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Chicago's 'Hottest Hotel': $159 Next Two Weeks, Save 45%
Source: Chicago Athletic Association | By Megan Crawford

With great bars, top restaurants and an amazing rooftop view, the Chicago Athletic Association hotel is one of our favorite stays in the city.
Travel through May 9

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97% (66 ratings)
Source: Timber Ridge Lodge & Waterpark

Take the family for a stay in a one-bedroom suite -- including waterpark passes -- at "one of the area's best water parks" (Chicago Tribune).
Select dates through June 22

Source: Swissotel Chicago

We've found the least expensive upcoming stays at this 4-star hotel on the Chicago River with "European sensibility and excellent city views" (Gayot).
Select dates through June 1

98% (96 ratings)
Source: State House Inn, an Ascend Collection hotel

Save over 50% at this member-favorite hotel with midcentury-modern style; it's a great destination for a Springfield stay full of history.
April 15, 2016 - Sept. 30, 2016

96% (1461 ratings)
Source: Sheraton Pittsburgh Hotel at Station Square

Travelzoo members can snag 40% savings and river views in Station Square this spring.
Travel daily through May

90% (29 ratings)
Source: The Schofield, a Kimpton Hotel

Travelers now have a Kimpton-family option when visiting Cleveland. Get to know this new destination with discounted opening-day rates.
Discounted travel available through June

Source: The Cincinnatian Hotel

Get lost in the old-world charm of the elegant AAA 4-Diamond Cincinnatian Hotel. Members can save over 40% on a stay including valet parking.
Daily through June 30

94% (499 ratings)
Source: Starwood Hotels & Resorts

Get ready for summer in the Windy City with deals from three upscale Starwood hotels.
Travel many dates through August

100% (31 ratings)
Source: Gunflint Lodge

Head to the best wilderness resort in Minnesota and get away from civilization for some solitude along the shores of Gunflint Lake.
Travel daily between May 7 - Oct. 23, 2016

96% (188 ratings)
Source: Put-in-Bay Resort and Conference Center

Grab a few friends and head to Put-in-Bay, described as the "Key West of the Great Lakes" by The New York Times, just in time for beach season.
Travel available through June 30, 2016

92% (50 ratings)
Source: Bay Lodging Resort

Reserve a stay at Put-In-Bay's #1-rated resort on South Bass Island (TripAdvisor) and save up to 45% on a weekday trip or 50% off weekends.
Travel available through July 14, 2016

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% (188 ratings)

Hotels with Member-Exclusive Extras

Source: The Edgewater

The original Streamline Moderne-style building hosted stars like Elvis Presley and the Dalai Lama
Available year-round

94% (101 ratings)
Source: The Silversmith Hotel

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

100% (11 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

93% (67 ratings)
Source: Hotel Lincoln

Classically chic hotel right next to Lincoln Park and Lake Michigan
Available year-round

Member Favorite: 96% (101 ratings)
Source: The Hotel Minneapolis

Occupies a 1906 building that originally opened as a bank
Available year-round

Member Favorite: 96% (27 ratings)
Source: Wyndham Grand Chicago Riverfront

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

Member Favorite: 96% (406 ratings)
Source: The Commons Hotel, A Noble House Hotel

A top-to-toe renovated hotel on University of Minnesota’s campus
Available year-round

80% (5 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% (12 ratings)
Source: The Chase Park Plaza

One of the Top 10 Hotels in St. Louis (U.S. News
Available year-round

75% (8 ratings)
Source: HotelRED

Named the city's best hotel (Madison Magazine 2015 Readers' Poll)
Available year-round

Member Favorite: 96% (27 ratings)
Source: Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

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

86% (44 ratings)
Source: St. Louis City Center Hotel

Housed in a 1929 landmark building in the heart of downtown St. Louis
Available year-round

78% (18 ratings)
Source: Best Western Plus Hawthorne Terrace

Located in the Lakeview neighborhood; Wrigley Field, Lake Michigan, Lincoln Park and dozens of restaurants and bars are walkable
Available year-round

100% (9 ratings)
Source: IVY Boutique Hotel

A cool boutique hotel within walking distance to many of Chicago’s most popular attractions
Available year-round

Member Favorite: 97% (137 ratings)
Source: Seven Gables Inn

Save 40% at a charming, amenity-heavy St. Louis inn
Available year-round

67% (6 ratings)
Source: Westin St. Louis

Revamped historic warehouse building in downtown, next to Cardinals’ Busch Stadium
Available year-round

Source: Westin Minneapolis

AAA 4-Diamond Art Deco hotel – set in a former Minneapolis bank
Available year-round

Source: Courtyard Marriott Country Club Plaza

Ideal location right on the Plaza
Available year-round

Source: The Iron Horse Hotel

One of Travel + Leisure's World's Best Hotels for 2015
Available year-round

Source: The Cheshire

The original owner gave it Tudoresque touches, like wood beams and stained-glass windows
Available year-round


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Finding Chicago Hotel Deals
A true metropolis, Chicago is one of the nation’s top travel destinations -- and rightfully so. With some of the world’s best museums, architecture, dining and entertainment options, along with amazing parks, lakefront beaches and the many neighborhoods that form the city’s patchwork of population, there’s as many reasons to visit Chicago as there are steps and windows in the Willis Tower.

First time visitors to Chicago (we don’t ever call it Chi-Town) will want to spend at least a couple days exploring the Loop’s architecture, the Magnificent Mile shopping spots and the many downtown open spaces – Millennium and Grant Park are must-sees, which lead you right into the Museum Campus with the Field Museum, Adler Planetarium and the Shedd Aquarium. Navy Pier is most assuredly a touristy place, but it makes for a good skyline photograph (though the view from the Planetarium is much better).

Repeat visitors should absolutely get on the El and explore some of the neighborhoods that make the city such a rich place – places like Lincoln Park, Wicker Park and Lakeview (home of Wrigleyville) are all just minutes from downtown on the Blue or Red lines.

Nelson Algren called Chicago “an October sort of city even in spring” but there’s really never a bad time to visit – the city’s peak season runs basically from April through November, and then hotel prices drop significantly during the chilly winters, making it a great time to visit on a budget.

Visitors will likely feel obligated to sample a deep-dish pizza – and they should, at least once – but too many people leave the city without sampling its true culinary gem, the Italian beef. Don’t make that mistake. (There’s also lots of good thin-crust pizza here, too, for whatever it’s worth.)