Waterfall Hikes Near Chestertown, MD
within 50 miles
Looking for the best waterfalls to hike near Chestertown? Luckily, there are 4 waterfall hiking trails within a 50-mile radius of Chestertown, making it a perfect hub for waterfall enthusiasts. These trails range from easy to unknown difficulty, providing options for both casual hikers and experienced adventurers looking to explore the region's natural beauty.
Map of Waterfalls Near Chestertown
Find waterfalls to hike near Chestertown
🚗 Easy Waterfall Hikes Near Chestertown (2 waterfalls)
Easy access waterfalls are drive-up or short-walk friendly. Perfect for families, casual visitors, or anyone who loves waterfalls but is "so-so" about hiking.

Kilgores Rocks
29.5 miles awayMaryland
Difficulty: Easy
Trail Length: 1.3 miles
Elevation Gain: 0 ft

Wiley Falls
38 miles awayMaryland
Difficulty: Easy
Trail Length: 1.0 miles
Elevation Gain: 0 ft
🐕 Dog-Friendly Waterfall Hikes Around Chestertown (2 waterfalls)
Bring your four-legged friend along! These waterfalls welcome dogs on their trails.

Kilgores Rocks
29.5 miles awayMaryland
Difficulty: Easy
Trail Length: 1.3 miles
Elevation Gain: 0 ft

Wiley Falls
38 miles awayMaryland
Difficulty: Easy
Trail Length: 1.0 miles
Elevation Gain: 0 ft
All Hiking Trails Near Chestertown With Waterfalls

Amos Falls
51.7 miles awayMaryland
Difficulty: Unknown
Trail Length: 0.0 miles
Elevation Gain: 0 ft

Gilpins Falls
60.2 miles awayMaryland
Difficulty: Unknown
Trail Length: 0.0 miles
Elevation Gain: 0 ft

Kilgores Rocks
29.5 miles awayMaryland
Difficulty: Easy
Trail Length: 1.3 miles
Elevation Gain: 0 ft

Wiley Falls
38 miles awayMaryland
Difficulty: Easy
Trail Length: 1.0 miles
Elevation Gain: 0 ft