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Chestertown

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Chestertown Travel Guide

Chestertown is a city in Maryland, United States. It has many popular attractions, including Wilmer Park, Chestertown Dog Park, Garfield Center for the Arts at the Prince Theatre, perfect for a trip!
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Experience 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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Inner Harbor
Nearby City

Inner Harbor

5.5
4.6/536 Reviews
National Aquarium
Nearby City

National Aquarium

4.6
4.4/513 Reviews
"Aquariums"
"Popular Spots"
United States Capitol
Nearby City

United States Capitol

7.6
4.7/5484 Reviews
"Historical Sites"
"​​landmark"
The White House
Nearby City

The White House

7.8
4.6/5890 Reviews
"City Halls"
"Historical Sites"
Wilmer Park

Wilmer Park

2.4
This user hasn't left any comments yet
Smithsonian National Air and Space Museum
Nearby City

Smithsonian National Air and Space Museum

7.3
4.7/5507 Reviews
"Science & Technology Museums"
"Museums"
George Peabody Library
Nearby City

George Peabody Library

3.8
4.5/510 Reviews
"Popular Spots"
"Libraries"
Oriole Park at Camden Yards
Nearby City

Oriole Park at Camden Yards

3.8
5.0/53 Reviews
"Stadiums"
Washington Monument
Nearby City

Washington Monument

7.0
4.6/5654 Reviews
"Monuments"
"​​landmark"
Lincoln Memorial
Nearby City

Lincoln Memorial

7.0
4.7/5590 Reviews
"Monuments"

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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Driftwood Inn

Driftwood Inn

2.7/520 Reviews
Inn at Huntingfield Creek
Mariner's Motel

Mariner's Motel

4.6/539 Reviews
Inn at Mitchell House

Inn at Mitchell House

5.0/52 Reviews
John L Stam House

John L Stam House

4.9/53 Reviews

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
"Bar/Bistro"
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 Shop"
The Fish Whistle

The Fish Whistle

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

Cafe Sado

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

Ellen's Coffee Shop & Family

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

Procolino's Pizza (Proc’s)

This user hasn't left any comments yet
"Western-style"
Arby's

Arby's

This user hasn't left any comments yet
"Fast Food"
Uncle Charlie's Bistro

Uncle Charlie's Bistro

This user hasn't left any comments yet
Avg. AUD29/person
"Western-style"
O'Connor's Pub

O'Connor's Pub

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

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