Holiday Date Nights

Whether it’s your soulmate, your best friend, or your mom who’s just in town for the weekend, the holidays call for stepping it up a notch. Living in a big city helps, as there are always a million things to do, especially this time of year. But how do you know what’s worth your time and what’s just another tourist trap? We’ve got you covered with three of our favorite holiday must-dos.

Music Box Christmas Show: If you’re a sucker for holiday cinema, this is a game-changer. Tickets sell out fast, but every year The Music Box in Lakeview hosts showings of both White Christmas and It’s a Wonderful Life, complete with Christmas carol sing-a-longs and an appearance by Santa himself. This is our number one every December.

Holiday Tea at The Drake: The holiday season is a great time to play dress up and toast to friends, family, and a new year ahead. While there are many hotels and restaurants that offer afternoon tea, The Drake is our favorite. The Palm Court transforms into a Winter Wonderland, where you can sip French tea and snack on decadent pastries while enjoying the festive sounds of carolers and a harpist. For a complete schedule and to reserve seating, call (312) 932-4619 or look on OpenTable.

Ugly Sweaters, Spiked Mug Cocktails, and S’mores: If you fell in love with Park & Field in Logan Square this summer, fear not! The trendy spot is hosting an Ugly Sweater Party. They’re cramming the best parts of the holiday season and putting it all into one amazing night full of hot cocktails, s’mores on the patio, and board games inside.

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