Archived Digitized Photographs

Banks

• First National Bank, August 1924
• Middletown Bank
• Middletown Bank, 1873
• Middletown Savings Bank
• Orange County Trust

Businesses

• Acme Market, 1978
• Anglo-Swiss Condensed Milk Company
• Blacksmith Shop & Wagon Shop
• Carpet Bag Factory, 1868
• C.J. Giering Store
• Clemson Bros., Inc., Middletown, NY
• Crawford Furniture Company, September 1908
• Crawford Furniture Company, New Gramm Auto Truck, 1910
• Green's Department Store
• Hardware store, 1890s
• Harry Loder's Toggery Shop, April 3, 1929
• Hilsdorf's Quality Market
• Howell-Hinchman Co., 1914
• J.V. Demerest Dry Goods Co. Store
• John E. Corwin Grocery
• Itzla's Fruit and Vegetable Store
• Leading Business Houses of Middletown, 1895.
• The Livery Stable
• Loder & Herbison Shop, April 1926
• Madden-Morrison File Company's factory
• Merrit Funeral, James Street, 1915
• Orange County Brewery
• Orange County Brewery - Truck
• The Popular Lunch, circa 1910
• Potter Grocery Store, circa 1914
• Predmore's Grocery - Left. Buck Bros. - Left
• R. Ayres Grocer, 1897-1898
• The Scott, 10 & 8 Union Street
• Startup Building. Startup and Knight, furniture and carpets, 1912

Children's Home

• Adele Webb (Mrs. Adele Webb Redhead). Matron, Children's Home
• Children's Home (1893 - 1918)
• Children's Home, July 1915
• Children's Home, July 1915
• Children's Home, July 1915
• Children's Home, July 1915

Circus

• Barnum and Bailey's Circus, May 1, 1901
• Barnum and Bailey's Circus. Horses on Depot Street, May 1, 1901
• Barnum and Bailey's Circus at Erie Railroad Yard & Depot, 1906
• Circus parade West Main Street at Franklin Square
• Elephants in Erie Railroad Yard just west of North Street
• Elephants on parade
• Genry Brothers Dog and Pony Show
• Genry Brothers Dog and Pony Show (second photo)

City Hall

• City Hall, completed

Factories

• 5 Ton Morgan Crane, The Morgan Engineering Co. Alliance, 1912
• The Old Tannery
• Orange County Foundry, 1887
• Piano Factory Fire, April 26, 1911
• The Saw Factory, 1853

Fairs

• Bullville Grange, Orange County Fair. 1902
• Orange County Fair, 1906
• Orange County Fair, Middletown, NY, August 1915

Fire Department

• Central Fire Station, Middletown, NY
• Fire Department, September 17, 1953
• Monhagen Hose No. 1, October 10, 1889
• Old Monhagen McQuoid Firehouse (succeeded by the Central Fire House)
• Phoenix's Old Pump, March 6, 1910

Hospitals

• Horton Memorial Hospital
• Horton Memorial Hospital
• State Hospital
• State Hospital, 1895
• State Hospital, 1938
• Thrall Hospital
• Thrall Hospital and Soldiers Monument
• Thrall Hospital Staff and Trustees, October 11, 1892

Houses & Mansions

• Drakes (site of the new High School)
• Mr. Webb Horton
• The Elks
• Hasbrouck House. 1857 - 1919
• Hasbrouck House. 1857 - 1919. Excavation
• Koch House - 1922. Site of Hebrew Church Building
• Kurt Klein, Mfr. Rustic Furniture
• Residence of F. B. Denton, 17 Orchard St., 1892 - 1946
• Sundstrom Place (Formerly Drakes)
• VanDuzer House, July 7, 1902 (now the Historical Society of Middletown and the Wallkill Precinct, Inc., 25 East Avenue)
• Webb Horton's Mansion, completed circa 1906
• Willow Brook Farm, Middletown. 1892. (became Arfmann Farm House)

