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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.
Best Times to Visit Colorado Springs The best times to visit Colorado Springs are from March to May and from September to October. That's when you'll find slightly cooler (yet still comfortable) temperatures as well as fewer crowds and bargain rates.