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

4 waterfalls near Chestertown have live flow data today

Amos Falls Low Gilpins Falls Moderate Kilgores Rocks Moderate Wiley Falls Moderate

Updated about 1 hour ago via USGS

Best Day to Hike

Today

Mostly Sunny · 88°F

Tod 88°F Mostly Sunny Best
Tue 89°F Sunny
Wed 95°F Sunny
Thu 101°F Sunny
Fri 103°F Sunny
Ind 100°F Mostly Sunny then Chance Showers And Thunderstorms
Sun 96°F Slight Chance Rain Showers then 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 Gilpins Falls Moderate · 27 cfs 58th percentile
  2. 2 Kilgores Rocks Moderate · 51 cfs 32nd percentile
  3. 3 Wiley Falls Moderate · 51 cfs 32nd percentile
  4. 4 Amos Falls Low · 5860 cfs 13th 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

26.8 miles away
Maryland
Moderate
2.4 miles 350 ft

Wiley Falls

24.8 miles away
Maryland
Moderate
2.4 miles 350 ft

All 4 Waterfalls Near Chestertown

Amos Falls

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

Gilpins Falls

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

Kilgores Rocks

26.8 miles away
Maryland
Moderate
2.4 miles 350 ft

Wiley Falls

24.8 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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