Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Bike touring routes & trails
United States
New York
Westchester County
Peekskill

Old Albany Post Road – Indian Brook Road - gravel loop from Peekskill

Routes
Bike touring routes & trails
United States
New York
Westchester County
Peekskill

Old Albany Post Road – Indian Brook Road - gravel loop from Peekskill

Hard

2.5

(24)

59

riders

Old Albany Post Road – Indian Brook Road - gravel loop from Peekskill

06:28

76.3km

1,460m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: May 14, 2026

Waypoints

A

Start point

Train Station

Get Directions

1

8.05 km

Old Albany Post Road

Highlight (Segment) • Trail

Excellent stretch of uninterrupted gravel with interesting architecture. However, beware of car traffic. It’s surprisingly busy.

Tip by

2

42.3 km

Indian Brook Road - gravel

Highlight (Segment) • Cycleway

An exhilarating descent, an exhausting climb, or both—with plenty of views along the way. Hard packed gravel through and through with minimal car traffic. Plenty of parking at the Bird and Bottle Inn.

Tip by

3

60.4 km

Great gravel stretch

Highlight (Segment) • Trail

Great stretch of gravel. Some (step) climbs in the beginning. Fairly quiet but it does have some traffic as residential houses are left and right off the road. On a …

Tip by

B

76.3 km

End point

Train Station

Loading

Way Types & Surfaces

Way Types

56.2 km

17.8 km

2.37 km

Surfaces

31.1 km

28.9 km

11.8 km

4.53 km

< 100 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (330 m)

Lowest point (0 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by Foreca

Today

Friday 26 June

29°C

17°C

57 %

Additional weather tips

Max wind speed: 12.0 km/h

to get more detailed weather forecasts along your route

Comments

guide_signup

Want to know more?

Sign up for a free komoot account to join the conversation.

Sign up for free

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Save

Edit route

Download GPX

Move start point

Print

Share

Embed on a website

Report an Issue

Report restricted access

Description

If you're looking for a truly rewarding challenge on two wheels, the Old Albany Post Road – Indian Brook Road - gravel loop from Peekskill delivers. This difficult touring cycling route spans 47.4 miles (76.3 km) with a substantial 4821 feet (1470 metres) of elevation gain, typically taking around 6 hours and 28 minutes to complete. It's an ideal pick for experienced gravel cyclists seeking an advanced touring cycling route near Peekskill with a blend of history and natural beauty.

What to expect on Old Albany Post Road – Indian Brook Road - gravel loop from Peekskill

This loop takes you on a journey through the scenic Hudson Highlands, offering a diverse mix of terrain. You'll spend significant time on unpaved gravel roads, including the historic Old Albany Post Road, one of the oldest unpaved roads in the U.S. While some sections are smooth, expect plenty of hills and challenging climbs, especially on Indian Brook Road, which demands good fitness. The scenery is a constant reward, with stunning views of the Hudson River, dense forests, picturesque ponds, and glimpses of attractive historic homes. You'll also pass through areas like Fahnestock State Park, with shaded roads framed by old stone walls and views of creeks. Be prepared for considerable effort; wider tires (35mm or larger) are highly recommended for comfort and handling the varied surfaces.

Planning your visit

The Old Albany Post Road – Indian Brook Road gravel loop from Peekskill is a challenging ride, so plan accordingly. The route starts from Peekskill, and nearby towns like Cold Spring offer amenities and are accessible by train from New York City, making it a convenient starting point for many. The historical significance of the Old Albany Post Road, listed on the Register of Historic Places, adds a unique dimension to your ride, tracing a path used by figures like George Washington. Always check weather conditions before heading out for this long and demanding gravel cycling adventure.

Trail details

  • Distance: 47.4 miles (76.3 km)
  • Elevation gain: 4821 feet (1470 metres)
  • Difficulty: difficult
  • Estimated time: 6 hours and 28 minutes

Nearby routes

Hard

4.5

6

Old Croton Aqueduct and North County Trailway Loop

03:00h

42.3km

460m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy