Pleasantville, a region in Westchester County, New York, features diverse landscapes suitable for outdoor pursuits. Its terrain includes extensive carriage trails, open meadows, dense forests, and winding waterways like the Pocantico River. These natural features support several sports like hiking, touring cycling, road cycling, mountain biking, and more. The area provides a variety of settings for exploring the outdoors.
Pleasantville offers more than 10 routes for outdoor activities, catering to several sports like hiking, touring…
71
Routes
4.8
(48)
Average rating
930
People visited

7
hikers
6.01km
01:37
80m
70m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

5.0
(1)
5
hikers
8.09km
02:12
120m
100m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

2
hikers
11.3km
03:06
190m
190m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

2
hikers
4.67km
01:17
80m
80m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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4.0
(4)
72
riders
11.3km
01:05
190m
190m
Moderate mountain bike ride. Great for any fitness level. Advanced riding skills necessary.

5.0
(5)
63
riders
8.31km
00:49
160m
160m
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.

8
riders
32.0km
02:32
440m
440m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.
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5.0
(2)
85
riders
150km
06:15
1,020m
1,020m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

17
riders
87.2km
03:56
830m
830m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

12
riders
87.5km
04:19
950m
950m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

10
riders
14.7km
00:35
70m
70m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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5.0
(4)
60
riders
50.3km
02:59
370m
370m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(2)
37
riders
27.9km
01:36
120m
120m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

4.7
(3)
39
riders
37.0km
02:12
190m
190m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

32
riders
11.3km
01:02
180m
180m
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.
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5.0
(2)
37
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

31
runners
17.5km
01:52
240m
240m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

17
runners
16.7km
01:43
60m
60m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(2)
15
runners
20.7km
02:14
340m
340m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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5.0
(1)
2
riders
43.5km
02:35
290m
290m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

9
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

7
riders
53.5km
03:33
760m
760m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(1)
7
riders
37.6km
02:39
600m
600m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Pleasantville offers opportunities for hiking, touring cycling, road cycling, mountain biking, jogging, and gravel biking. The region features more than 10 routes for various sports.
The Rockefeller State Park Preserve is a primary location for hiking, featuring extensive carriage trails, meadows, and forests. The Tsuga Trail, a 1.2-mile (1.9 km) scenic path, is another option within a national wildlife refuge. More details are available in the Hiking around Pleasantville guide.
Yes, Pleasantville offers easy hiking options. The Rockefeller State Park Preserve includes paths suitable for strolls, and the "Emerald Path" is a paved trail. The Easy hikes around Pleasantville guide provides specific routes.
Pleasantville and its surrounding areas offer routes for touring cycling, road cycling, and mountain biking. Options include the Van Cortlandt Greenway – Woodlands Lake loop and the North County Trailway – The Pine Bridge Monument loop. Graham Hills Park provides challenging mountain biking terrain. Guides like Cycling around Pleasantville offer more information.
The Rockefeller State Park Preserve offers diverse natural beauty and well-maintained trails suitable for various ages. Its extensive carriage trails and open meadows provide space for family strolls and activities. The paved "Emerald Path" is also an option for easier walks.
The Rockefeller State Park Preserve, a popular destination in Pleasantville, generally allows dogs on its trails. Visitors should verify specific park regulations regarding leashes and waste disposal before visiting. Always check local signage for current rules.
Pleasantville features diverse landscapes including extensive carriage trails, open meadows, dense forests, and winding waterways. The Pocantico River flows through Rockefeller State Park Preserve, and the area also includes the 22-acre Swan Lake. Over 180 bird species have been recorded in the Rockefeller State Park Preserve.
Pleasantville is a popular destination on komoot, with more than 3,900 visitors sharing their experiences. The routes available have an average rating of 4.78 out of 5 stars, based on over 150 ratings.
Komoot offers several guides for Pleasantville, including Hiking around Pleasantville, Easy hikes around Pleasantville, Cycling around Pleasantville, Road Cycling Routes around Pleasantville, MTB Trails around Pleasantville, Running Trails around Pleasantville, and Gravel biking around Pleasantville.
The "Emerald Path" in Pleasantville is a paved trail suitable for strolls, which may accommodate wheelchairs. Visitors seeking accessible routes should verify specific trail conditions and accessibility features before their visit.
Pleasantville offers mountain biking opportunities, including challenging rides at Graham Hills Park. For detailed routes and information, the MTB Trails around Pleasantville guide is available.
Around Pleasantville, there are 12 identified cycle routes covering a tracked distance of approximately 144 miles (232 km). These routes include options for various skill levels and types of cycling.

