| 1782 | Alleged "Last Battle of the Revolution" on north end of mountain (not all historians are convinced this "battle" took place). |
| 1805-07 | Federal Road built across north end of Lookout Mountain, linking Nashville to Augusta, Georgia. |
| 1820's | Kelly's Ferry Road (later known as Old Wauhatchie Pike) apparently constructed. |
| 1837 | James A. Whiteside purchases most of north end of mountain. |
| 1839 | Cherokees removed in Trail of Tears. |
| 1848 | Whiteside Turnpike constructed "along path of old Indian Road." Originally known as Summertown Road. (Livingood says built in 1852.) |
| 1855 | Original Cravens House constructed |
| 1858 | Whiteside constructs Lookout Mountain Hotel above Lenora Spring. (Livingood says opened in 1856.) |
| 1863 | Battle of Wauhatchie fought near base of mountain (October 28-29). |
| | Battle of Lookout Mountain (November 24) |
| 1883 | Judge rules in favor of Whitesides in turnpike war. |
| 1885 | Incline #1 constructed. Regular service began March, 1887. |
| | Point Hotel built. Opened May 28, 1888. |
| | Narrow gauge railroad opened from Point Hotel to Sunset Rock. |
| | Broad gauge railroad construction begins. Completed in 1887. |
| | Spiritualists hold meetings at the Natural Bridge Hotel (until about 1890). |
| 1886 | Mystery Falls tunnel completed (March 12). Cave becomes major water supply for St. Elmo. |
| 1886 | George Linn opens gallery on Sunset Rock. Moved to Point in 1900. |
| 1887 | Point sold by Mrs. Whiteside to Lookout Mountain Company (of which Adolph Ochs was a shareholder). |
| 1879 | Johnson Turnpike (later known as St. Elmo Turnpike) constructed. |
| 1890 | Lookout Inn opened above the future Incline #2. |
| | Bill passed to create Chickamauga Military Park. Actual purchase of land began the next year. |
| 1893 | Lookout Mountain Battlefield Park (Craven's Reservation) established, consisting of 85.35 acres. Cravens House itself purchased in 1896 from heirs of Cravens family. [Admin. History Report, p. 58, et. al.] |
| 1895 | Incline No. 2 completed. |
| | Chickamauga Park officially dedicated [Admin. History Report, p. 38] |
| 1897 | "Lookout Mountain battlefield was cleared of underbrush and paths built for the access of visitors. Historic tablets were placed...." [Admin. History Report, p. 58] "LMB was added in 1897 at a cost of $22,065, while Point Park was not purchased until the following year...." [ibid, p. 65] |
| 1898 | North end of mountain (16 1/2 acres) purchased by U.S. government from the Lookout Mountain Company for $35,000. |
| 1899 | New York State Monument erected at Cravens House [Admin. History Report, p. 133] |
| | J.H. Gaston opens photo gallery at Point Park. Turned over to George Linn in 1901. |
| 1899 | Incline No. 1 closed [Wilson p. 150] after being bought by Incline No. 2. |
| 1900 | Narrow gauge electrified and extended to Natural Bridge (probably when "Dinky" trolley began running). |
| 1900 | Steam powered broad gauge abandoned. |
| 1901 | "A number of permanent trails were established on Lookout Mountain. These were built four feet wide with low grade and steps where necessary. Resting areas were constructed along the paths." [Admin. Report, p. 72) |
| 1908 | Southern railway tunnel completed, bisecting Lookout Mountain Caverns. |
| | Lookout Inn destroyed by fire (Nov. 17) |
| 1910 | Point Hotel condemned and torn down. |
| | New York monument at Point Park dedicated [Admin. History Report, p. 133]. |
| 1911 | Mystery Falls water declared unsafe for use. |
| 1913 | Broad gauge electrified (remained in use until middle 1920's). |
| | Hales Bar Dam floods lower Mystery Falls. |
| 1917 | Ohio Monument at Cravens House dedicated [Admin. History Report, p. 137] |
| 1918 | Narrow gauge ("Dinky") tracks taken up. |
| | "New" Wauhatchie Pike constructed. Later widened and renamed Cummings Highway. The road up from Jonah's Bluff (now Scenic Highway) would have been laid as well. The re-route of Old Wauhatchie Pike (that portion west of the hairpin turn on Scenic Highway) was evidently done at this time as well. |
| 1925 | Chattanooga Lookout Mountain Park established, eventually consisting of 2,700 acres. |
| Mid 1920's | Broad Gauge railroad (by then an electric trolly line) abandoned. |
| | Scenic Highway constructed. |
| 1927 | Groundbreaking for Lookout Mountain Hotel (June 14). |
| 1928 | Ruby Falls discovered while drilling for lower cave. |
| | Lookout Mountain Hotel (now Convenant College) opened. |
| 1929 | Lookout Mountain Caverns (lower cave) opened to public. |
| 1930 | Ruby Falls opened to public. |
| | Contract let for widening of Wauhatchie Pike. The improved road was dedicated as Cummings Highway in 1934. |
| 1931 | Ochs Highway dedicated. |
| 1932 | Rock City opened to public. |
| 1933 | CCC Camp Demaray established. |
| 1935 | Chattanooga Lookout Mountain Park added to the Chickamauga Chattanooga National Military Park. |
| 1939 | Camp Demaray abandoned. |
| 1938 | Company formed to commercialize Mystery Falls. Venture declared unfeasible. |
| 1940 | Och's Observatory and Museum opened on site of Linn's photo gallery at Point Park. |
| 1940 | "Sunset Park" and "Spring Creek Park" donated by town of Lookout Mountain. [AHR p. 106] "Ochs Gateway" tract donated in "early 1940's." [AHR p. 108] |
| 1941 | Turnstiles installed at Point Park to collect ten-cent fee. Raised to 50 cents in 1966; dropped around 1969. |
| 1941 | Reflection Riding founded [Wilson p. 142] |
| 1956 | Sanders Road Picnic Area opened. [Admin. History Report, p. 215] |
| 1956 | Restoration of Cravens House began. Opened in 1957. |
| 1963 | "Official Boy Scout hiking path, the Chickamauga Military Trail, opened on Lookout Mountain." [Admin. History Report, p. 215] |
| 1964 | Interstate constructed across toe of mountain. |
| 1968 | Environmental Study Area established on Lookout Mountain for use of students participating in National Environmental Education Development program. [Admin. History Report, p. 216] |
| 1973 | Incline railway became part of Chattanooga Area Regional Transit Authority. |
| 1977 | "Donation by town of Lookout Mountain of nearly 3 acres encompassing Sunset Rock." [AHR p. 113] (Perhaps the land above which is used for the parking lot and access trail?) |
| 1978 | "Popular Blue Beaver Trail declared a National Recreation Trail." [Admin. History Report, p. 219] |