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Series consists of one (1) Letter Book created by F.B. Cumberland, 4 Jan 1893 to 22 Jun 1893. It includes copies of correspondence to: Soper Family, Fraser and Son, Atlantic Transport Line, Montreal Gazette, Baltic Line, Rev. W.A. Hunter, C. Bethune, International Navigation Co., Canadian Bank of Commerce, Ontario Canoe Co., New York Herald, Dominion Bank, Underhill and Co., Rev. J. Young, J.E. Ward and Co. (list is not inclusive).

Series consists of one (1) Letter Book created by F.B. Cumberland, 15 Aug 1894 to 6 Feb 1895. It includes copies of correspondence to: Thos. Cook and Son, Canadian Bank of Commerce, American Line, Red Star Line, International Navigation Co., Rev. Anderson, Major Foster, R.H. Bethune, Baggage Agent West Shore Railway, Sara Bigelow, Building and Loan Association, Mrs. S. Cumberland, Dr. Carlyle, Canadian Magazine, CPR Telegraph Co., Dr. Cowan, Darlig Sproad Co., Rev. Davidson, Peoples Loan and Deposit Co., Pinkerton and Cook, Prof. Rigby, Inspector Stark, York Treasury Co., Miss Violet Seymour (Idalia), Globe Printing Co., Hamburg AM Co., Inglis and Son, Kingman Brown and Co., New York Herald, NY Shipping Co., National Railway Publishing Co., Dr. Oronhyatehka, Lt. Col. Otter, Phelps Bros and Co., Reform Sanitary Co., Dr. Augusta Stowe-Gullen, D. Torrance and Co., Dr. Andrew Wilson, Arthur Eaton, Mrs. Fraser, Great Northwest Telegraph Co., Rev. W.E. Hessard, Hinch and Cozans, Judge Kingsmill, Land Security Co., Rev. J.A. Morrison, Medland and Jones, NYC LA Suspension Bridge (list is not inclusive).

Series consists of one (1) Letter Book created by F.B. Cumberland, 20 Jun 1895 to 2 Nov 1895. It includes copies of correspondence to: Thos. Cook and Son, Canadian Bank of Commerce, American Line, Red Star Line, International Navigation Co., Kingman Brown and Co., New York Herald, D. Torrance and Co., Rev. Armstrong, H.J. Ball, Trinity College School Bursar, Rev. Burns, Rev. Austin Budge, New York City Baggage Agent, Lt. Col. Buchan, Father Bufford, Bishop of Algoma, Bell Telephone Co., C.J. Bethune, Bowring and Archibald, D.W. Campbell, Canada and Newfoundland SS Co., Thos. Carlyle, Mrs. Digman, Mrs. J. Cawthra, Col. F. Denison, Miss Ermatinger, "Globe" Editor, B.P. Fraser, Fidelity and Casualty Co., Major Foster, German Publishing Co., Col. Holland, W.F. Herman, International Order of the Foresters, Inglis and Son, Rev. J.J. Lynch, London and Canadian Loan Co., Matthews Northrup Co., Chas. E. Markham, Bank of Hamilton, Sir David McPherson, Netherlands A.S. Navigation Co., NY Shipping Co., A.E. Outerbridge, Ontario Publishing Co., Wm. Pinkerton, Rev. H.C. Priest, R.M. Stocking, F. Roblin, St. Andrew's Cross, The Thomas Foreign Tourist Co., Westcott Express Co., Lt. Col. Wayling, Graham and Son (list is not inclusive).

Series consists of one (1) Letter Book created by F.B. Cumberland, 30 Mar 1896 to 3 Oct 1896. It includes copies of correspondence to: Arthur Ahern, Canadian Bank of Commerce, Thos. Cook and Son, American Line, Red Star Line, International Navigation Co., Emil L. Boas, Oelrichs and Co., Rev. James Anderson, Judge Ardagh, Geo. A. Browne, J.F. Beck and Co., Rev. J.H. Boufford, Rev. A. Bashaw, Bishop's College School, E. Cumberland, Rev. Cattanach, Chas. Cameron, Capt. Cumberland, Canon Diemoulin, Depot Ticket Agent, Rev. C.A. Eaton, A.J. Elliott, B.P. Fraser, Furness Witty and Co., John Foy, Rev. Dr. Grant, Rev. Prof. Huntingford, Col. Holland, Kingman Brown and Co., Ladies Auxiliary NY, Rev. H. Lee, A. Lederer, R.M. Melville, Massey Harris Co., D. McIntosh and Sons, Netherlands Navigation Co., Col. Ltd. Otter, Pinkerton and Cooke, Capt. "Werra Pohle, Phelps Bros. and Co., G.A. Ringland, Richardson and Bernard, Southampton Chronicle, J.F. Spinney, E.E. Sheppard, Rev. J.M. Smith, Toronto Lithography Co., J.A. Villeneuve, Rev. Prof. Welch, Rev. Woodcock, H.A. Ward, Rev. C.H. Kimball, Laidlaw Keppelle-Bicknell, Southampton Mayor, Prof. A.B. Macallum, Capt. F. Morris, A.E. Outerbridge, Rev. G.C. Patterson, R.M. Stocking, Sanderson and Son, Capt. Tassie, Rev. J.H. White, E.J. Weeks (list is not inclusive).

