Hyatt Regency McCormick Place, From $95
The Winter Escape package features a 20 percent discount for one night's deluxe accommodations at the 800-room downtown luxury hotel and complimentary self-parking. The lowest rate is $95 per room per night, which reflects the 20 percent discount (normally it would be $119).
When: Nov. 16-Dec. 30, 2007. The lowest rate is available on and after Dec. 12. The cost per room can be as high as $175, depending on the date you book.
Details: Hotel taxes are an additional 15.4 percent. Ask for the Winter Escape package when booking. Based on double occupancy.
Sheraton Chicago Hotel and Towers, From $149
The Thanksgiving package, one of a few geared towards the holiday season, includes a one-night stay at the downtown riverside hotel, blocks away from Michigan Avenue and Navy Pier, plus parking, breakfast at the hotel's Riverside Café, and a chance to win a $1,000 shopping spree. Rates start at $129 per room per night. For other fall and winter discounts, visit the special offers page.
When: Nov. 18-23, 2007.
Details: Hotel taxes are an additional 15.4 percent. Mention the code THANKSGV when booking. Based on double occupancy.
Contact: 312/464-1000, sheratonchicago.com.
The James Chicago Hotel, From $379
The Relax package includes a one-night stay at the downtown boutique hotel—within walking distance of the Magnificent Mile (Michigan Avenue)—and an in-room breakfast, a facial, a hot-stone massage, and a Pure Devotion Kit filled with a 250ml bottle of Aveda's Replenishing Body Moisturizer, a 250ml bottle of Aveda's Calming Body Cleanser, and an Aveda Pure-Fume tealight candle. Rates start at $379 per room per night.
When: Through Dec. 30, 2007.
Details: Hotel taxes are an additional 15.4 percent. Based on single or double occupancy.
Book by: Dec. 29, 2007. Mention promotional code RELAX when booking.
Contact: 877/526-3755, jameshotels.com.
Here are some of our year-round favorite affordable digs: Wicker Park Inn, a cozy 1890s row house whose rooms start at $125 in 2007 and $129 in 2008; Gold Coast Guesthouse B&B, in a chichi neighborhood, where rooms start at $129; and the antique-filled City Scene B&B in Lincoln Park, where rates start at $150—and occasionally drop to $125 during the winter off-season. All rates are per room per night.
Getting to Chicago: The lowest round-trip fares we've found on Sidestep for travel around Thanksgiving are $228 from Miami (American), $237 from New York (United), $286 from Houston (Northwest), and $351 from Los Angeles (American). Early to mid December fares were, not surprisingly, lower: $182 from New York (Northwest), $199 from Miami (AirTran), $209 from Los Angeles (Northwest), and $248 from Houston (Northwest).
Read these guidelines before you book any Real Deal.