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Cycling routes
United States
New York

Orange County

The best cycling routes in Orange County

4.7

(38)

497

riders

43

rides

Touring cycling routes in Orange County, New York, offer a variety of experiences across its diverse landscape. The region features a mix of rail trails, lake loops, and routes through towns and villages. These trails provide options for different skill levels, from easy rides to more challenging routes with significant elevation gain.

Best touring cycling routes in Orange County

  • The most popular touring cycling route is Wallkill Valley Rail Trail, a 56.9 miles (91.5 km) trail that takes 5 hours 41 minutes to complete. This difficult route follows a historic rail bed, offering a long-distance cycling experience.
  • Another top favourite among local touring cyclists is Chester Erie Depot Museum – Orange Heritage Trail loop from Village of Goshen, an easy 16.1 miles (25.9 km) path. This route provides a pleasant ride through the local area, suitable for a relaxed outing.
  • Local touring cyclists also love the Orange Heritage Trail – Chester Erie Depot Museum loop from Harriman, a 30.2 miles (48.7 km) trail leading through varied terrain, often completed in about 2 hours 54 minutes.
  • Touring cycling in Orange County is defined by rail trails, lake loops, and routes connecting local villages, with options for easy rides and more challenging routes. The network offers options for different ability levels, from beginner touring bike routes to long distance bike routes.
  • The routes in Orange County are highly rated by the komoot community with an average score of 4.5 stars from over 30 reviews. More than 300 touring cyclists have used komoot to explore Orange County's varied terrain.

Last updated: August 17, 2026

#1.

Wallkill Valley Rail Trail

91.5km

05:41

580m

580m

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

4.6

(5)

27

riders

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.

Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

4.0

(1)

16

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Popular around Orange County

Cycling around Fort Montgomery

Cycling around Village of Highland Falls

Cycling in Sterling Forest State Park

Cycling around Tuxedo Park

Cycling around Town of Highlands

Cycling around Woodbury

Cycling in Storm King State Park

Cycling around Cornwall-On-Hudson

Cycling around Firthcliffe

Cycling around Village of Monroe

Other adventures in Orange County

The Appalachian Trail — America's most iconic long-distance hike

Hiking Collection by

Jamie S.

Tips from the Community

mtm05005
July 8, 2025, Orange Heritage Trail

The Orange Heritage Trail is an almost 20-mile long rail trail that runs from Middletown to Harriman. It is paved and traffic-free. This section is used by the Long Path to take you from Monroe to Chester.

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This road is a treat whether you're heading up or downhill. Lake Sebago is gorgeous as well and a great place to have a water break after the climb.

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Andrus
May 14, 2025, Lake Askoti

Covering 43 acres with an average depth of 15 feet, Lake Askoti is a popular spot for fishing. The lake is stocked with hundreds of Brown Trout which means anglers have a good chance of making a catch at one of the many access points along Seve Lakes Drive.

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Andrus
May 14, 2025, Lake Tiorati

Lake Tiorati (Algonquin for sky-like) is one of the seven main lakes in Harriman State Park. Swimming, boating, camping, hiking, and ice-fishing are all popular activities on the lake.

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The Orange Heritage Trail stretches a total of 19.5 miles from Middletown to Harriman, New York. The path is entirely paved and is super popular among runners, walkers, and cyclists. There are a bunch of different trailheads and parking areas, so you can start your walk from a number of spots and make it as long as you want.

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Jamie S.
February 14, 2024, Highland Falls

Highland Falls, situated in Orange County, New York, is a quaint village neighboring the renowned United States Military Academy at West Point. With a population of around 3,900, the village boasts a rich history intertwined with the academy's legacy. Its scenic location along the Hudson River and proximity to the Hudson Highlands State Park offer residents and visitors ample opportunities for outdoor recreation. With plenty of local shops, restaurants, and annual events, Highland Falls is a great spot for residents and visitors alike to relax after a long ride or hike.

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David Howells
February 7, 2024, Shepherd Lake

Shepherd Lake is a beautiful lake in a very scenic setting. There is car parking here, and nearby is some greenspace with benches and some trees, not that many, but some, so you can take in the shade on a hot day if you get the right spot. Nearby is also a beach. It is a nice scenic place to take a break on a tour, or better yet, a great family bike ride location.

