Cool Winter Dates That Will Make for a Hot Night

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Thursday, December 12, 2013 - 7:30pm


Outdoor dates in December are a true test of whether or not a relationship is going to work. Did he forget to wear gloves in 15 degree weather? Does she complain the entire time? Do you mutually agree that anything below 45 degrees is too cold? There’s a lot you can learn in a short amount of time.

So to help you plan the perfect outdoor date, here are some of the city’s top outdoor locations that can lead to a steamy night inside.


Christkindlmarket in Daley Plaza – Grab a mug of Glühwein and wander through one of the largest traditional Christmas markets outside of Europe. The Christkindlmarket atmosphere presents a number of casual topics to fuel a first date conversation and the authentic German food is a good opportunity to see how adventurous your date really is.


Ice skating at Millennium Park – One of my favorite first date spots, Millennium Park is perfect for the Chicago-centric couple. Surrounded by the Michigan Avenue skyline, the “Bean,” local families and great restaurants within walking distance, it’s the perfect place to spark a Chicago romance.


Drinks and Skating at The Peninsula’s Sky Rink – For a more intimate drinks and skating experience, The Peninsula’s rooftop rink and chalet will take you away from the Michigan Avenue masses and under a nice warm blanket. While not an ice rink, what the experience lacks in frozen water, it makes up for in warm beverages, heat lamps and blankets. If there was ever a place to snuggle up close, this is it. 


Vertigo Sky Lounge – Soaring 26 floors above Clark street, it’s one of the few rooftop bars open year-round and its home to the city’s only winter ice bar. Thankfully the outdoor fire pits, hot River North crowd and nightly DJs, don’t melt the bar.


Eataly – Eataly isn't an outdoor venue, but it’s the hottest venue to be in the city and there are plenty of cool treats throughout. Between the gelato bar, the massive wine list at La Piazza and a freshly brewed beer at Birreria, Eataly has become the River North crowd’s go-to place before a night of dancing. 


Photo source: Flickr

Joe Piehl's picture
Chicago Editor Joe Piehl
Joe Piehl

A TLT contributor since 2010, Joe is the Chicago Editor. Outside TLT, Joe keeps an eye out for awesome activities and he writes a travel blog: Joe the Explorer.

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