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United States
New York
Orange County

Fort Montgomery Ruins – Long Pond loop from Fort Montgomery

Routes
Road cycling routes
United States
New York
Orange County

Fort Montgomery Ruins – Long Pond loop from Fort Montgomery

Moderate

4.6

(9559)

9,560

riders

Fort Montgomery Ruins – Long Pond loop from Fort Montgomery

01:42

28.7km

340m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: April 7, 2026

Tips

Cycling is not permitted along parts of this route

After 16.4 km for 197 m

After 16.7 km for 69 m

After 16.9 km for 89 m

After 18.1 km for 279 m

Waypoints

A

Start point

Parking

Get Directions

1

53 m

Fort Montgomery Ruins

Highlight • Historical Site

An American fort from the Revolutionary War. The British overran the fort (as well as nearby Fort Clinton) and burned it to the ground, but the foundations still survive. In …

Tip by

2

10.5 km

Long Pond

Highlight • Lake

Long Pond, renowned for ice fishing, beckons with chain pickerel and panfish. While largemouth bass are present, they tend to be on the smaller side. Enjoy the beautiful view of Long Pond Mountain.

Tip by

3

22.3 km

Highland Falls

Highlight • Settlement

Highland Falls, once Buttermilk Falls, transformed into a village in Orange County. Officially incorporated in 1906, it boasts a population of 3,684 as of 2020. Recognized for its suburban allure, …

Tip by

B

28.7 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

24.7 km

2.37 km

816 m

784 m

< 100 m

Surfaces

15.5 km

12.4 km

697 m

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Elevation

Elevation

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

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Weather

Powered by Foreca

Today

Thursday 25 June

28°C

13°C

23 %

Additional weather tips

Max wind speed: 16.0 km/h

to get more detailed weather forecasts along your route

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Description

If you're looking for a road cycling route that combines Revolutionary War history with stunning Hudson Highlands scenery, the Fort Montgomery Ruins – Long Pond loop from Fort Montgomery delivers. This is a moderate 17.8-mile (28.7 km) road cycling route with 1131 feet (345 metres) of climbing, typically taking around 1 hour and 42 minutes. It's a fantastic option for cyclists seeking scenic road cycling routes in Fort Montgomery, NY, offering a good workout with rewarding views.

What to expect on Fort Montgomery Ruins – Long Pond loop from Fort Montgomery

The route begins at the historic Fort Montgomery State Historic Site, immediately immersing you in the region's past with views of the fort ruins overlooking the Hudson River. As you pedal, the terrain shifts through forested hills, offering panoramic views of the Hudson River and the dramatic Hudson Highlands landscape. While largely paved, expect some challenging sections with notable elevation gains that will test your fitness. The highlight for many is the tranquil waterside scenery as you loop around Long Pond, a serene contrast to the historic battleground. This ride is best suited for cyclists who appreciate both natural beauty and a good climb.

Planning your visit

The starting point for this loop is the Fort Montgomery State Historic Site, which offers historical context and serves as a convenient access point. While specific parking details aren't provided, the site is well-established. The natural beauty of the forested hills and lakes makes this route particularly appealing during spring and fall when foliage is vibrant. Always check local conditions before heading out, especially regarding weather and road conditions in the Hudson Highlands.

Trail details

  • Distance: 17.8 miles (28.7 km)
  • Elevation gain: 1131 feet (345 metres)
  • Difficulty: moderate
  • Estimated time: 1 hours and 42 minutes

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