediate and Advanced Hikers. Approximately 5 miles, 2 hours and 700 feet of ascent.
BEAR MOUNTAIN
We will walk across the Bear Mountain Bridge, spanning the Hudson River, and then hike along trails to both the vehicular and the pedestrian bridges spanning Popolopen Creek. We will then take pay a visit to the Walt Whitman statue at the Trailside Museum and Zoo. A donation to Trailside will be made for each participant.
“Afoot and light-hearted I take to the open road,
Healthy, free, the world before me,
The long brown path before me leading wherever I choose.” - Walt Whitman
We will meet at the public parking area at Bear Mountain State Park. If needed, we can arrange transportation from the Cold Spring Metro-North station.
Appropriate for Intermediate and Advanced Hikers. Approximately 5 miles, 2 hours and 700 feet of ascent.
BEAR MOUNTAIN
We will walk across the Bear Mountain Bridge, spanning the Hudson River, and then hike along trails to both the vehicular and the pedestrian bridges spanning Popolopen Creek. We will then take pay a visit to the Walt Whitman statue at the Trailside Museum and Zoo. A donation to Trailside will be made for each participant.
“Afoot and light-hearted I take to the open road,
Healthy, free, the world before me,
The long brown path before me leading wherever I choose.” - Walt Whitman
We will meet at the public parking area at Bear Mountain State Park. If needed, we can arrange transportation from the Cold Spring Metro-North station.

UNDER AND OVER THE BEAR MOUNTAIN BRIDGE AND UP ANTHONY'S NOSE $45
Appropriate for ADVANCED hikers. Approximately 6 miles, 3 hours of hiking with 1,200 feet of ascent.
BEAR MOUNTAIN
See the Bear Mountain Bridge from under, over and look down on it from Anthony’s Nose. Enjoy all aspects of the bridge on its 100th anniversary. If time and energy levels are abundant, we will also pay a visit to the Trailside Museum and Zoo. A donation to Trailside will be made for each participant.
We will meet at the public parking area at Bear Mountain State Park. If needed, we can arrange transportation from the Cold Spring Metro-North station.
Appropriate for ADVANCED hikers. Approximately 6 miles, 3 hours of hiking with 1,200 feet of ascent.
BEAR MOUNTAIN
See the Bear Mountain Bridge from under, over and look down on it from Anthony’s Nose. Enjoy all aspects of the bridge on its 100th anniversary. If time and energy levels are abundant, we will also pay a visit to the Trailside Museum and Zoo. A donation to Trailside will be made for each participant.
We will meet at the public parking area at Bear Mountain State Park. If needed, we can arrange transportation from the Cold Spring Metro-North station.
PRIVATE GUIDED HIKING EVENTS: Private hikes start at $200 for the first person and $50 for each additional hiker.
There are a variety of beautiful treks in the region. Let us take you "off the beaten trail" to discover routes that aren't packed on the weekends. We can work with you to find your perfect fit.
There are a variety of beautiful treks in the region. Let us take you "off the beaten trail" to discover routes that aren't packed on the weekends. We can work with you to find your perfect fit.
*All rental and tour bookings are at the discretion of HRE. Conditions may warrant reroutes or cancellations. Please provide a phone number that is best to reach you and check your email for updates.