Historic Preservation

As the county seat, Princess Anne is the ideal starting point for day trips to the Lower Eastern Shore. History buffs and antique lovers will want to explore the town, and take advantage of the many unique shopping and dining experiences available.

Town Parks

Manokin Park

Beckford Park

Garland Hayward Youth Center

Beckford Park

Garland Hayward Youth Center


30660 Hampden Ave |  Princess Anne, MD 21853
(410) 651-2668
(443) 880-7308

Services: After School Youth Programs, Computer Training, Youth Mentoring, K-12 Tutorial Services, Community Outreach, Host Public/Private Gatherings, Health & Wealth Events, Job Search & Resume Improvement, Experimental Learning Activities, Leadership Development, Gang Resistance Education, Indoor & Outdoor Recreation

30489 Broad Street | Princess Anne, MD 21853
(410) 651-1818


11840 Somerset Avenue | Princess Anne, MD 21853

11780 Beckford Avenue | Princess Anne, MD 21853
(410) 651-1822

11794 Somerset Avenue | Princess Anne, MD 21853
(410) 651-2144

11336 Old Princess Anne Road | Princess Anne, 21853
(410) 621-5321

Public Assembly Permit Application


Somerset County Schools

University of Maryland Eastern Shore


Step back in time as you walk our graceful, tree-lined streets and brick sidewalks amongst carefully preserved Colonial, Federal and Victorian houses, churches and gardens. Unique shopping and dining experiences include the Washington Hotel, which has been serving travelers and townsfolk for over 200 years.

Dining & Drinks



12138 Carole Lane
(410) 651-5400

12302 Somerset Avenue
(410) 621-0088
Learn More

11753 Somerset Avenue
(410) 651-5893
Learn More

12146 Somerset Avenue
(410) 621-0088
Learn More

11795 Somerset Avenue
(410) 651-3060
Learn More

30535 Linden Avenue
(646) 707-5820
Learn More

1754 Somerset Avenue
(410) 651-0588

11779 Somerset Avenue
(443) 888-6251
Learn More

11784 Somerset Avenue
(443) 399-3353
Learn More

30488 Broad Street
(410) 651-5557
Learn More

30546 Prince Williams Street
(443) 235-7377
Learn More

11779 Somerset Avenue
(410) 621-5894
Learn More

11726 Somerset Avenue
(410) 651-5700
Learn More

11731 Somerset Avenue
(410) 651-2238
Learn More

11765 & 11775 Somerset Avenue
(410) 651-2728
Learn More

30509 Prince Williams Street
(443) 735-3239


Bike Somerset County

Historic Walking Tour Highlights

c. 1860. Located at 30548 Prince William Street, this gable-front frame structure was originally used by the Manokin Presbyterian congregation.

1904-05. Located at 30512 Prince William Street, this Georgian Revival, brick courthouse replaced the second building erected in 1832-33.

1898. Located at 30491 Prince William Street, this large Queen Anne style frame house is an interesting example of Victorian and Colonial Revival design features.

c. 1835, c. 1837. Located at 30490 Prince William Street, this house is a combination of vernacular Greek Revival and mid-19th century cottage architecture.

(Episcopal Rectory), c. 1850. Located at 30480 Prince William Street, construction of this Greek Revival house is attributed to carpenter Seth D. Venables, who worked in Princess Anne during the mid-19th century.

c. 1805. Located at 30466 Prince William Street, this is one of two entrance buildings erected on the Teackle estate, which housed both paid and slave staff.

c. 1852. Located in the Local Historic District at 30459 Prince William Street, this house is a pristine example of mid-19th century Greek Revival design, featuring a two-story portico, and side-lighted entrances.

1853,54. Located at 30449 Prince William Street, this house is a well-designed example of a mid-19th century bracketed house, as crafted by Seth D. Venables.

c. 1858. Located at 30448 Prince William Street, and occupying a prominent corner of the old Teackle estate, this two-story frame dwelling is an unusual example of Greek Revival design.

c. 1802; 1818,19. Located at 11736 Mansion Street, this house is a stunning and an elaborate ex- ample of Federal style architecture erected teackle_drawing.gif by Littleton Dennis Teackle, one of the most influential men of the early 19th century, and it is listed in the National Register of Historic Places.

