21 cities
| City | County | 2025 Pop. ↓ |
|---|---|---|
| Hagerstown | Washington County | 43,573 |
| Hyattsville | Prince George's County | 20,344 |
| Hillcrest Heights | Prince George's County | 16,480 |
| Havre Grace | Harford County | 15,164 |
| Honeygo | Baltimore County | 15,056 |
| Halfway | Washington County | 10,101 |
| Hampstead | Carroll County | 6,493 |
| Hampton | Baltimore County | 5,087 |
| Hillandale | Prince George's County | 4,742 |
| Huntingtown | Calvert County | 3,534 |
| Herald Harbor | Anne Arundel County | 2,712 |
| Hughesville | Charles County | 2,324 |
| Hurlock | Dorchester County | 2,095 |
| Hancock | Washington County | 1,559 |
| Hebron | Wicomico County | 1,102 |
| Highfield-Cascade | Frederick County | 1,011 |
| Highland | Howard County | 900 |
| Hutton | Garrett County | 292 |
| Henderson | Caroline County | 160 |
| Hillsboro | Caroline County | 131 |
| Highland Beach | Anne Arundel County | 106 |