Every May in Winter Haven, FL from 1941 to 2026, ranked: the mean temperature, the mean high and the mean low from the warmest, the precipitation from the wettest; a year missing more than a tenth of its days is not ranked.
| Year | Mean, °F | Rank | High, °F | Rank | Low, °F | Rank | Precipitation, in | Rank | Days missing |
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| 2026 | 82.4 | 2 | 92.4 | 4 | 72.4 | 1 | 2.55 | 48 | 0 |
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| 2025 | 81.2 | 5 | 91.4 | 15 | 71.1 | 7 | 5.63 | 16 | 3 |
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| 2024 | 82.9 | 1 | 93.7 | 1 | 72.1 | 2 | 2.63 | 47 | 0 |
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| 2023 | 78.6 | 33 | 88.9 | 48 | 68.3 | 22 | 3.69 | 27 | 0 |
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| 2022 | 80.4 | 9 | 90.8 | 19 | 70 | 10 | 2.33 | 50 | 0 |
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| 2021 | 79.8 | 18 | 90.4 | 21 | 69.2 | 16 | 0.05 | 81 | 0 |
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| 2020 | 78.9 | 27 | 89.3 | 36 | 68.4 | 21 | 1.66 | 59 | 0 |
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| 2019 | 81.8 | 3 | 92 | 6 | 71.6 | 4 | 1.49 | 62 | 0 |
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| 2018 | 77.8 | 40 | 86.4 | 78 | 69.2 | 16 | 7.58 | 7 | 0 |
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| 2017 | 80 | 13 | 91.8 | 7 | 68.3 | 22 | 1.52 | 61 | 0 |
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| 2016 | 78.2 | 37 | 88.5 | 54 | 67.9 | 29 | 6.54 | 10 | 0 |
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| 2015 | 80.9 | 6 | 91.8 | 7 | 70 | 10 | 0.97 | 72 | 0 |
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| 2014 | 78.7 | 32 | 89.2 | 42 | 68.2 | 27 | 3.02 | 35 | 0 |
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| 2013 | 76.3 | 60 | 86.2 | 79 | 66.4 | 45 | 4.85 | 22 | 0 |
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| 2012 | 80 | 13 | 90.3 | 23 | 69.7 | 13 | 3.00 | 37 | 0 |
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| 2011 | 79.5 | 22 | 90.7 | 20 | 68.3 | 22 | 1.75 | 58 | 0 |
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| 2010 | 80.9 | 6 | 90.3 | 23 | 71.5 | 5 | 2.78 | 42 | 3 |
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| 2009 | 79.9 | 15 | 90.2 | 29 | 69.6 | 14 | 8.26 | 4 | 3 |
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| 2008 | 78.8 | 28 | 89 | 46 | 68.7 | 19 | 1.08 | 70 | 2 |
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| 2007 | 75.7 | 70 | 86.7 | 75 | 64.7 | 58 | 1.14 | 68 | 0 |
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| 2006 | 78 | 39 | 88.9 | 48 | 67 | 36 | 2.11 | 55 | 0 |
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| 2005 | 76.9 | 53 | 86.7 | 75 | 67.1 | 34 | 2.42 | 49 | 0 |
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| 2004 | 78.4 | 35 | 89.3 | 36 | 67.5 | 30 | 0.71 | 77 | 0 |
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| 2003 | 80.9 | 6 | 90.3 | 23 | 71.5 | 5 | 2.19 | 53 | 2 |
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| 2002 | | | 89.4 | 35 | | | 3.63 | 29 | 4 |
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| 2001 | 77.3 | 49 | 88.8 | 51 | 65.8 | 50 | 1.37 | 64 | 0 |
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| 2000 | 79.3 | 23 | 91.1 | 16 | 67.5 | 30 | 0.03 | 82 | 1 |
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| 1999 | 76.9 | 53 | 87.5 | 65 | 66.3 | 46 | 2.33 | 50 | 0 |
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| 1998 | 79.9 | 15 | 89.3 | 36 | 70.5 | 8 | 1.24 | 66 | 3 |
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| 1997 | | | | | | | | | 6 |
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| 1996 | 79.6 | 20 | 89.8 | 32 | 69.4 | 15 | 2.69 | 44 | 0 |
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| 1995 | 81.6 | 4 | 91.5 | 13 | 71.8 | 3 | 1.19 | 67 | 0 |
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| 1994 | 78.8 | 28 | 88.8 | 51 | 68.7 | 19 | 1.96 | 56 | 0 |
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| 1993 | 76.4 | 58 | 86.9 | 71 | 65.9 | 49 | 3.37 | 33 | 0 |
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| 1992 | 75.9 | 63 | 87 | 69 | 64.8 | 56 | 1.36 | 65 | 0 |
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| 1991 | 79.9 | 15 | 89.5 | 33 | 70.3 | 9 | 5.13 | 18 | 1 |
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| 1990 | 80.2 | 10 | 92.2 | 5 | 68.3 | 22 | 3.37 | 33 | 0 |
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| 1989 | 80.2 | 10 | 90.4 | 21 | 69.9 | 12 | 1.44 | 63 | 0 |
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| 1988 | 75.5 | 73 | 89.3 | 36 | 61.7 | 79 | 3.64 | 28 | 1 |
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| 1987 | 76.9 | 53 | 88.5 | 54 | 65.3 | 54 | 2.26 | 52 | 0 |
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| 1986 | 79.6 | 20 | 92.8 | 3 | 66.6 | 41 | 1.00 | 71 | 1 |