Library

• Old Thrall Library on Orchard Street
• Old Thrall Library on Orchard Street (second photo)
• Thrall Library, Orchard Street School site, circa 1905

Lodgings - Inns & Hotels

• Commercial Hotel
• Commercial House
• Commercial House, circa 1909
• Hotel Lee Bar, 1906
• Hotel Waldo
• Mitchell Inn
• Sweet's Hotel
• Wallkill House
• Wallkill House, 1922

Military Related

• Armory of the 24th Separate Company (lower right)
• Civil War Wallkill Memorial Monument
• Orange Blossoms Regiment at Gettysburg, July 1, 1888
• Orange Blossoms Regiment at Gettysburg, 1900
• Orange Blossoms Reunion, September 24, 1926
• Orange Blossoms Reunion, 1930
• Soldiers Monument

Newspapers - Print Shops and Carriers

• The Evening Press
• Middletown Daily Press
• Middletown Daily Times Printing Room in Times Building King
• Middletown Press Carriers, 1897

Parks & Amusement Parks

• Band Stand, Academy Avenue Park. Standing: Bertha Fellows, c. 1919
• Midway Park, 1898
• Midway Park
• Midway Park
• North Street Mini Park, 1978
• Thrall Park
• Ticket for Midway Park, 1896
• Wallace Park, North Street, 1966

Pharmacies

• City Pharmacy, June 1966
• Erskine Mills Drug Store
• Gray Building (later Everson's Pharmacy, Lyons Pharmacy)
• Vernon Drug Co., circa 1911
• Pronk's Drug Store

Places of Worship - Churches & Synagogues

• Bethel A.M.E. Church, South Street
• Brookfield Primitive Baptist Church
• Christian Science. First Church of Christ
• Churches. North Street. Linden Ave
• Churches. Lutheran. Linden Cor Franklin
• First Congregational Church
• First Presbyterian Choir, 1878
• First Presbyterian Church, 1830-1866
• First Presbyterian Church, 1879
• First Presbyterian Church, 1938
• Koch House - 1922. Site of Hebrew Church Building. 1925 - 1962
• Mt. Carmel, 1930
• Mt. Carmel Church (site of)
• Old School Baptist Church
• Saint John's Evangelical Lutheran Church
• Saint Joseph's Church
• Saint Joseph's Rectory, 1939
• Saint Joseph's School and Church, circa 1947
• Saint Paul's, Methodist, 1900
• Saint Paul's, Methodist, May 1923
• Second Presbyterian Church
• Synogogue. 1938
• The Tabernacle, "After One Day's Work," 1915
• Universalist Church
• Webb Horton Memorial Presbyterian Church

Police Department

• Police Department, Middletown, NY. 1915
• Police Station, Middletown, NY

Post Office

• Federal Building, September 8, 1911. Looking South West
• Middletown's First Letter Carriers
• Middletown Post Office
• Middletown Post Office, circa 1940
• Postage Signs from the Middletown Post Office
• Post Office and Middletown Bank, 1873

Schools & Colleges - Buildings

• Albert Street School
• Beattie Hill School
• Bennett Hill School
• Benton Avenue School
• Benton Avenue School, 1890
• First Parochial School. St. Joseph's
• First Ward School
• Grammar School Excavation for Memorial School
• High School, Middletown, NY, February 1956
• Liberty Street School. June 1927
• Liberty Street School, 1894. Built 1870
• Liberty Street School, 1915
• Liberty Street School, 1938
• Linden Avenue School
• Linden Avenue School
• Memorial School (site of). Hasbrouck House. 1857 - 1919
• Memorial School (site of). Hasbrouck House. 1857 - 1919. Excavation
• Memorial School on Linden Avenue, 1939
• Morrison Hall, July 4, 1979
• No. 33 South Street. The oldest school building in the city
• Old Orchard Street School. Built 1845
• Old Ursuline Academy
• Saint Albert College, February 2, 1956
• Saint Joseph's School
• Wallkill Academy: 1842-1895
• Wallkill Academy