(Simplicity), c. 1852. Located at 11748 Mansion Street, this two-story frame dwelling was built by Seth D. Venables for himself and his family.

(Turnstall Cottage), c. 1755. Located at 11790 Church Street, this is the oldest dwelling in Princess Anne.

c. 1780. Located at 11816 Somerset Avenue, this is one of only a few 18th century houses that remains standing on a portion of Lot 3, one of Princess Anne’s original thirty lots.

c. 1788, c. 1840. Located at 11828 Somerset Avenue, the core of this large frame house dates back to the 18th century, but the exterior later underwent extensive alteration.

c. 1870. Located at 11840 Somerset Avenue, this house serves as focal point for the richly landscaped Manokin River Park, after being relocated to the site when the park was founded during the late 1980s.

1756; 1871,72; 1888. Located at 11890 Somerset Avenue, this church is listed in the National Register of Historic Places, and it is home to the Princess Anne Presbyterian congregation, which was originally established around 1683.

c. 1800. Located at 30455 Flurer’s Lane, this frame house was erected as part of a tannery complex.

c. 1835. Located at 11923 Somerset Avenue, this structure is an important and a well preserved example of Federal/Greek Revival domestic architecture erected in a stepped, or “telescope” form.

1886. Located at 30518 Broad Street, this expressive example of Gothic Revival religious architecture rests on the site originally occupied by the County jail (1744-1831).

1797; 1838-. Located at 11784 Somerset Avenue, a hotel or ordinary has operated on this site since the mid-18th century.

c. 1847,48. Located at 11787 Somerset Avenue, this two-story, gable-front frame building is an rare survivor of antebellum frame commercial architecture.

c. 1884. Located at 11739 Somerset Avenue, this two-story, brick commercial building is an unusual combination of Gothic Revival and Romanesque motifs.

(Somerset House), c. 1852 Located in the Local Historic District at 30556 Washington Street, this prominent late Federal/Greek Revival house was erected by the former United States senator.

c. 1909. Located at 30560 Washington Street, this brick townhouse was erected in a T-shape, extended by two-story, bay windows on two street elevations.

c. 1905. Located in the Local Historic District at 11719 Beechwood Street, this T-plan dwelling is trimmed with modest Victorian features, including a turned post, front porch.

1805,06, Located in the Local Historic District at 11719 Beechwood Street, this well-built frame house is sheathed with original beaded weatherboards, and joined on the lot by a sawn log smokehouse with a pyramidal roof.

c. 1850. Located in the Local Historic District at the corner of Somerset Avenue and Washington Street, this boxwood parterre dates back to the mid-19th century.

c. 1845. Located in the Local Historic District at 11695 Somerset Avenue, this house is an interesting renovation of a late-18th century, Greek Revival house.

(Hinman House), c. 1890. Located at 11673 Somerset Avenue, this impressive dwelling is an elaborate example of Queen Anne style architecture, believed to be designed by Baltimore architect, Jackson C. Gott.

c. 1834,35. Located at 11653 Somerset Avenue, this finely detailed, Federal style dwelling sits on the south edge of town, and was built to face the town center.

c. 1853. Located at 11601 Somerset Avenue, this is the only example of the Second Empire style in Princess Anne.

c. 1859 Located at 11571 Somerset Avenue, this mid-19th century revival style architecture, was erected far south of the original thirty lots.

c. 1910. Located at 11510 Somerset Avenue, at the south end of the Local Historic District, this imposing brick house, which features Colonial Revival detailing, is joined on the property by a brick dairy barn that predates it.

1896. Located in the Local Historic District at 11600 Beckford Avenue, this cross-gabled house displays intricate Victorian sawnwork, and generous front and side porches.

c. 1870. Located at 11679 and 11685 Beckford Avenue, these two-story, two-bay frame dwellings were erected for tenant families who worked on the Beckford property.

c. 1803 Located at 11692 Beckford Avenue, this superbly designed, Flemish bond brick house is listed in the National Register of Historic Places, features many finely executed Federal details, and was erected by John Dennis, a former United States senator.

1767-73; 1859, 1896. Located at 11700 Church Street, this structure was originally a chapel-of-ease for Somerset Parish.