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| 1985 | 79.8 | 18 | 92.9 | 2 | 66.6 | 41 | 0.81 | 75 | 0 |
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| 1984 | 77.8 | 40 | 89.3 | 36 | 65.7 | 52 | 3.59 | 30 | 3 |
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| 1983 | 75.3 | 76 | 87 | 69 | 63.5 | 72 | 2.72 | 43 | 1 |
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| 1982 | 74.6 | 79 | 85.4 | 81 | 64 | 66 | 10.36 | 2 | 1 |
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| 1981 | 75.8 | 68 | 90.2 | 29 | 61.4 | 81 | 1.10 | 69 | 0 |
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| 1980 | 76 | 62 | 87.7 | 64 | 64.3 | 62 | 4.41 | 25 | 0 |
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| 1978 | 77.1 | 51 | 89.1 | 43 | 65.1 | 55 | 6.02 | 14 | 1 |
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| 1977 | 75.7 | 70 | 87.8 | 63 | 63.5 | 72 | 3.49 | 32 | 0 |
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| 1976 | 75.9 | 63 | 86.9 | 71 | 64.6 | 59 | 8.11 | 5 | 2 |
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| 1975 | 79.2 | 24 | 91.7 | 11 | 66.8 | 39 | 6.75 | 9 | 0 |
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| 1974 | 77.3 | 49 | 90 | 31 | 64.6 | 59 | 5.09 | 19 | 0 |
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| 1973 | 75.7 | 70 | 87.2 | 67 | 64.2 | 63 | 1.66 | 59 | 0 |
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| 1972 | 74.3 | 81 | 85.9 | 80 | 62.8 | 76 | 5.59 | 17 | 0 |
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| 1971 | 75.4 | 75 | 89.3 | 36 | 61.5 | 80 | 3.54 | 31 | 0 |
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| 1970 | 75.8 | 68 | 87.2 | 67 | 64.4 | 61 | 4.66 | 23 | 0 |
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| 1969 | 78.1 | 38 | 89 | 46 | 67.2 | 32 | 0.88 | 73 | 0 |
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| 1968 | 75.5 | 73 | 87.9 | 62 | 63.1 | 75 | 6.28 | 11 | 0 |
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| 1967 | 77.7 | 44 | 91.8 | 7 | 63.6 | 71 | 2.87 | 39 | 0 |
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| 1966 | 77.5 | 47 | 88.4 | 56 | 66.7 | 40 | 6.19 | 12 | 0 |
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| 1965 | 76.5 | 57 | 89.1 | 43 | 63.9 | 67 | 0.58 | 78 | 0 |
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| 1964 | 75.9 | 63 | 86.9 | 71 | 64.8 | 56 | 2.97 | 38 | 2 |
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| 1963 | 75.9 | 63 | 88 | 61 | 63.9 | 67 | 4.22 | 26 | 0 |
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| 1962 | 77.7 | 44 | 91.6 | 12 | 63.8 | 69 | 4.60 | 24 | 0 |
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| 1961 | 75.9 | 63 | 88.3 | 59 | 63.5 | 72 | 6.06 | 13 | 0 |
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| 1960 | 74.5 | 80 | 86.9 | 71 | 62 | 78 | 2.84 | 40 | 0 |
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| 1959 | 77.6 | 46 | 88.4 | 56 | 66.9 | 38 | 5.83 | 15 | 0 |
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| 1958 | 76.8 | 56 | 86.6 | 77 | 67 | 36 | 4.92 | 21 | 0 |
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| 1957 | 77.8 | 40 | 87.3 | 66 | 68.3 | 22 | 12.72 | 1 | 0 |
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| 1956 | | | | | | | | | 7 |
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| 1955 | 79.2 | 24 | 91.1 | 16 | 67.1 | 34 | 2.64 | 46 | 1 |
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| 1954 | 74.9 | 78 | 83.8 | 82 | 66.2 | 47 | 5.08 | 20 | 2 |
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| 1953 | 80.2 | 10 | 91.1 | 16 | 69.2 | 16 | 2.18 | 54 | 0 |
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| 1952 | | | | | | | | | 8 |
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| 1951 | 77.4 | 48 | 88.9 | 48 | 65.8 | 50 | 0.80 | 76 | 0 |
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| 1950 | 78.8 | 28 | 90.3 | 23 | 67.2 | 32 | 1.94 | 57 | 0 |
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| 1949 | 78.6 | 33 | 91.5 | 13 | 65.6 | 53 | 0.84 | 74 | 0 |
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| 1948 | 79 | 26 | 91.8 | 7 | 66.2 | 47 | 2.83 | 41 | 0 |
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| 1947 | 78.4 | 35 | 90.3 | 23 | 66.5 | 43 | 6.81 | 8 | 1 |
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| 1946 | 78.8 | 28 | 89.5 | 33 | 68.1 | 28 | 7.63 | 6 | 0 |
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| 1945 | 77 | 52 | 90.3 | 23 | 63.7 | 70 | 0.49 | 80 | 0 |
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| 1944 | 76.3 | 60 | 88.4 | 56 | 64.2 | 63 | 3.01 | 36 | 0 |
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| 1943 | 77.8 | 40 | 89.1 | 43 | 66.5 | 43 | 8.54 | 3 | 0 |
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| 1942 | 76.4 | 58 | 88.6 | 53 | 64.1 | 65 | 2.69 | 44 | 0 |
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| 1941 | 75.1 | 77 | 88.3 | 59 | 62.1 | 77 | 0.57 | 79 | 1 |
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