Waterfall Hikes Near Chestertown, MD

5,522 residents
New York Time Zone
4 Waterfalls

within 50 miles

Looking for the best waterfalls to hike near Chestertown? There are 4 waterfall hiking trails within a 50-mile radius of Chestertown. These trails range from moderate to moderate difficulty, providing options for both casual hikers and experienced adventurers looking to explore the region's natural beauty.

Located at 39.2182°N, -76.0714°W

Map of Waterfalls Near Chestertown

Today's Conditions

Live data from USGS gauges & National Weather Service

Water Flow

4 of 4 gauged

3 of 4 waterfalls near Chestertown are flowing strongly today

Amos Falls Roaring Gilpins Falls Moderate Kilgores Rocks Strong Wiley Falls Strong

Updated about 1 hour ago via USGS

Best Day to Hike

Sunday

Sunny · 80°F

Tod 90°F Sunny
Sat 83°F Partly Sunny
Sun 80°F Sunny Best
Lab 81°F Sunny
Tue 83°F Mostly Sunny
Wed 85°F Mostly Sunny
Thu 89°F Slight Chance Showers And Thunderstorms

Flowing best right now near Chestertown

Updated about 1 hour ago

Ranked by live stream-gauge flow versus each waterfall's seasonal normal.

  1. 1 Amos Falls Strong · 38400 cfs 84th percentile
  2. 2 Kilgores Rocks Strong · 60 cfs 80th percentile
  3. 3 Wiley Falls Strong · 60 cfs 80th percentile
  4. 4 Gilpins Falls Moderate · 68 cfs 63rd percentile

Know when to go.

Get a free email alert when waterfalls near Chestertown hit peak flow. We only send when conditions are worth the trip — no weekly newsletters, no spam.

Find waterfalls to hike near Chestertown

Have your own travel site? Embed these waterfalls for free.

🐕 Dog-Friendly Waterfall Hikes Around Chestertown (2 waterfalls)

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

Kilgores Rocks waterfall

Kilgores Rocks

48.2 miles away
Maryland
Moderate
2.4 miles 350 ft

Wiley Falls

34.2 miles away
Maryland
Moderate
2.4 miles 350 ft

All 4 Waterfalls Near Chestertown

Amos Falls

47.9 miles away
Maryland
Moderate
2.4 miles 350 ft
Gilpins Falls waterfall

Gilpins Falls

39.4 miles away
Maryland
Moderate
2.4 miles 350 ft
Kilgores Rocks waterfall

Kilgores Rocks

48.2 miles away
Maryland
Moderate
2.4 miles 350 ft

Wiley Falls

34.2 miles away
Maryland
Moderate
2.4 miles 350 ft

Frequently Asked Questions About Waterfalls Near Chestertown

Are there free waterfalls near Chestertown?

There are 3 free waterfalls near Chestertown, including Amos Falls.

Are there dog friendly waterfalls in Chestertown?

There are 2 dog-friendly waterfalls near Chestertown, including Kilgores Rocks.

Are there kid-friendly waterfalls near Chestertown?

There are 2 kid-friendly waterfalls near Chestertown, including Kilgores Rocks.

Can you swim in any waterfalls near Chestertown?

There is 1 waterfall that allows swimming near Chestertown, including Kilgores Rocks.

What is the shortest waterfall hike near Chestertown?

The shortest waterfall hike near Chestertown is Amos Falls at 2.4 miles round trip.

How tall are the waterfalls near Chestertown?

The tallest waterfall near Chestertown is Kilgores Rocks at 17 feet.

What is the closest waterfall to Chestertown?

The closest waterfall to Chestertown is Amos Falls, approximately 25.5 miles away.

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Where to Stay

Hotels & Lodges Booking.com

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Cabins & Rentals VRBO

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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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