Maryland · City

Chestertown

24 places in Chestertown, Maryland are on the National Register of Historic Places. 4 of the listings are historic districts rather than single buildings.

The earliest listing here is Chestertown Historic District, added Apr 15, 1970.

Map

Coordinates come from the National Park Service National Register spatial data, or from Wikidata where the spatial data has no point. A point marks the record location and does not mean the place is open to visitors. Data refreshed November 02, 2026.

Listings

Historic districts

National Historic Landmarks

1970

First listing

Oldest on the register

First listed	Chestertown Historic District · Apr 15, 1970
Oldest construction date	Airy Hill · built 1790

Listing dates come from the National Register office's spreadsheet of listed properties. Construction years come from Wikidata, matched on reference number, and are on record for 2 of the 24 listings here. Data refreshed November 02, 2026.

Landmark · Kent County

Chestertown Historic District

National Historic LandmarkListed 1970

Building · Kent County

Airy Hill

BuildingListed 1996

Building · Kent County

Brampton

BuildingListed 1983

Building · Kent County

Carvill Hall

BuildingListed 1973

Historic districts

Chestertown Historic District1970
Chestertown Historic District (Boundary Increase)1984
Lauretum1997
Thornton2005

Styles that appear most

Federal 2Georgian 1Greek Revival 1Queen Anne style 1Renaissance Revival 1

Style labels come from Wikidata and are on record for 5 of the 24 listings here. The count is the number of listings carrying each label. Data refreshed November 02, 2026.

Every listing

Airy Hill▾ChestertownBuilding1996

Address: 7909 Airy Hill Rd., Chestertown
Listed: Dec 30, 1996
Listed for: Architecture
Significance: Local
Reference: 96001478
Built: 1790
Style: Federal architecture
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Bernice J. (skipjack)▾ChestertownStructure1985

Address: Town Dock, Chestertown
Listed: Sep 5, 1985
Listed for: Commerce, Transportation
Significance: National
Reference: 85001946
Contributing: 1 structure
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Brampton▾ChestertownBuilding1983

Address: MD 20, Chestertown vicinity
Listed: Aug 4, 1983
Listed for: Architecture
Significance: Local
Also known as: Fairy Hill, Henry W. Carville Farm
Reference: 83002954
Style: Renaissance Revival architecture, Greek Revival architecture
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Carvill Hall▾ChestertownBuilding1973

Address: Great Oak Estates, 10 mi. W of Chestertown, Chestertown vicinity
Listed: Mar 14, 1973
Listed for: Architecture
Significance: State
Also known as: Carvill's Prevention; Salter's Load; Packerton
Reference: 73000930
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Chester Hall▾ChestertownBuilding1980

Address: 1 mi. SE of Chestertown on SR 213, Chestertown
Listed: Jan 18, 1980
Listed for: Architecture
Significance: State
Also known as: Rye Hall
Reference: 80001831
Style: Federal architecture
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Chestertown Armory▾ChestertownBuilding1985

Address: Quaker Neck Rd., Chestertown
Listed: Sep 25, 1985
Listed for: Military, Architecture, Social history
Significance: State
Reference: 85002668
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Chestertown Historic DistrictNHLChestertownHistoric district1970

Chestertown Historic District (Boundary Increase)▾ChestertownHistoric district1984

Address: Roughly bounded by Chester River, Lynchberg, and Cannon Sts., College Ave., Philosophers and Riverside Terrs., Chestertown
Listed: Sep 13, 1984
Listed for: Commerce, Politics and government, Architecture
Significance: Local
Also known as: See Also:Chestertown Historic District; Denton House
Reference: 84001808
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗

Chestertown Railroad Station▾ChestertownBuilding1982

Address: Cross St., Chestertown
Listed: Dec 8, 1982
Listed for: Commerce, Transportation, Architecture
Significance: Local
Reference: 82001597
Style: Queen Anne style architecture in the United States
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Denton House▾ChestertownBuilding1971

Address: 107 Water St., Chestertown
Listed: Mar 11, 1971
Listed for: Education, Architecture, Social history
Significance: State
Also known as: River House; See Also:Chestertown Historic District
Reference: 71000377
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Gobbler Hill▾ChestertownBuilding2009

Address: 10121 Fairlee Rd., Chestertown
Listed: Dec 23, 2009
Listed for: Architecture
Significance: Local
Also known as: Stephens Farm
Reference: 09001149
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Godlington Manor▾ChestertownBuilding1972

