Chestertown, Maryland

About Chestertown

Chestertown, MD is a close-knit town located in eastern Maryland counting 5,702 people who proudly call it home.

Chestertown holds the status of an incorporated town — local government on a neighborly scale. The community covers 2.88 square miles, giving it a balanced suburban layout with room to breathe at roughly 1,980 residents per square mile.

📰 Chestertown News Today

• Two new sculptures by American artist Joseph Meerbott installed in Chestertown MyEasternShoreMD · Aug 18
• Chestertown Police Chief Gives Statement on Recent Block Party easternshoreundercover.com · Aug 18
• S. June Spry - View Obituary & Service Information Fellows, Helfenbein & Newnam Funeral Home · Aug 2
• Maryland Expands Enterprise Zones in Baltimore City, Chestertown and Brunswick citybiz · Aug 14
• 8 Real Haunted Day Trips in Maryland onbetterliving.com · Aug 16

Live headlines via Google News — updates through the day.

What Makes Chestertown Unique

• Positioned in eastern Maryland, convenient to the region's corridors and crossings.
• Part of the fabric of Maryland — one of 536 recognized communities statewide.

Why People Love It Here

• Big enough for services and schools, small enough to feel like home.
• Local businesses and schools anchored by a stable resident base of 5,702.
• Well connected: 3+ neighboring communities within 5 miles.

🍽️ Where to Eat in Chestertown

• Luisa's Cucina Italiana — italian
• Phat Daddy’s BBQ Shack — barbecue
• China House — chinese
• Procolino's Pizza (Proc’s) — pizza

Local spots mapped by the OpenStreetMap community.

🎡 Fun Things to Do

• Buck Bacchus Store Museum · Museum
• Chestertown Station · Attraction

Attractions mapped by the OpenStreetMap community.

🏞️ Parks & Outdoors in Chestertown

• Chestertown Historic District reviews ★
• Chestertown Historical Monuments reviews ★
• Fountain Park reviews ★
• Hope Fellowship Park reviews ★
• Kirwan Meditation Garden reviews ★
• Riverfront Garden reviews ★
• Rolling Road Park reviews ★
• Village At Chestertown Park reviews ★
• Wilmer Park reviews ★

Parks mapped by the OpenStreetMap community · "reviews" opens each park's live Google reviews.

🏫 Schools in Chestertown

• H. H. Garnett Elementary
• Kent County Middle School

Public schools, U.S. Dept. of Education (NCES) 2023–24 directory.

🏥 Hospitals & Healthcare

• University Of Md Shore Medical Ctr At Chestertown ★★★★★ (5/5 CMS rating) · 24/7 ER

Medicare-registered hospitals with official CMS star ratings.

⚡ Quick Facts

🗺️ Map of Chestertown

🏘️ Nearby Communities