Middletown is a region situated in New York's Hudson Valley, near the foothills of the Shawangunk Mountains. This area is characterized by a diverse landscape of rolling hills, forests, and river valleys, including the Hudson, Wallkill, and Neversink rivers. The varied terrain provides opportunities for several outdoor sports, such as hiking, jogging, road cycling, and touring cycling, making Middletown a destination for those seeking active pursuits in a natural setting.
Middletown offers a range of…
35
Routes
4.9
(12)
Average rating
473
People visited

6
hikers
1.70km
00:26
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3
hikers
2.62km
00:41
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

11.6km
03:01
60m
110m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

5.0
(1)
23
hikers
3.52km
00:54
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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26
runners
19.4km
02:00
50m
50m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

2
runners
3.92km
00:24
10m
0m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

27
runners
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

20
runners
19.3km
02:01
190m
190m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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58
riders
61.7km
03:04
430m
430m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

5.0
(1)
36
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

16
riders
54.3km
02:32
290m
290m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

11
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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4.5
(4)
59
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

5.0
(5)
36
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

21
riders
43.5km
02:39
330m
330m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

13
riders
10.6km
00:41
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Middletown offers a variety of outdoor activities, including Hiking, Jogging, Road cycling, and Touring cycling. The region features routes suitable for different preferences and skill levels.
Middletown provides several hiking opportunities. The Middletown Reservoir Trails offer over 8.5 miles (13.7 km) of paths with reservoir views. For more options, explore the Hiking around Middletown guide.
Yes, Middletown has trails suitable for beginners or those seeking less strenuous walks. The Easy hikes around Middletown guide provides specific recommendations for accessible routes.
Middletown and the surrounding Orange County area offer numerous cycling routes. The Heritage Trail is suitable for cyclists, and the region features more than 16 tracked routes totaling over 272 miles (438 km). Guides like Road Cycling Routes around Middletown can assist with planning.
Joggers can utilize the Middletown Reservoir Trails, which provide over 8.5 miles (13.7 km) of paths. Thrall Park also features walking trails popular with joggers. For more options, consult the Running Trails around Middletown guide.
Middletown is situated in the Hudson Valley, offering views of rolling hills, forests, and river valleys. The Middletown Reservoir Trails provide views of Monhagen, Highland, and Shawangunk Reservoirs. Nearby state parks like Highland Lakes and Goosepond Mountain offer diverse natural landscapes.
Middletown's outdoor routes have received positive feedback on komoot. There are 3 routes with an average rating of 4.79 out of 5 stars, based on 30 ratings from more than 1,400 visitors.
Yes, Highland Lakes State Park, New York's largest undeveloped state park, is nearby, offering nearly 3,000 acres for hiking and mountain biking. Goosepond Mountain State Park, with over 1,500 acres, is also available for hikers and birdwatchers.
The official website for the City of Middletown is cityofmiddletown.org. This site provides general information about the city.
Middletown City Hall can be reached by phone at +1-513-425-7766 for general inquiries.
The Middletown Reservoir Trails are a network of over 8.5 miles (13.7 km) of paths located minutes from downtown. They are suitable for walking, running, or biking and offer views of the Monhagen, Highland, and Shawangunk Reservoirs within a 1,250-acre watershed.
Yes, komoot offers guides tailored for cycling in the region. Cyclists can find relevant routes and information in the Road Cycling Routes around Middletown and Cycling around Middletown guides.

