Annapolis Neck

Hillsmere Shores, Annapolis Neck Neighborhood

Hillsmere Shores is a peaceful neighborhood offering a serene setting with low noise levels throughout the area. The community features a predominance of single detached homes, many with three or four bedrooms, providing spacious living options. Residents benefit from convenient parking and well-maintained streets, supporting easy vehicular movement. This area provides excellent opportunities for biking, with suitable infrastructure available. Several public green spaces and nearby parks contribute to the neighborhood’s inviting outdoor environment, allowing for plenty of recreational possibilities close to residences. The calm atmosphere combined with access to local dining options creates a comfortable and appealing living environment.

Hillsmere Shores offers a calm atmosphere and will appeal to those who enjoy spending time in green spaces. This area is very quiet, as there tend to be low levels of noise from traffic. Finally, a lot of locations within the neighborhood have fairly good access to parks, including Quiet Waters Park, since reaching one from most homes for sale is very easy and there are a few public green spaces nearby for residents to enjoy.

Highlights of Hillsmere Shores

Parks, schools, dining, and what makes this neighborhood special

🏞️ Hillsmere Beach & Marina

The private community beach and marina at the end of Hillsmere Drive offer residents exclusive access to the Chesapeake Bay with sandy shores, picnic areas, and boat slips—perfect for swimming, kayaking, and enjoying waterfront sunsets.

🌳 Quiet Waters Park

Located right at the edge of Hillsmere Shores on Quiet Waters Park Road, this beloved county park features miles of biking and walking trails, scenic water views, dog parks, playgrounds, an ice rink in winter, and outdoor summer concerts.

🏫 Hillsmere Elementary School

Situated conveniently within the neighborhood on Hillsmere Drive, this highly-rated public elementary school is walkable for many families and is a hub for community events and activities.

🛥️ Key School

This renowned independent school on Hillsmere Drive draws families from all over Annapolis, offering outstanding academics from pre-K through grade 12, and a vibrant campus life right in the heart of Hillsmere Shores.

🍦 Shady Side Ice Cream Stand

Just outside the Hillsmere Shores entrance on Forest Drive, this beloved family-run ice cream spot has been serving up cones, shakes, and sundaes since 1979—a favorite treat for locals on warm evenings and after park visits.

Hillsmere Shores

This November in Hillsmere Shores

Things to do, events, and what's happening this month

November 7, 2026

William Kelly, Ph.D.: Slavery and Indenture in Colonial Times

Eastport-Annapolis Neck Library • 11:00 AM–12:30 PM

This free history lecture is especially convenient for Hillsmere Shores residents because it takes place at the neighborhood library on Hillsmere Drive. The presentation examines how indentured servitude evolved into race-based chattel slavery in colonial Maryland, followed by an opportunity for questions and discussion.

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November 6–15, 2026

Annapolis Jazz & Roots Festival

Eastport and nearby Annapolis venues

Residents of Annapolis Neck can enjoy a broad selection of jazz, roots music, art, poetry, lectures, and history programs without traveling far from home. Several events are held in Eastport or at venues near Hillsmere Shores, making this a convenient way to experience distinctive local and regional performers.

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November 14, 2026

Vanessa Racci: Italian Contributions to American Jazz

Eastport-Annapolis Neck Library • 11:00 AM–12:00 PM

This free musical lecture at the library on Hillsmere Drive offers a close-to-home Saturday activity for local adults, music fans, and curious families with older children. Vocalist Vanessa Racci explores Italian and Sicilian contributions to American jazz through performance, history, and a question-and-answer session.

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November 26, 2026

Fleet Feet Sports Annual Thanksgiving Day Turkey Trot

Downtown Annapolis

This welcoming Thanksgiving morning race is a practical regional option for Hillsmere Shores residents who want an active start to the holiday. Participants can run or walk with family members, children, dogs, and strollers, while supporting Girls on the Run Greater Chesapeake through a festive downtown Annapolis tradition.

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November 29, 2026

Grand Illumination

Market Space and City Dock

Annapolis’s annual tree-lighting celebration gives nearby residents an easy way to welcome the holiday season with family and friends. The downtown waterfront setting offers seasonal decorations, community atmosphere, and a memorable evening outing that is close enough for an uncomplicated trip from Annapolis Neck.

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From the Neighborhood

Stories, updates, and things to know in Hillsmere Shores

Know Your Neighborhood

Local characteristics and demographics for Hillsmere Shores

Neighborhood Characteristics

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Demographics

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