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Best Chicago & Midwest Hotel Deals

$89-$119 -- Chicago 4-Star Kimpton Hotel, incl. Weekends
Source: Hotel Allegro Chicago | By Metra Kootsikas

Located in the theater district next to the Cadillac Palace Theater and a short walk to Millennium Park and Magnificent Mile.
Select dates through April 26

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100% (3 ratings)
Source: The Cincinnatian Hotel

Stay at the AAA 4-Diamond Cincinnatian Hotel and exclusively daily breakfast for two & daily overnight valet parking.
Options through June 30, 2015

94% (303 ratings)
 
Source: The Westin Indianapolis

Ranked one of the best downtowns in the U.S., plan a 2015 road trip to Indianapolis.
Most Fridays-Saturdays through April

 
Source: State House Inn

Visit the Old State Capitol, where Lincoln announced, "A house divided against itself cannot stand" in the days leading up to the Civil War.
Thursdays-Sundays, March 1, 2015 - June 30, 2015

97% (989 ratings)
 
Source: Grand Geneva Resort

This AAA 4-Diamond resort features a ski and snowboard park, an ice rink, an indoor pool, free yoga and cycling classes and a spa.
Select dates through April

 
Source: Timber Ridge Lodge & Waterpark

Splash around at the massive indoor water park in a one-bedroom suite that sleeps up to four.
Travel Sundays-Fridays through June 25

100% (14 ratings)
 
Source: Inn of Chicago

A budget-friendly, no-frills stay, just steps from Michigan Avenue
Select dates Feb. 2 - April 9; spring and summer dates avail

 
Source: The Brown Hotel, Louisville

Includes a bourbon flight for two, complimentary valet parking, free Wi-Fi and 24-hour airport shuttle.
Options through July 6, 2015

 
Source: The Hotel Minneapolis

This trendy downtown hotel is a 10-minute walk to Nicollet Mall -- the popular shopping and dining area.
Thursdays-Sundays through April 12

 
Source: The Osthoff Resort

Settle into one of Travel + Leisure's World's Best Hotels and soak up Lake Elkhart from a balcony room.
Travel Feb. 22 - May 5

100% (80 ratings)
 
Source: Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Stay across the street from the Gateway Arch in St. Louis -- an ideal home base for exploring the city.
Select dates through April

 
Source: Hummingbird Inn Bed & Breakfast

Escape to the breathtaking Missouri Ozark region and receive daily breakfast for two and a bottle of wine.
Travel through May 12, 2015

 

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Travelzoo Tips

Kristyn Schiavone — Travel, Entertainment and Local Deal Expert
Kristyn Schiavone
Deal Expert, Chicago
Here are some of the best values I’ve found at Navy Pier. More