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Lisa
January 29, 2024, Monroe Ponds

You can bike a road loop all the way around these ponds, or consider linking in to the nearby Orange Heritage Trail.

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Frequently Asked Questions

How many touring cycling routes are available in Orange County?

Orange County offers a wide variety of touring cycling routes, with over 30 options available. These routes cater to different skill levels, including easy, moderate, and difficult rides.

What types of landscapes can I expect to see while cycling in Orange County?

Orange County, New York, features diverse landscapes for touring cyclists. You'll find routes that follow historic rail beds, loop around scenic lakes, and connect charming towns and villages, offering a mix of natural beauty and local culture.

Are there any easy touring cycling routes suitable for beginners or families?

Yes, Orange County has several easy touring cycling routes. A great option is the Chester Erie Depot Museum – Orange Heritage Trail loop from Village of Goshen, which is 16.1 miles long and provides a pleasant ride through the local area. Another easy choice is the Echo Lake loop from City of Middletown, spanning 13.8 miles.

Which routes offer a more challenging touring cycling experience?

For those seeking a challenge, the Wallkill Valley Rail Trail is a difficult 56.9-mile route following a historic rail bed. Another demanding option is the Highland Falls – Long Pond loop from Salisbury Mills-Cornwall, which covers 52 miles with significant elevation gain.

Are there any circular touring cycling routes in Orange County?

Many routes in Orange County are designed as loops, perfect for starting and ending in the same location. Examples include the easy Chester Erie Depot Museum – Orange Heritage Trail loop from Village of Goshen and the moderate Huguenot Hill loop from City of Port Jervis.

What do other touring cyclists say about the routes in Orange County?

The touring cycling routes in Orange County are highly regarded by the komoot community, holding an average rating of 4.5 stars from over 30 reviews. Cyclists often praise the varied terrain and the well-maintained rail trails.

Are there any long-distance touring cycling routes in the area?

Yes, for long-distance touring, the Wallkill Valley Rail Trail is an excellent choice, stretching 56.9 miles. Another substantial route is the Highland Falls – Long Pond loop from Salisbury Mills-Cornwall, which is 52 miles long.

What kind of attractions or points of interest can I find near the cycling routes?

While cycling in Orange County, you can explore various natural and historical points of interest. Nearby attractions include several mountain peaks like Storm King Mountain and viewpoints such as the View of the Hudson River from Bear Mountain. There are also huts and shelters like Bald Rocks Shelter for those exploring longer routes.

Are there routes that pass by lakes or offer water views?

Yes, Orange County features routes that incorporate beautiful lake scenery. The Lake Askoti – Lake Tiorati loop from Tuxedo is a 28.2-mile difficult route that takes you around these picturesque lakes. The Echo Lake loop from City of Middletown also provides pleasant water views.

Can I find routes that connect different towns or villages?

Absolutely. Many touring cycling routes in Orange County are designed to connect local villages and towns, allowing you to experience the region's charm. The Orange Heritage Trail – Chester Erie Depot Museum loop from Harriman is a 30.2-mile route that leads through varied terrain, often connecting different communities.

What is the best time of year to go touring cycling in Orange County?

Orange County offers enjoyable cycling experiences throughout much of the year. Spring and fall typically provide pleasant temperatures and beautiful scenery, with vibrant foliage in autumn. Summer is also popular, though it can be warmer, while winter cycling depends on snow and ice conditions.

Most popular routes in Orange County

Hiking in Orange County

Most popular attractions in Orange County

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Didn’t find what you were looking for?

Check out more Cycling routes throughout Orange County below and find the perfect route in your destination.

WaldenGoshenSterling Forest State ParkSchunnemunk State ParkPort JervisWalton ParkVillage of MonroeVillage of Highland FallsHuckleberry Ridge State ForestFirthcliffeGardnertownVillage of MontgomeryWoodburyBalmvilleNewburghWashingtonvilleChesterGreenwood LakeKiryas JoelHarrimanMaybrookSouth Blooming GroveSparrow BushStewart State ForestNew WindsorFort MontgomeryOrange LakeVillage of FloridaMountain Lodge ParkStorm King State ParkBeaver Dam LakeCornwall-On-HudsonMechanicstownWarwickVails GateTown of HighlandsTuxedo ParkGoosepond Mountain State Park

Other places to explore

Forests in Orange County

Nearby adventure guides

Things to Do around Goshen

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