Series consists of one (1) Letter Book created by F.B. Cumberland, 9 May 1901 to 3 Jan 1902. It includes copies of correspondence to: Arthur Ahern, Canadian Bank of Commerce, Thos. Cook and Son, American Line, Red Star Line, International Navigation Co., Emil L. Boas, Oelrichs and Co., Attractive Advertising Co., Judge E.C. Benson, Col. F.W. Butter, Brock (Queen's Park), St. John's Hospital, Bell Telephone Co., Bunton Co. (GTR Agent), Rev. E. Cockburn, Canadian Life Assurance Co., Mrs. Cumberland, Clyde Line Agency, Sir L.H. Davis, Dominion Atlantic Railway, Orillia Packet Editor, B.P. Fraser, Garfinkle, Grand and Toy, Massey Harris Co., Evening Telegram, Hon. R.C. Hare, Judge Hamilton, Rev. E.J. Jones, Trinity College School, Kingmand and Co., Lahey Co., Love and Hamilton, Linscott Publishing Co., Col. Mason, Minister of Customs, Manufacturer's Life Insurance Co., Methodist Book Room, Mac Machine Co., A.W. McPherson, C.A. MacDonald, North British Mercantile Insurance Co., National Portland Cement Co., A.E. Outerbridge, Old Dominion Line, Pinkerton and Cooke, Pleasants Savannah Line, Parker Dye Works, Dr. Parson, Pearson Bros., J. Ross Robertson, Royal Insurance Co., Richarson and Co., Mrs. D.W. Smith, P.E. Stanhope, Geo. Summerville, Ely Smart Machine Co., Harbour Commission, United Fruit Co., Victoria Harbour Lumber Co., S. Williams, Western Collection Agency, Grand Trunk Railway, Rev. A.J.E. Westeracott (list is not inclusive).

File consists of two (2) receipts made out to David Haskill, 1888-1892. It includes: Receipt made out to Mr. D. Haskill for the amount of $2 paid to the office of the Daily & Weekly Guide for his subscription to "The Weekly Guide" 1 Jan 1888 to 1 Jan 1889", dated 4 Jan 1888; and Receipt written to David Haskill for the payment of $13 paid to the band of the 46th Regiment for the funeral of James Garnett. Dated 13 Apr 1892, signed J. R. Smith, Sergt. 46 Band.

File consists of correspondence from Peter Robertson to Seth Soper Smith regarding Mrs. Brown's balance sheet, undated.

File consists of a list of debts of Charles Gilchrist to James A. Wing, George Brogdin and H. Ruttan, undated. Charles Gilchrist (1827-1912) was a constable in Port Hope in 1856.

Item is a poster showing items and prices for Ben Olver & Co. Men's Ware, Port Hope. Flyer lists items and prices for Ben Oliver & Co. Men's Ware in Port Hope. The store also carried clothing for boys. Flyer addressed to "Mr. A. N. Ball Wesleyville", postmarked Port Hope 1914.

Series consists of letterheads and invoices from Port Hope businesses from the nineteenth and early twentieth century.

File consists of an envelope with invoices addressed to Mrs. J. E. Schwartz, who resided at Hillcrest (175 Dorset Street West) on Dorset Street. Businesses included in this file are: Will Braund, John Barker, Geo. Bassett, Canadian Express Company, J. N. Brown, J. F. Clark, John Curran. 1901-1904 Port Hope business receipts/invoices.

File consists of Invoices, Letters and Letterhead from the following Port Hope businesses: Dingwall & Ross, 1894; Canadian Express Co. 1894; H. W. Mitchell, 1937 letterhead only; Seth Smith, 1899; J. Walker Quinlan, Major, 1899 (handwritten); Drs. Forrest & Benson - Letter; Henry White, Barrister - letter, 1899; M. Millard Invoice, 1929; Midland Trust Company, 1899 letter.

File consists of envelopes from various Port Hope businesses, including: F. W. Wilson Ford Dealership; Geo. Wilson & Son "The Guide;" Port Hope Old Boys Grand Re-union, 1901; W. H. Trott, Photographer; The Port Hope Evening Guide; Canadian Northern Ontario Railway; Mr. F. W. Wilson; W. G. Wilson; Some of the envelopes have not been addressed. Others are addressed to Mrs. James E. Schwartz, F. Wilson and Mr. Long.

File consists of various business documents, including: Hope Masonic Lodge Program, 1917; Mark F. Smith; Post Card, Hon. A. B. Aylesworth; London Mutual Fire Insurance, 1902 Notebook; Watson's Drug Store - Port Hope "Tea Mart;" William Cowdy, Photographer; Port Hope Club, Constitution and Bylaws, 1922 (2 copies); James Reynolds, 1907 (Walking to Toronto); G. N. Patterson, letterhead, 1914; OMHS Notice.

Item is an envelope for W. H. Trott, Photographer. Stamp for return address reads "W. H. Trott - Port Hope Photographer Developing & Printing for amateurs we do it right Let us enlarge your latest films" addressed to "Mr. F. W. Wilson 2 rolls 1 ea."

Series consists of a number of documents from the Port Hope and District Chamber of Commerce. Documents include; directors' meeting notes, cartoon, finance committee terms of reference, membership form, membership questionnaire, "Chamber Update" a publication from the Chamber (Spring 1988), correspondence and other misc. papers.

Series consists of a hand-painted flyer produced on the back of Durham Hardware letterhead, advertising "Special - 20% off Skates," undated.

File consists of two (2) carbon copies of invoices. Invoices for alcohol sold to W. Mitchell, Port Hope from O'Keefe Brewing Co., Toronto, 1915.

File consists of three (3) cardboard milk bottle caps for Port Hope Dairy, operated by James Sinnott, c. 1930s. Port Hope Dairy was operated by James Sinnott until the 1930s. The Dairy was on Cavan Street.

Item is a small salesman's sample crock jug from the Crown Bottling Works for Stone Ginger Beer, c1910.