| Henson Community Center | 3535 Livingston Rd.
Indian Head, MD 20640 | (301) 375-7875 | |
| Hilton Garden Inn Waldorf | 10385 O'Donnell Place
Waldorf, MD 20603 | (240) 222-0000 | |
| Hip Hop Fish & Chicken #2, Waldorf | 3659 Leonardtown Road
Waldorf, MD 20601 | (301) 645-9144 | |
| Hip Hop Fish & Chicken, Waldorf | 2394 Crain Highway
Waldorf, MD 20601 | (301) 638-0016 | |
| Historic Maxwell Hall | 6680 Maxwell Drive
Hughesville, MD 20637 | (301) 932-3470 | |
| Historic McConchie One-Room School House | 8440 Fairground Road
La Plata, MD 20646 | (301) 932-1234 | |
| Historic Port Tobacco Village | 8450 Commerce Street
Port Tobacco, MD 20677 | (301) 392-3418 | |
| Holiday Inn Express - La Plata | 6860 Crain Highway
La Plata, MD 20646 | (301) 392-0065 | |
| Holiday Inn Express - Waldorf | 11370 Days Court
Waldorf, MD 20603 | (301) 932-9200 | |
| Honey Bun Cake Factory | 6964 Indian Head Hwy
Bryans Road, MD 20616 | | |
| Honeygrow | 12480 Mattawoman Beantown Road
Waldorf, MD 20601 | | |
| Horace and Dickie's | 12536 Mattawoman Drive
Waldorf, MD 20601 | | |
| Hughesville Bargain Barn | 8275 Old Leonardtown Rd Route 5 South
Hughesville, MD 20637 | (240) 882-4584 | |
| Hughesville Fire & EMS Co. 2 | 15245 Prince Frederick Rd
Hughesville, MD 20637 | | |
| Hughesville Pond Fish Management / Recreation Area | Route 5
Hughesville, MD 20637 | | |
| Hunan Star & Sushi Bar | 6277 Crain Highway
La Plata, MD 20646 | (301) 932-2622 | |
| Huntt's Tavern | 6520 Bensville Road
Pomfret, MD 20675 | (301) 932-6280 | |
| I Got the Scoop | Various Locations
Waldorf, MD 20601 | | |
| IHOP Restaurant, La Plata | 116 Rosewick Road
La Plata, MD 20646 | (301) 539-7373 | |
| IHOP Restaurant, Waldorf | 2190 Crain Highway
Waldorf, MD 20601 | (301) 843-1233 | |