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| HQ 3 - 5 High Street East |
Vacant 7 - 13 High Street East |
Howard Arms 15 -17 High Street East |
| R J Skupham / Vintage Tea Rooms / Kimberleys 8 - 12 High Street East |
Crofter 14 High Street East |
Smithy Fold |
| 1895 | Kelly’s Directory Shaw Edwin & Co. piano dealers &c. 9 High street east Bottomley William, Hy. grocer & corn dlr. 11 High st.east |
| 1912 | Kelly’s Directory Thompson William, draper, 3, 5 & 7 High street east Hurst Walter, tailor, 9 High street east Glossop Household Stores. grocers & tea dlrs. 11 High st. ea |
| 1920 |  High Street East looking west. Photograph courtesy of Glossop Heritage Trust. |
| 1925 | Kelly’sDirectory Hurst Walter, tailor, 9 High street east Holdgate Robert, grocer, 11 High street east |
| 1932 | Kelly’s Directory North Western Road Car Co. Ltd. motor bus proprs. 7 High St. east. TN 196 Hurst Wltr. tailor, 9 High st. east. T N 229 Booth Harold, butcher, 11 High St. east |
| 1941 | Kelly’s Directory Chadwick Herbt. furniture dlr. 7 High st. east Hurst Wltr. tailor, 9 High st. east |
| 2004 |  Glossop Pet Supplies. Photograph courtesy of Glossop & District Historical Society. |
| 2010 |  D J Pope Associates Ltd. Photograph courtesy of Glossop & District Historical Society. |