Waterfall Hikes Near Chestertown, NY
within 50 miles
Looking for the best waterfalls to hike near Chestertown? Luckily, there are 45 waterfall hiking trails within a 50-mile radius of Chestertown, making it a perfect hub for waterfall enthusiasts. These trails range from drive_up 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 (19 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.

Spier Falls
37.8 miles awayNew York
Difficulty: Easy
Trail Length: 2.0 miles
Elevation Gain: 0 ft
Fairy Ladder Falls
25.1 miles awayNew York
Difficulty: Easy
Trail Length: 1.0 miles
Elevation Gain: 0 ft
🐕 Dog-Friendly Waterfall Hikes Around Chestertown (27 waterfalls)
Bring your four-legged friend along! These waterfalls welcome dogs on their trails.

Buttermilk Falls
50.4 miles awayNew York
Difficulty: Moderate
Trail Length: 1.5 miles
Elevation Gain: 500 ft

Spier Falls
37.8 miles awayNew York
Difficulty: Easy
Trail Length: 2.0 miles
Elevation Gain: 0 ft
All Hiking Trails Near Chestertown With Waterfalls

Indian Falls
45.7 miles awayNew York
Difficulty: Moderate
Trail Length: 4.5 miles
Elevation Gain: 700 ft
Hanging Spear Falls
41.4 miles awayNew York
Difficulty: Hard
Trail Length: 10.0 miles
Elevation Gain: 1 ft

Clifford Falls
57 miles awayNew York
Difficulty: Unknown
Trail Length: 0.0 miles
Elevation Gain: 0 ft

Sutherland Falls
50.3 miles awayVermont
Difficulty: Drive Up
Trail Length: 0.1 miles
Elevation Gain: 0 ft

Rocky Falls
40.7 miles awayNew York
Difficulty: Easy
Trail Length: 2.0 miles
Elevation Gain: 0 ft

Center Rutland Falls
21.6 miles awayVermont
Difficulty: Drive Up
Trail Length: 0.0 miles
Elevation Gain: 0 ft

The Flume Fall
14.3 miles awayNew York
Difficulty: Easy
Trail Length: 1.0 miles
Elevation Gain: 200 ft

Monument Falls
18.8 miles awayNew York
Difficulty: Drive Up
Trail Length: 0.0 miles
Elevation Gain: 0 ft

High Falls
36.3 miles awayNew York
Difficulty: Moderate
Trail Length: 2.0 miles
Elevation Gain: 500 ft

Wanika Falls
33 miles awayNew York
Difficulty: Hard
Trail Length: 12.0 miles
Elevation Gain: 0 ft

Millers Falls
52.8 miles awayNew York
Difficulty: Unknown
Trail Length: 0.0 miles
Elevation Gain: 0 ft

New York
Difficulty: Moderate
Trail Length: 1.5 miles
Elevation Gain: 500 ft

Falls of Lana
12.6 miles awayVermont
Difficulty: Moderate
Trail Length: 1.4 miles
Elevation Gain: 300 ft

T Lake Falls
41.2 miles awayNew York
Difficulty: Hard
Trail Length: 10.0 miles
Elevation Gain: 1500 ft

Huntington Falls
52 miles awayVermont
Difficulty: Unknown
Trail Length: 0.0 miles
Elevation Gain: 0 ft

Buttermilk Falls
35.7 miles awayNew York
Difficulty: Moderate
Trail Length: 1.5 miles
Elevation Gain: 500 ft

Raquette Falls
29.4 miles awayNew York
Difficulty: Moderate
Trail Length: 9.0 miles
Elevation Gain: 500 ft

Lower Falls
29.5 miles awayNew York
Difficulty: Moderate
Trail Length: 1.5 miles
Elevation Gain: 200 ft

Upper Falls
29 miles awayNew York
Difficulty: Unknown
Trail Length: 0.0 miles
Elevation Gain: 0 ft

Bailey Falls
27.6 miles awayVermont
Difficulty: Easy
Trail Length: 1.0 miles
Elevation Gain: 0 ft