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 September in Hillsmere Shores

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

September 5, 2026

Music and Movement (Storytime at Eastport–Annapolis Neck Library)

Eastport–Annapolis Neck Library • 10:00 AM

A playful story and movement session for preschoolers. Ideal for Hillsmere Shores parents seeking engaging, literacy-building activities within walking or short driving distance.

September 12, 2026

Annapolis Singer Songwriters Festival

Calvert Street, Downtown Annapolis • 5:00 PM–10:00 PM

A vibrant, four-day festival of intimate live music across beloved local venues—easy and fun for Hillsmere Shores residents to enjoy an evening out downtown.

September 16–20, 2026

Anne Arundel County Fair

Anne Arundel County Fairgrounds, Crownsville, MD • See schedule (varies daily, typically daytime-evening)

A beloved regional fair featuring animals, rides, entertainment, and special shows (dinosaurs, pig races)—a perfect family outing just a short drive from Hillsmere Shores.

September 19–20, 2026

Maryland Bluegrass Festival (Annapolis Baygrass)

Sandy Point State Park • All day

A scenic, two-day bluegrass and Americana music event at Sandy Point that Hillsmere Shores music lovers and families can enjoy with stunning bay views.

September 18, 2026

Film on the Field: Disney’s Encanto

"Pip" Moyer Recreation Center at Truxtun Park • 6:30 PM–9:00 PM

A free, family-friendly outdoor movie night featuring Encanto—ideal for locals to bring blankets and enjoy a community evening close by.

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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