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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, making it well worth a visit.
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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

5.4
4.6/536 Reviews
National Aquarium
Nearby City

National Aquarium

4.6
4.4/513 Reviews
"Popular Spots"
"Museums"
The White House
Nearby City

The White House

7.8
4.6/5891 Reviews
"City Halls"
"Historical Architectures"
United States Capitol
Nearby City

United States Capitol

7.6
4.7/5485 Reviews
"Historical Architectures"
"Historical Sites"
Sandy Point State Park
Nearby City

Sandy Point State Park

3.7
No comments yet
"City Parks"
"National Parks"
Gunpowder Falls State Park Hammerman Area
Nearby City
The Jetty
Nearby City

The Jetty

3.3
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Elk Neck State Park
Nearby City

Elk Neck State Park

3.2
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"City Parks"
"Churches and Cathedrals"
Flagship Premium Cinemas
Nearby City

Flagship Premium Cinemas

2.5
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Rocky Point Park and Beach
Nearby City

Rocky Point Park and Beach

3.1
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"City Parks"
"Beaches"

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

2.7/519 Reviews
Inn at Huntingfield Creek
Mariner's Motel

Mariner's Motel

4.6/541 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

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Average price per person: SGD19
"Bars/Bistros"
Procolino's Pizza

Procolino's Pizza

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Average price per person: SGD11
"Western-style"
Luisa's Cucina Italiana

Luisa's Cucina Italiana

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Average price per person: SGD25
"Western-style"
Evergrain Bread Company

Evergrain Bread Company

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Average price per person: SGD19
"Western-style"
Figg's Ordinary

Figg's Ordinary

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"Coffee Shops"
The Fish Whistle

The Fish Whistle

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"Western-style"
Cafe Sado

Cafe Sado

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"Japanese"
Ellen's Coffee Shop & Family

Ellen's Coffee Shop & Family

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"Western-style"
Procolino's Pizza (Proc’s)

Procolino's Pizza (Proc’s)

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"Western-style"
Arby's

Arby's

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"Fast Food"
Uncle Charlie's Bistro

Uncle Charlie's Bistro

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Average price per person: SGD26
"Western-style"
O'Connor's Pub

O'Connor's Pub

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Average price per person: SGD18
"Western-style"

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