Sleepy Hollow is a region characterized by diverse landscapes, offering a variety of outdoor experiences. The area features rolling hills, dense woodlands, and significant waterways, including riverfront paths and lake-side trails. This varied terrain provides suitable conditions for several sports like hiking, mountain biking, road cycling, touring cycling, and more.
Sleepy Hollow provides numerous routes for outdoor enthusiasts. The region's varied topography supports a range of activities, from leisurely walks along historic aqueduct trails…
46
Routes
4.7
(59)
Average rating
647
People visited

4
hikers
4.37km
01:07
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3
hikers
4.54km
01:10
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3.86km
00:59
10m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

1
hikers
4.31km
01:10
50m
50m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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5.0
(1)
8
riders
4.13km
00:20
40m
30m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

5.0
(1)
2
riders
19.3km
01:01
90m
90m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

10.9km
00:35
30m
30m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

1.52km
00:08
10m
10m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.
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33.0km
01:59
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.9
(8)
55
riders
34.9km
02:03
80m
80m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
31
riders
87.8km
05:22
290m
290m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

4.8
(4)
36
riders
53.3km
03:18
240m
240m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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53
riders
41.6km
02:01
170m
170m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

4.0
(1)
34
riders
23.6km
01:17
80m
80m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

17
riders
88.8km
04:33
340m
340m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

4.0
(2)
47
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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9
runners
5.46km
00:36
60m
60m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

9
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

8
runners
33.7km
03:29
70m
70m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

7
runners
12.3km
01:17
20m
20m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Sleepy Hollow offers a range of outdoor activities including Hiking, Mountain biking, Road cycling, Touring cycling, and Jogging. The region features diverse landscapes suitable for various skill levels and interests. More than 1,600 visitors have explored routes in Sleepy Hollow.
Yes, Sleepy Hollow offers numerous hiking opportunities. Notable trails include the Old Croton Aqueduct Trail, Rockefeller State Park Preserve with over 50 miles of carriage trails, and nature walks within the Sleepy Hollow Cemetery. For more information, consult the Hiking around Sleepy Hollow guide.
Sleepy Hollow provides options for easy and family-friendly hikes. The Old Croton Aqueduct Trail is suitable for leisurely walks, and the Scenic Hudson Riverwalk in Kingsland Point Park offers accessible strolls with river views. Find more details in the Easy hikes around Sleepy Hollow guide.
The Sleepy Hollow Ski and Bike Center in Vermont specializes in mountain biking, offering approximately 13 miles (20 km) of intermediate and advanced singletrack trails. Popular loops include the 5-mile Yellow Loop, Tatooine, and Skywalker. The MTB Trails around Sleepy Hollow guide provides further details.
Sleepy Hollow offers various road cycling routes, often featuring scenic views of the Hudson River Valley and historical estates. Cyclists can explore paths that connect natural features and local points of interest. Refer to the Road Cycling Routes around Sleepy Hollow guide for specific routes.
Touring cyclists can find routes that traverse the diverse landscapes of Sleepy Hollow, connecting various natural features and points of interest. The Old Croton Aqueduct Trail is a multi-use path suitable for touring. The Cycling around Sleepy Hollow guide offers relevant information.
Yes, Sleepy Hollow provides trails suitable for jogging and running. The Old Croton Aqueduct Trail and the carriage trails within Rockefeller State Park Preserve are popular choices for runners. Consult the Running Trails around Sleepy Hollow guide for more options.
Key natural features include the Hudson River, Lake Ovid, and the Little Maple River, alongside dense woodlands and rolling hills. Landmarks such as the Sleepy Hollow Cemetery and Kingsland Point Park offer historical and scenic points of interest. Views of the Tappan Zee Bridge and the New York City skyline are also accessible.
Sleepy Hollow is a popular destination on komoot, with routes receiving an average rating of 4.57 out of 5 stars. More than 1,600 visitors have explored the region, contributing to 129 ratings. This indicates a high level of satisfaction among outdoor enthusiasts.
Komoot offers several guides for Sleepy Hollow, including Hiking around Sleepy Hollow, Easy hikes around Sleepy Hollow, MTB Trails around Sleepy Hollow, Road Cycling Routes around Sleepy Hollow, Cycling around Sleepy Hollow, and Running Trails around Sleepy Hollow.
Official information for the Sleepy Hollow region can be found on its official website. For direct inquiries, a phone number is available. The official website is sleepyhollow.org, and the phone number is 914-366-5100.

