https://au.trip.com/travel-guide/destination/chestertown-34069
Chestertown
Wilmer Park
Chestertown Dog Park
Garfield Center for the Arts at the Prince Theatre
Chester River Packet Company
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Chestertown

Things to Do in Chestertown in 2025 - Top Attractions, Local Food, Hotels & Travel Tips (Updated June 2025) | Trip.com

About Chestertown

Chestertown Local Experiences Map

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Things to do in Chestertown

What to Do

Looking for things to do in Chestertown? We provide up-to-date info on everything from must-see scenic spots to local hangouts.
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Flagship Premium Cinemas

Flagship Premium Cinemas

2.4
This user hasn't left any comments yet
The Mill of Kingstown

The Mill of Kingstown

2.4
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Wilmer Park

Wilmer Park

2.4
This user hasn't left any comments yet
United States Capitol

United States Capitol

7.8
4.6/5587 Reviews
"Historic buildings"
National Mall

National Mall

7.8
4.6/5135 Reviews
"Historic buildings"
The White House

The White House

7.7
4.5/51,040 Reviews
"Historic buildings"
River Inn At Rolphs Wharf and Marina

River Inn At Rolphs Wharf and Marina

2.3
This user hasn't left any comments yet
"Beaches and shores"
Duck Neck Campground

Duck Neck Campground

2.2
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Lincoln Memorial

Lincoln Memorial

7.2
4.7/5726 Reviews
"Night Attractions"
Washington Monument

Washington Monument

7.1
4.5/5786 Reviews
"Night Attractions"

Where to Stay

Discover the most popular places to stay in Chestertown, complete with recommendations from fellow travelers and special hotel offers
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What to Eat

Want to eat like a local? Don't miss out on these top Chestertown dishes and foodie spots.
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Chester River Wine & Cheese Co.

Chester River Wine & Cheese Co.

This user hasn't left any comments yet
Avg. AUD22/person
"Bars/Bistros"
Procolino's Pizza

Procolino's Pizza

This user hasn't left any comments yet
Avg. AUD12/person
"Western-style"
Luisa's Cucina Italiana

Luisa's Cucina Italiana

This user hasn't left any comments yet
Avg. AUD28/person
"Western-style"
Evergrain Bread Company

Evergrain Bread Company

This user hasn't left any comments yet
Avg. AUD21/person
"Western-style"
Figg's Ordinary

Figg's Ordinary

This user hasn't left any comments yet
"Coffee Shops"
The Fish Whistle

The Fish Whistle

This user hasn't left any comments yet
"Western-style"
Ellen's Coffee Shop & Family

Ellen's Coffee Shop & Family

This user hasn't left any comments yet
"Western-style"
Cafe Sado

Cafe Sado

This user hasn't left any comments yet
"Japanese"
Procolino's Pizza (Proc’s)

Procolino's Pizza (Proc’s)

This user hasn't left any comments yet
"Western-style"
Copper Shark

Copper Shark

This user hasn't left any comments yet
"Western-style"
18Twenty

18Twenty

This user hasn't left any comments yet
"Western-style"
Bacco Italian + Wine Bar

Bacco Italian + Wine Bar

This user hasn't left any comments yet
"Bars/Bistros"

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