Things to Do around Sleepy Hollow
Sleepy Hollow, a region in New York's Westchester County, is situated along the Hudson River, offering a landscape characterized by rolling hills, forests, and riverfront access. This area provides diverse terrain suitable for outdoor activities, including extensive parklands and historic trails. The natural features of Sleepy Hollow support several sports like hiking, road cycling, touring cycling, jogging, and more.
Things to Do in Sleepy Hollow
For those seeking things to do in Sleepy Hollow, the region provides more than 30…
75
Routes
4.4
(81)
Average rating
1201
People visited
5.0
(1)
27
hikers
16.0km
04:22
250m
210m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
7
hikers
11.5km
03:03
120m
110m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
7
hikers
6.01km
01:37
80m
70m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
5
hikers
3.15km
00:48
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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30
riders
64.2km
03:14
640m
630m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.0
(1)
38
riders
65.2km
02:59
590m
590m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
3.0
(2)
60
riders
50.2km
02:44
490m
490m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
36
riders
150km
06:21
1,190m
1,190m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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4.0
(4)
71
riders
11.3km
01:05
190m
190m
Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.
5.0
(6)
68
riders
9.73km
00:55
190m
190m
Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.
3.0
(2)
16
riders
6.50km
00:39
130m
120m
Hard mountain bike ride. Great for any fitness level. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
7
riders
32.0km
02:32
440m
440m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.
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3.7
(3)
7
riders
42.3km
03:00
460m
460m
Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route.
29
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(3)
32
riders
10.3km
00:35
30m
30m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
3.8
(4)
44
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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36
runners
32.0km
03:26
510m
510m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
30
runners
12.5km
01:19
90m
90m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
29
runners
23.3km
02:27
160m
160m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
24
runners
10.7km
01:08
120m
120m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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4.0
(8)
24
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3.9
(10)
16
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
11
riders
62.8km
03:41
490m
490m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.5
(2)
8
riders
61.8km
04:18
670m
670m
Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.
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Most popular attractions in Sleepy Hollow
Nearby adventure guides
Natural areas to explore nearby
Frequently asked questions
What outdoor activities are available in Sleepy Hollow?
Sleepy Hollow offers a range of outdoor activities including Hiking, Road cycling, Touring cycling, Jogging, Mountain biking, and Gravel biking. The region features more than 30 routes across these sports, with an average rating of 4.7 stars from over 6,000 visitors.
What are the most popular hiking areas in Sleepy Hollow?
Popular hiking areas include the Rockefeller State Park Preserve, which has over 50 miles (80 kilometers) of carriage trails, and the Old Croton Aqueduct Trail. The Sleepy Hollow Cemetery also offers unique natural walks. More details can be found in the Hiking around Sleepy Hollow guide.
Are there easy hiking trails in Sleepy Hollow?
Yes, Sleepy Hollow offers easy hiking options. The Rockefeller State Park Preserve features extensive carriage trails suitable for various skill levels. The Old Croton Aqueduct Trail provides a generally level, unpaved route. For specific easy routes, consult the Easy hikes around Sleepy Hollow guide.
Where can one go road cycling in Sleepy Hollow?
Road cyclists can explore the region's rolling hills and river views. Routes like the 39.9-mile (64.2-kilometer) "New Croton Reservoir Loop" and the 54.7-mile (88.0-kilometer) "The Pine Bridge Monument – Quiet resting spot loop from Tarrytown" are popular. The Road Cycling Routes around Sleepy Hollow guide provides more options.
Are there trails suitable for touring cycling in Sleepy Hollow?
The Old Croton Aqueduct Trail is suitable for touring cycling, though some sections are unpaved. The area also connects to the Empire State Trail, which includes the North and South County Trailways, offering over 100 miles (160 kilometers) of paved paths. The Cycling around Sleepy Hollow guide lists additional routes.
Where are the best places for jogging in Sleepy Hollow?
Joggers have several options, including the carriage roads of Rockefeller State Park Preserve and the Old Croton Aqueduct Trail. The Scenic Hudson Riverwalk offers picturesque waterfront jogs. Tarrytown Lakes also features multi-use paths, including a 2.8-mile (4.5-kilometer) full lake loop. Find more routes in the Running Trails around Sleepy Hollow guide.
Are there mountain biking trails in Sleepy Hollow?
Sleepy Hollow offers options for mountain biking. The Rockefeller State Park Preserve has trails that can be used for mountain biking. For specific routes and difficulty levels, consult the MTB Trails around Sleepy Hollow guide.
What natural features or landmarks can be seen on trails in Sleepy Hollow?
Trails in Sleepy Hollow offer views of the Hudson River, woodlands, and meadows. Notable features include Swan Lake in Rockefeller State Park Preserve, the historic Old Croton Aqueduct, and the Sleepy Hollow Lighthouse. The Sleepy Hollow Cemetery also features rolling hills and streams.
Are dogs allowed on trails in Sleepy Hollow?
Yes, some trails in Sleepy Hollow are dog-friendly. For example, certain trails within the Rockefeller State Park Preserve, such as the Swan Lake loop, permit dogs. Visitors should check specific trail regulations before bringing pets.
Are there komoot guides available for outdoor activities in Sleepy Hollow?
Yes, komoot offers several guides for Sleepy Hollow, covering various activities. These include Hiking around Sleepy Hollow, Road Cycling Routes around Sleepy Hollow, and Running Trails around Sleepy Hollow, among others.
How can I contact the Village of Sleepy Hollow?
The official website for the Village of Sleepy Hollow, NY is www.sleepyhollowny.gov. The main phone number for the Village is (914) 366-5100. For Recreation & Parks inquiries, the number is (914) 366-5109.
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