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Sure, Chicago is cold in winter, but jaw-dropping hotel rates – as well as access to the same stellar free attractions – make this season the perfect time to visit. (We also just picked Chicago as one of our Top 10 Value Travel Destinations in 2012.) While you’re there, bed down at the Wyndham Hotel Blake located in the South Loop. Set in a pair of historic buildings, the 162 unique rooms may sport 12-foot ceilings or run as large as 450 square feet, but all boast free Wi-Fi, flat-screen TVs, and Bath & Body Works amenities. Be sure to stop by the hotel’s Custom House Tavern for a burger – voted one of the country’s best by Food & Wine magazine – and then grab a drink at Bar Blake. This January and February, rates at Hotel Blake start at just $89/night!

THE VALUE: Booking in winter will save you close to 50 percent off peak season rates.

THE CATCH: The lowest rates are not available on weekends. Payment must be made in full at booking and is non-refundable.

THE DETAILS: Book via the hotel’s website.

WE’VE GOT MORE: Use our Travel Search price comparison tool to find the lowest rates on hotels, flights, vacation packages, and more travel deals.

For general trip-planning information, see our Chicago Travel Guide.