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$67-$82 -- 4-Star Chicago Riverfront Hotel by Mag Mile
 
Source: Club Quarters Hotel, Wacker at Michigan | By Megan Crawford

Steps from the Magnificent Mile, weekend rates drop exclusively for Travelzoo, saving 40% compared with other hotels.
Travel options through March

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86% (14 ratings)
Source: Millennium Knickerbocker Hotel

Travelzoo members can save up to 60% at this historic hotel near the Mag Mile, Navy Pier and Lakeshore Drive.
Travel through March

96% (25 ratings)
 
Source: Swissotel Chicago

Anything under $200 a night at the Swissotel is a great deal throughout most of the year.
Select dates through March 28

98% (95 ratings)
 
Source: The Gwen, a Luxury Collection Hotel, Chicago

Members save between 35-50% off a stay at this Luxury Collection destination that's literally attached to Michigan Avenue shopping.
Weekends through March 31

 
Source: The Cincinnatian Hotel

Fodor's says "It's not the largest hotel in Cincinnati, but it is the best." Enjoy this hotel's old-world charm during a stay any day through April.
Daily through April 29

94% (445 ratings)
 
Source: Seelbach Hilton

This historic hotel in downtown Louisville has hosted presidents and royalty, and now Travelzoo members can stay for half the regular price.
Travel through April

 
Source: Fairmont Chicago at Millennium Park

If you've ever wanted to experience Fairmont-style luxury in Chicago at an accessible price, now the best time to do it.
Select dates through March 28

100% (18 ratings)
 
Source: Hummingbird Inn Bed & Breakfast (Branson)

Escape to the breathtaking Missouri Ozarks region with this couples-friendly deal at the Hummingbird Inn, just a few minutes outside Branson.
Through May 25, 2016

100% (41 ratings)
 
Source: The Geneva Inn

Plan a leisurely multi-day stay in Lake Geneva this winter. Members save half on their second night at the Geneva Inn.
Weekdays through March 31, 2016

 
Source: IVY Boutique Hotel

This intimate spot -- with just five rooms per floor -- "might be the best-kept secret in town" (Frommer's).
Select dates through April

97% (118 ratings)
 
Source: Hilton Chicago

Take advantage of aggressive winter pricing at one of Chicago's most historic hotels, just across the street from Grant Park.
Select dates through Feb. 25

 
Source: Best Western Plus Hawthorne Terrace

Live like a local with a stay at this top-rated Lakeview spot. Guests save big on weekday stays through February before prices skyrocket in spring.
Weekdays through February

100% (8 ratings)
 
Source: Hotel Lincoln

Winter stays at one of "the most fun, lighthearted and quirky hotels in Chicago" (Frommers) save 65% off summer pricing.
Daily through Feb. 29

96% (100 ratings)
 
Source: HotelRED

Members can save 40% on a weekday stay at Madison's Best Hotel before rates leap above $200 in mid-Spring.
Sunday-Thursday through March 31

96% (26 ratings)
 
Source: Club Quarters Hotel, Central Loop

Within four blocks of top tourist sights like the Art Institute and Willis Tower, at half of what other hotels charge.
Fridays-Sundays through February

 
Source: Gunflint Outfitters

Visit this "one-million-acre bastion of lakes, streams, and primordial pine forests" (National Geographic) for an unforgettable canoeing adventure.
May 15, 2016 - Oct. 1, 2016

96% (125 ratings)
 
Source: Hilton St. Louis at the Ballpark

Call it Spring Training savings -- reserve an off-season stay at this top-rated downtown property and save big.
Through March 28

 

Hotels with Member-Exclusive Extras

 
Source: The Silversmith Hotel

One block from the public art playground of Millennium Park
Available year-round

100% (10 ratings)
 
Source: Thompson Chicago

The newly renovated luxury hotel debuted in October 2013
Available year-round

100% (16 ratings)
 
Source: Hotel Chicago Downtown

A hip, high-energy hotel adjacent to Chicago's House of Blues
Available year-round

92% (66 ratings)
 
Source: Wyndham Grand Chicago Riverfront

This hotel underwent a multimillion-dollar redesign in 2013
Available year-round

Member Favorite: 96% (375 ratings)
 
Source: Radisson Blu Aqua Hotel, Chicago

Ranked one of the Best Hotels in Chicago in the Conde Nast Traveler Readers’ Choice Awards 2014
Available year-round

100% (10 ratings)
 
Source: Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Bargain pick in an upscale, central neighborhood
Available year-round

89% (36 ratings)
 
Source: Chicago Athletic Association

Stay in a palatial building that was once a private club for the city's elite
Available year-round

Member Favorite: 96% (54 ratings)
 

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