Undercliff and Overcliff Carriage Roads Loop
Undercliff and Overcliff Carriage Roads Loop
4.9
(1386)
17,927
hikers
Undercliff and Overcliff Carriage Roads Loop
04:50
17.5km
310m
Hiking
This moderate hike, the Undercliff and Overcliff Carriage Roads Loop, takes you on a journey of 10.9 miles (17.5 km) with an elevation gain of 1020 feet (311 metres). You can plan for about 4 hours and 49 minutes to complete the route. The trail itself follows historic carriage roads, which are wide and well-maintained with a crushed stone surface. As you hike the Undercliff section, you'll pass directly beneath towering cliffs, where you might even see rock climbers in action. Later, the Overcliff section opens up to expansive vistas of the Catskill Mountains and the Clove Valley, with the iconic Sky Top Tower visible in the distance.
Before you set out, be aware that accessing the Mohonk Preserve requires a per-person fee. You should also factor in a potentially steep, though short, walk from the West Trapps parking lot to reach the official trailhead. Planning for these details will help ensure a smooth start to your adventure on the carriage roads.
The route offers a unique perspective on the region's landscape, combining the historical significance of the carriage roads with diverse natural features. You'll experience both the dramatic undercliff environment and the sweeping overcliff views, making it a popular choice for hikers exploring the Hudson Valley.
Last updated: April 23, 2026
Tips
Temporary access restrictions
Includes segments with temporary access restrictions. Check ahead to confirm restricted segments are open to the public.
After 695 m for 1.24 km
After 2.26 km for 4.09 km
After 6.40 km for 2.11 km
After 8.94 km for 621 m
After 10.3 km for 441 m
After 13.3 km for 1.89 km
After 15.3 km for 1.92 km
Waypoints
Start point
Parking
Get Directions
8.71 km
Sunset Rock
Viewpoint
9.56 km
Humpty Dumpty Road intersection with Laurel Ledge
Highlight • Trail
The wider Mohonk Preserve has 16 multi-use gravel and dirt trails, for both hiking and cycling.
Tip by
10.8 km
Mohonk Lake
Highlight • Lake
Tip by
11.2 km
Mohonk Lake
Highlight • Lake
Tip by
12.0 km
View of Sky Top Tower
Highlight • Viewpoint
15.3 km
High Exposure
Viewpoint
17.5 km
End point
Parking
Way Types & Surfaces
Way Types
16.1 km
733 m
430 m
181 m
Surfaces
15.4 km
1.02 km
607 m
352 m
137 m
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Elevation
Highest point (390 m)
Lowest point (220 m)
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Weather
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Today
Monday 8 June
27°C
12°C
0 %
Additional weather tips
Max wind speed: 10.0 km/h
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This route was planned by komoot.
Frequently Asked Questions
Where is the best place to park for the Undercliff and Overcliff Carriage Roads Loop?
The primary access point is typically the West Trapps parking lot within the Mohonk Preserve. Be aware that there might be a short, albeit steep, walk from the parking area to the actual trailhead.
Are there any fees or permits required to hike this trail?
Yes, as the trail is located within the 8,000-acre Mohonk Preserve, a per-person fee is required to access the preserve. This fee supports environmental stewardship and conservation efforts.
How long does it typically take to complete the loop?
The estimated time to complete the 5 to 5.2-mile (8.3 km) loop is around 2.5 hours for hiking. If you're jogging, it might take about 1 hour and 3 minutes.
Is the Undercliff and Overcliff Carriage Roads Loop suitable for beginners?
While considered of moderate difficulty due to its distance and some slight inclines, the trail is generally described as a pleasant, relatively flat, and easy long stroll. Its wide, well-maintained crushed stone carriage roads make it accessible for many, including those new to hiking.
What is the terrain like on the loop?
The entire loop follows historic carriage roads, which are wide, level, and well-maintained paths with crushed stone surfaces. While generally flat, there is an elevation gain of approximately 465 feet (142 meters) over the course of the loop.
What kind of views and landmarks can I expect along the route?
The trail offers spectacular and diverse scenery. On the Undercliff section, you'll follow the base of soaring cliffs, often seeing rock climbers, and enjoy sweeping vistas of the Wallkill Valley and Hudson River Valley. You might also catch glimpses of the historic Sky Top Tower. The Overcliff section provides magnificent views of the Catskill Mountains and the Clove Valley. You'll also pass by Mohonk Lake and the Humpty Dumpty Road intersection with Laurel Ledge.
Is the Undercliff and Overcliff Carriage Roads Loop dog-friendly?
Yes, dogs are generally permitted on the carriage roads within the Mohonk Preserve, but they must be kept on a leash at all times.
What is the best time of year to hike this loop?
The trail is beautiful year-round. The fall foliage season is particularly scenic, especially along the Overcliff section with its mix of pitch pines and scrub oak. In winter, the wide carriage roads are also suitable for cross-country skiing and snowshoeing.
Does the trail intersect other well-known paths?
Yes, the route also passes through sections of the Lake Shore Road, The Labyrinth, Skytop Road, Staircliff Path, and the Shawangunk Ridge Trail.
What activities are permitted on the carriage roads?
The wide carriage roads are versatile and suitable for a variety of outdoor activities. Besides hiking, you can also enjoy running, cycling, and in winter, cross-country skiing and snowshoeing.
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