The California desert resort town has really redefined itself in the few years by welcoming a younger generation with new restaurants and resorts, while retaining the cool, laid-back vibe cultivated by its Rat Pack patrons and residents from the middle of the 20th century that made Palm Springs the place to go when you wanted to get the heck out of Los Angeles. While the city never really has an actual off-season like some places, October through the end of the year is really the calm before the storm that is winter. That's the time of the year when people from all over really descend upon Palm Springs, and it makes finding deals really tough. Book now for three nights, and you can take 20 percent off a room with a patio and an outdoor fireplace at the Ace Hotel.
Go to Palm Springs during the autumn to get the good deals, but to also experience the better weather. With temperatures in the high 60s to the low 90s, it's the closest thing to pleasant you're going to find in the desert, and makes it easier to explore.