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I have been to Vegas every month of the year. The best time for me (weatherwise) would be September/ late May-early June. The cheapest time- July, August, December between the ending of the rodeo and a few days before NYE. The most expensive time- no contest- NYE.
There are many people who visit Las Vegas during the winter months between December and February - the city can be very crowded and room rates are high. Spring from March to May and fall between September and November are the best times to visit Las Vegas.