Old Croton Aqueduct: Ossining to Tarrytown and Winter Hiking Fundamentals [New Hike!]

Saturday, December 12, 2026

Introducing our Old Croton Aqueduct hiking series. We are section-hiking this trail in a series of ACTIVE-level hikes. This is hike three of the series (you don’t have to have done the first two to do this one :)). On this hike we will also discuss the winter hiking fundamentals for those that want a gentle way to get into cold-weather hiking.

In this brand new hike, we are going on a section hike of the Old Croton Aqueduct Historic Trail! Escape the 21st century and [go] on a historic journey through Westchester County! For more than 150 years, the trail atop the Old Croton Aqueduct has linked communities along the lower Hudson River. This tree-lined 26.2-mile portion of the 41-mile trailway, popular with runners and walkers, offers glimpses of historic and architectural treasures along the way.” Your guide will share the history of the Old Croton Aqueduct as you hike this unique trail.

Even though this hike is between five and six miles, because of its flatter and less-technical terrain, we are rating it an ACTIVE hike.

What’s included:

  • NY State Licensed and Wilderness First Responder Certified Guide
  • Transportation to and from NYC
  • Section hike of the Old Croton Aqueduct

Cancellation Policies

Level: Active (Learn More)

Mileage: ~5-6 miles

Elevation Gain: ~500 feet

Group Size: 2 - 13 adventurers

Departure:

W 73rd and Broadway

Check-in Time: 7:30 am

Departure Time: 7:45 am

Return Time: Approximately 6:00 pm

$104.00

Wear

  • Waterproof hiking boots (required)
  • Weather-appropriate, moisture-wicking, athletic clothing (no cotton)
  • Wool or synthetic socks (no cotton)
  • Waterproof gloves
  • Warm hat
  • Buff
  • Sun hat
  • Sunglasses
  • Leg gaiters

Pack

  • Adventure Untamed will provide any traction devices you need, but if you have your own microspikes/snowshoes/crampons, feel free to bring them
  • Insulating puffy and insulating pants
  • Fleece / mid layer
  • Windproof/waterproof top and bottom layers that can fit over all other layers
  • Lunch
  • Ample Snacks
  • At least three (3) liters of water (*note* if temperature is below freezing do not bring hydration bladders – will freeze)
  • Backpack
  • Sunscreen
  • Hand / foot warmers (optional)
  • Extra layers to adjust for changing weather conditions
  • Extra pair of wool socks
  • Headlamp
  • Trekking poles (optional)
  • A change of clothes for the ride back (optional)