Schools - Class & Graduation Photos

• Benton Avenue School Children, Late 1880s
• Benton Avenue School, 1910
• Class of 1884, Wallkill Academy
• Class of 1904
• Class of 1927-28
• Class of 1928
• Class Photo
• Class Photo, circa 1892
• Graduating Class, Middletown High School, 1907
• Middletown High School, Class of 1911
• Middletown High School, Class of 1913
• Middletown High School, Miss Gray Science Club, 1947
• Middletown High School Football Team, 1913
• Middletown High School Graduating Class, 1922
• Middletown Graduating Class - June High School Play, 1909
• Middletown High School Champions, 1908
• The Misses Porter School on Highland Avenue, 1890s

Schools - Teachers & Administrators

• First teachers "downstairs" at High School
• Henry Roberts, Principal at Wallkill Academy, 1892
• School Faculty 54 Years Ago

Streets

• Franklin Square, Middletown, NY, 1933
• Franklin Square and Armory of the 24th Separate Company (postcards)
• James Street Parking Lot, 1966
• Middletown's Steam Roller. John Horton on Steam Roller
• North Street, North from Square. Circa 1938. Franklin Building on Left
• North Street, South from Cortland Street
• North Street from Depot Street looking South, Nov. 8, 1966
• North Street looking South to Franklin Square. During Golden Jubilee, 1938
• Wickham Avenue and Smith Street, 1928
• Wickham Avenue and Grove Street, 1928. (Franklin house at right). Watering trough for horses (top basin) and dogs (bottom)

Town Officials

• First Officials in City Hall, 1911
• Laying Corner Stone of City Hall, Middletown, NY, August 2, 1910
• Mayor Robert Lawrence breaking ground for the new City Hall on James Street on May 7, 1910

Transportation - Trains and Train Stations

• Coal Storage, Middletown, NY, 1915
• Erie Freight Wreck at Lackawaxen, 1950
• Erie Railroad Depot, Middletown, NY
• Erie Railroad Station, Depot St., Middletown, NY
• Erie Railroad Station, Middletown, NY
• Erie Railroad Station viewed from James St., Middletown, NY, circa 1900.
• Erie Station from James Street, 1896
• Erie Train Station, Middletown, NY. May 26, 1943
• First Erie Station in Middletown
• Former Wells Fargo Express Building and Erie Railroad Passenger Station, July 22, 1967
• Franklin Train built by Baldwin, October 1871
• Middletown & Goshen R.R. turnout near Mechanicstown, August 4, 1896
• Middletown & Unionville R.R. Engine No. 1, circa 1914.
• Middletown & Unionville R.R. M-55. Brill car. Turntable, Middletown.
• N.Y. O & W Ry. Station, Middletown, NY, circa 1965
• 100th Anniversary of Erie R.R. in Middletown. Circa 1943.
• Theodore Roosevelt at Middletown when running for Governor in 1898. Erie Depot.
• Train, 1909
• Train, September 9, 1962 at Middletown, NY
• Train 22, Livingston Manor, 1920
• Wreck Erie R.R., August 29, 1906

Transportation - Buses & Trolley Cars

• Mid-City Transit Corp., circa 1928 Mack
• Mid-City Transit Corp., 1951 Cubb, retired 1970
• Trolley Car, Academy Avenue at Genung Street, 1908
• Trolley Car Barn at Mechanicstown, 1907

Utilities - Electrical Companies

• Electrical Power Plant at Mechanicstown, 1907
• Enterprise Electric Company
• First Steam Power Plant, circa 1905
• Orange County Lighting Company Plant
• Orange County Furnace
• Switch Board in Power House at Mechanicstown, 1907
• Three Boilers, 1907

Weather Related

• Blizzard of 1888.jpg
• Blizzard of 1888.jpg
• Fulton Street Flood, July 1937
• March 12, 1888, Middletown, NY. West Main Street at Canal, looking toward Franklin Square