Orlando, FL

Orlando might be warmer on some days during the season than your conventional winter, but the destination's theme parks and attractions go all out for the holidays. From the celebrations and decorations across the Walt Disney World Resort and Gaylord Palms' ICE! display to all the happenings at Universal Orlando and beyond, you'll definitely have to schedule extra time for all these spectacular sights.

Where to Stay: Caribe Royale Orlando has become one of our favorite places to stay when we're in town — thanks to its stylish rooms, close proximity to a number of points of interest, excellent dining options, affordability, and fantastic staff. Its talented pastry team has crafted an incredible Holiday Chocolate Wonderland for its annual display in the lobby. There are plenty of other things to see and do at the property during the holiday season: check out the tree lighting on Christmas Eve (complete with caroling and refreshments), make a reservation for festive dining on Christmas Day, and more.