Address: Wilkins Lane, Chestertown
Listed: Feb 11, 1972
Listed for: Art, Architecture
Significance: State
Reference: 72000583
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Island Image (log canoe)▾ChestertownStructure1985

Address: Walnut Point Rd., Chestertown vicinity
Listed: Sep 18, 1985
Listed for: Commerce, Engineering, Transportation
Significance: National
Reference: 85002248
Built: 1885
Contributing: 1 structure
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Lauretum▾ChestertownHistoric district1997

Address: 954 High St., Chestertown vicinity
Listed: Sep 4, 1997
Listed for: Architecture, Politics and government
Significance: Local
Reference: 97000926
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Middle, East and West Halls▾ChestertownBuilding1979

Address: Washington Ave, Chestertown
Listed: Sep 6, 1979
Listed for: Education, Architecture
Significance: State
Also known as: Hill Dormitories-Washington College
Reference: 79001138
Contributing: 3 buildings
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Directions ↗

Piney Grove▾ChestertownBuilding·

Address: 7281 Wilkins Ln., Chestertown
Listed for: Architecture, Agriculture
Significance: Local
Reference: 100005962
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗

Radcliffe Mill▾ChestertownBuilding2006

Address: 860 High St., Chestertown
Listed: Dec 27, 2006
Listed for: Agriculture, Commerce
Significance: Local
Also known as: Ratcliffe Mill; T.H. topping Flour Mill; P.M. Brooks Flour Mill
Reference: 06001165
Contributing: 3 buildings
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Reward-Tilden's Farm▾ChestertownBuilding1976

Address: S of Chestertown, off MD 289 on Walnut Point Rd., Chestertown
Listed: May 6, 1976
Listed for: Architecture
Significance: Local
Reference: 76001004
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Rose Hill▾ChestertownBuilding1976

Address: 2 mi. N of Chestertown on MD 213, Chestertown vicinity
Listed: Dec 12, 1976
Listed for: Architecture
Significance: State
Reference: 76001005
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Silver Heel (log canoe)▾ChestertownStructure1985

Address: Quaker Neck Landing, Chestertown vicinity
Listed: Sep 18, 1985
Listed for: Commerce, Engineering, Transportation
Significance: National
Reference: 85002249
Contributing: 1 structure
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Sumner, Charles, Post #25, Grand Army of the Republic▾ChestertownBuilding2005

Address: 206 S. Queen St., Chestertown
Listed: Jul 6, 2005
Listed for: Black heritage, Military, Social history
Significance: National
Reference: 05000655
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Thornton▾ChestertownHistoric district2005

Address: 10618 Perkins Hill Rd., Chestertown
Listed: Dec 23, 2005
Listed for: Agriculture, Architecture, Historical archaeology
Significance: Local
Reference: 05001428
Style: Georgian architecture
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

White House Farm▾ChestertownBuilding1992

Address: MD 213 SW of jct. with MD 292, Chestertown vicinity
Listed: Mar 12, 1992
Listed for: Architecture
Significance: Local
Reference: 92000080
Contributing: 1 building
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Widehall▾ChestertownBuilding1972

Address: 101 Water St., Chestertown
Listed: Oct 31, 1972
Listed for: Landscape architecture, Commerce, Education, Politics and government, Architecture
Significance: State
Also known as: See Also:Chestertown Historic District
Reference: 72000584
Links: The nomination form is the original nomination as filed with the National Park Service and is often the best description of the place.Nomination form and photographs ↗National Archives copy ↗Wikipedia ↗Directions ↗

Every listing here also appears on the county pages for Kent County and Queen Anne's County.

Nearby cities

Centreville 15Kenton, DE 27Middletown, DE 28Bel Air 25Annapolis 29Smyrna, DE 18

Local history books for Chestertown

We earn a small commission if you buy through these links. It does not change what we list.

Ghosts of Chestertown and Kent County
D. S. Daniels, 2015
Find at Bookshop.org
Chestertown and Kent county
R. Jerry Keiser and Patricia Joan O. Horsey, 2006
Find at Bookshop.org

Guidebooks to historic places in Maryland

Slow Travels-Delaware, Maryland, and Virginia Edition
Lyn Wilkerson, 2010
Find at Bookshop.org
Lost Baltimore
Paul K. Williams, 2013
Find at Bookshop.org
In full glory reflected
Ralph E. Eshelman, 2012
Find at Bookshop.org

Titles come from Open Library's catalog, matched by subject heading or by title.