4.6
(8)
148
hikers
10
hikes
Hiking trails around St. Leonard are primarily situated within coastal and park environments, offering diverse natural experiences. The region is characterized by its proximity to the Chesapeake Bay, featuring scenic views and varied ecosystems. Trails often traverse nature preserves and state parks, with generally minimal elevation gain. The landscape includes woodlands, wetlands, and open areas, providing habitats for local wildlife.
Last updated: May 30, 2026
3.8
(6)
30
hikers
9.46km
02:29
70m
80m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
31
hikers
3.32km
00:51
0m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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7
hikers
7.48km
01:59
60m
100m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2
hikers
5.51km
01:27
40m
50m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
1
hikers
3.64km
00:58
30m
30m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
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Popular around St. Leonard
Calver Cliffs is a small but diverse State Park on the coast of the Chesapeake Bay. In addition to the miles of hiking trails, picnic area, and playground you'll also find a portion of the 24-mile stretch of cliffs made up of former sea beds. This is the namesake of the park and a truly fascinating area where you can look back through time and possibly find fossils of a wide variety of prehistoric sea creatures.
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There are 9 hiking trails around St. Leonard, Maryland, ranging from easy strolls to more moderate adventures. This includes 8 easy routes and 1 moderate route, offering a variety of options for different fitness levels.
Yes, St. Leonard offers several easy hikes perfect for beginners. For example, the Calvert Cliffs Red Trail is a great option, providing a gentle introduction to the area's natural beauty. Most of the trails in the area are rated as easy.
Absolutely. Many trails around St. Leonard are designed as loops, offering convenient circular walks. Popular choices include the Calvert Cliffs Red and Orange Loop Trail, the Parkers Creek Loop, and the South and North Ridge Trail Loop.
Yes, many trails are family-friendly, especially those under 5 miles with minimal elevation gain. The Jefferson Patterson Archeological Nature Loop, located within Jefferson Patterson State Park, is a good example, combining nature with historical exploration.
Many parks and trails in the St. Leonard, Maryland area are dog-friendly, typically requiring dogs to be on a leash. It's always a good idea to check specific park regulations before you go, but generally, you'll find options to enjoy with your canine companion.
For a longer hike, consider the Calvert Cliffs Red and Orange Loop Trail, which spans approximately 9.5 km. Another good option is the Parkers Creek Loop, offering about 7.5 km of scenic walking.
Yes, most major trailheads and parks in the St. Leonard area, such as Flag Ponds Nature Park and Jefferson Patterson State Park, offer dedicated parking facilities for hikers. It's advisable to check the specific park's website for any parking fees or detailed directions.
Hikes around St. Leonard, Maryland, often feature scenic views of the Chesapeake Bay and its coastal environments. You can explore nature preserves like Flag Ponds Nature Park, and discover historical sites within Jefferson Patterson State Park, which also hosts Maryland's state archaeological facility.
The spring and fall seasons generally offer the most pleasant hiking conditions in St. Leonard, Maryland, with mild temperatures and beautiful foliage. Summer can be warm and humid, while winter hikes are possible, especially on clear, crisp days, though some trails might be muddy after rain or snow.
The hiking trails around St. Leonard are highly rated by the komoot community, with an average score of 4.6 out of 5 stars. Reviewers often praise the quiet woodlands, scenic coastal views, and well-maintained paths, making them enjoyable for various outdoor activities.
While many trails in the St. Leonard area are natural surface paths, some parks may offer paved or boardwalk sections that are more accessible. It's best to check with individual park services like Flag Ponds Nature Park or Jefferson Patterson State Park for specific information on wheelchair-friendly routes.


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