3.0
(1)
56
riders
8
rides
Touring cycling routes around Greenwood Lake traverse a landscape characterized by the lake itself, surrounding mountains like Bearfort Mountain, and extensive state parklands. The region, part of the Highlands, offers varied terrain with well-paved surfaces on many routes, alongside sections with steep grades, particularly on the eastern side of the lake. Cyclists can expect routes that provide views of the Wallkill River and access to natural features within Sterling Forest State Park and Long Pond Ironworks State Park.
Last updated: May 16, 2026
18
riders
45.3km
02:49
480m
480m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.0
(1)
9
riders
27.3km
01:39
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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7
riders
8.65km
00:54
160m
160m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
riders
13.6km
01:28
300m
300m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
26.8km
01:46
380m
380m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Greenwood Lake
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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The border between New York and New Jersey runs to the middle of the 7-mile long Greenwood Lake. The area has been popular with tourists for decades, including Babe Ruth, who visited the area frequently in the 1930s and 40s. These days visitors will find many marinas and restaurants dotted along its shores, beckoning them to stop for a while.
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Little Long Pond is beautiful any time of year, but if you happen to be riding along Kanawauke Road during the fall color season you'll be in for a real treat!
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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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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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Hutchinson Trail is a multi-use trail that follows a woods road for approximately 500 feet before turning right into the forest. It then ascends gently for about half a mile to a large whaleback rock formation. From there, the trail continues along an old woods road for another mile before reaching the Red Back Trail. The trail is shared between hikers, mountain bikers and horse riders.
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On East Shore Road, you ride with nice views of the lake.
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Here, you have a great view of the lake. There's a little beach area; can be a nice rest stop on a hot summer day!
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There are 7 touring cycling routes available around Greenwood Lake, offering a variety of experiences for cyclists.
The routes around Greenwood Lake primarily cater to moderate and difficult skill levels. You'll find 5 moderate routes and 2 difficult routes, providing options for cyclists looking for a good challenge.
The touring cycling routes in Greenwood Lake are well-regarded by the komoot community, with an average rating of 3.0 stars from several reviews. Cyclists often appreciate the varied terrain and scenic views.
Yes, experienced riders can find challenging routes. For instance, the Lake Askoti – Lake Tiorati loop from Tuxedo is a difficult 28.2-mile (45.3 km) trail with significant elevation gain through forested areas, taking nearly 3 hours to complete.
While there are no routes specifically graded as 'easy' in our selection, several moderate routes could be suitable for beginners looking for a bit of a challenge. The Hutchinson Trail loop from Lakeville is a shorter moderate option at 5.4 miles (8.6 km), taking under an hour.
Cycling around Greenwood Lake offers views of the expansive lake itself, the forested slopes of Bearfort Mountain, and the Wallkill River. The region is part of the Highlands, known for its natural beauty. You'll also find routes that provide access to state parklands like Sterling Forest State Park and Long Pond Ironworks State Park.
Yes, several routes pass by notable landmarks. You might encounter the Monksville Dam, or cycle near historic areas like the Long Pond Ironworks Historic District. Routes also offer glimpses of other lakes such as Wawayanda Lake and Sterling Lake.
Yes, many of the touring cycling routes around Greenwood Lake are circular. For example, the Greenwood Lake loop from Long Pond Ironworks State Park offers scenic views of the lake and passes through historic areas on a 16.9-mile (27.2 km) loop.
The region offers diverse activities year-round. While specific cycling conditions vary, spring and fall generally provide pleasant temperatures and vibrant scenery. The area is also known for winter activities like snowshoeing, so check local conditions if planning a ride outside of peak seasons.
Yes, some routes venture into areas where you can see other bodies of water. The Lake Askoti – Lake Tiorati loop from Tuxedo Park and Ride, for instance, takes you past Lake Askoti and Lake Tiorati, offering additional scenic lake views.
For a shorter ride, consider the Hutchinson Trail loop from Pine Hill. This moderate route is 8.5 miles (13.6 km) long and can be completed in just under an hour and a half, making it a good option for a quicker outing.
The terrain around Greenwood Lake is varied. Many routes feature mostly well-paved surfaces, but you should be prepared for sections with steep grades, particularly on the eastern side of the lake. Routes often traverse forested areas and offer views of mountains and rivers.


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