Waterfall Hikes Near Chestertown, NY

558 residents
New_York Time Zone
40 Waterfalls

within 50 miles

Looking for the best waterfalls to hike near Chestertown? There are 40 waterfall hiking trails within a 50-mile radius of Chestertown. These trails range from easy to moderate difficulty, providing options for both casual hikers and experienced adventurers looking to explore the region's natural beauty.

Located at 43.6461°N, -73.7945°W

Map of Waterfalls Near Chestertown

Find waterfalls to hike near Chestertown

🚗 Easy Waterfall Hikes Near Chestertown (1 waterfall)

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.

🐕 Dog-Friendly Waterfall Hikes Around Chestertown (24 waterfalls)

Bring your four-legged friend along! These waterfalls welcome dogs on their trails.

Buttermilk Falls waterfall

Buttermilk Falls

33.2 miles away
New York
Moderate
1.5 miles 500 ft
Spier Falls waterfall

Spier Falls

32.2 miles away
New York
Moderate
2.4 miles 350 ft

All Hiking Trails Near Chestertown With Waterfalls

Indian Falls waterfall

Indian Falls

46.5 miles away
New York
Moderate
4.5 miles 700 ft
Hanging Spear Falls waterfall

Hanging Spear Falls

41.2 miles away
New York
Moderate
2.4 miles 350 ft
Clifford Falls waterfall

Clifford Falls

39.6 miles away
New York
Moderate
2.4 miles 350 ft
Sutherland Falls waterfall

Sutherland Falls

40.6 miles away
Vermont
Moderate
2.4 miles 350 ft
Rocky Falls waterfall

Rocky Falls

47.9 miles away
New York
Moderate
2.4 miles 350 ft
Center Rutland Falls waterfall

Center Rutland Falls

36.9 miles away
Vermont
Moderate
2.4 miles 350 ft
The Flume Fall waterfall

The Flume Fall

36 miles away
New York
Easy
1.0 miles 200 ft
Monument Falls waterfall

Monument Falls

37.5 miles away
New York
Moderate
2.4 miles 350 ft
High Falls waterfall

High Falls

38.2 miles away
New York
Moderate
2.0 miles 500 ft
Wanika Falls waterfall

Wanika Falls

49 miles away
New York
Moderate
2.4 miles 350 ft
Millers Falls waterfall

Millers Falls

42.2 miles away
New York
Moderate
2.4 miles 350 ft
Buttermilk Falls waterfall

Buttermilk Falls

21.2 miles away
New York
Moderate
1.5 miles 500 ft
Falls of Lana waterfall

Falls of Lana

34.6 miles away
Vermont
Moderate
1.4 miles 300 ft
T Lake Falls waterfall

T Lake Falls

New York
Hard
10.0 miles 1,500 ft
Huntington Falls waterfall

Huntington Falls

36.2 miles away
Vermont
Moderate
2.4 miles 350 ft
Buttermilk Falls waterfall

Buttermilk Falls

49.1 miles away
New York
Moderate
1.5 miles 500 ft
Raquette Falls waterfall

Raquette Falls

New York
Moderate
9.0 miles 500 ft
Lower Falls waterfall

Lower Falls

39.4 miles away
New York
Moderate
1.5 miles 200 ft
Upper Falls waterfall

Upper Falls

New York
Moderate
2.4 miles 350 ft
Bailey Falls waterfall

Bailey Falls

39.6 miles away
Vermont
Moderate
2.4 miles 350 ft

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Where to Stay

Hotels & Lodges Booking.com

Find hotels, lodges, and B&Bs near the trailhead
Cabins & Rentals VRBO

Browse vacation cabins and private rentals nearby
Glamping Hipcamp

Unique outdoor stays — tents, yurts, and treehouses
RV Rentals Outdoorsy

Rent a campervan or RV for your waterfall road trip

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