3.0
(21)
55
riders
02:57
61.7km
810m
Road cycling
Cycle the moderate 38.3-mile Greenwood Lake Loop through Sterling Forest State Park, featuring lake views and challenging climbs.
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Ringwood State Park
Long Pond Ironworks State Park
Waypoints
Start point
Train Station
Get Directions
26.7 km
Highlight • Lake
Tip by
48.9 km
Highlight • Lake
Tip by
61.7 km
End point
Train Station
Way Types & Surfaces
Way Types
36.0 km
23.3 km
2.46 km
Surfaces
59.3 km
2.46 km
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Elevation
Highest point (380 m)
Lowest point (100 m)
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Weather
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Today
Wednesday 27 May
28°C
16°C
12 %
Additional weather tips
Max wind speed: 15.0 km/h
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This route was planned by komoot.
This loop is generally considered challenging for road cyclists. It features significant steep grades, ascents, and descents, requiring good to very good fitness. Be prepared for varying road conditions and exercise caution on steep downhills.
The full loop, which is approximately 61.7 km (38.3 miles), typically takes around 2 hours and 56 minutes to complete on a racebike, depending on your pace and stops.
You'll ride along tree-lined roads, enjoying picturesque views of Greenwood Lake and the tranquil, rural landscapes of the Highlands region. The area is known for its natural beauty and biodiversity.
Beyond the scenic lake views, the route passes by Greenwood Lake itself and Little Long Pond. The entire ride is set within the nationally significant Highlands region, offering a continuous backdrop of natural beauty.
While beautiful year-round, spring and fall offer pleasant temperatures and vibrant foliage. Be mindful that summer weekends can bring increased traffic, especially on sections like the Greenwood Lake Turnpike which may have narrow shoulders.
While specific parking lots aren't detailed, public parking is generally available in towns around Greenwood Lake. It's advisable to check local municipal websites for designated parking areas suitable for cyclists.
Yes, the route briefly intersects with several other trails, including sections of the Highlands Trail, Allis Trail, White Bar Trail, and Pine Meadow Trail, among others.
This route is primarily a road cycling loop. While dogs are generally welcome in the surrounding Sterling Forest State Park on leash, it's not typically recommended to bring dogs on a challenging road cycling route due to traffic and safety concerns.
There are generally no entrance fees for Sterling Forest State Park itself. However, specific facilities or activities within the park might have fees. For the most current information on permits or regulations, it's best to check the official New York State Parks website.
Yes, the area around Greenwood Lake offers various amenities, including lakeside dining options in the towns you'll pass through. These can be good spots to refuel during your ride.
Many segments of the loop are on well-paved surfaces. However, cyclists should be aware of varying road conditions and be cautious of traffic, especially on summer weekends and during peak commuter hours. Some sections may have narrow shoulders.