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$149 -- Wisconsin Dells: 2-Nt. Condo Rental for 4, Save $140
 
Source: Tamarack and Mirror Lake Resort | By Annie England

Save $140 on a two-night stay in the Wisconsin Dells, close to horseback riding, zip-lining and winter skiing.
Travel through March 30, 2017

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Source: Crowne Plaza Hotel Columbus - Dublin

Visit the renowned Columbus Zoo and stay at this hotel where Travelzoo members save an exclusive 55% through fall, includes weekends and holidays
Travel daily through Dec. 29, 2016

94% (242 ratings)
 
Source: Audubon Inn

Members adore the Audubon Inn for its fantastic food, comfortable rooms and welcoming staff. Save 45% on a getaway with dinner or a spa treatment.
Travel between Oct. 24, 2016 - April 30, 2017

97% (150 ratings)
 
Source: Member Only Deal

This hotel, a favorite among TripAdvisor reviewers, is offering exclusive savings to Travelzoo members.
Most Sundays-Thursdays, Oct.2 - Dec. 22

 
Source: Grand Geneva Resort & Spa

Fall, winter or spring -- it's always a great time for a trip to Lake Geneva, especially when you save on a stay at one of the state's best resorts.
Daily through March 31

95% (66 ratings)
 
Source: The Cincinnatian

Experience a stay at the historic Cincinnatian, "the grand dame of the city's hotels" (Frommers), with travel dates through December.
Sept. 30 - Dec. 30

93% (547 ratings)
 
Source: The Inn At Honey Run

Hundreds of Travelzoo guests loved their visits to the Inn at Honey Run, an "upscale boutique hotel in the heart of Amish country" (Huffington Post).
Travel Oct. 24, 2016 - March 31, 2017

98% (293 ratings)
 
Source: The Grand Hotel Minneapolis

Members can stay at the only Minnesota hotel named to Travel + Leisure's 500 World's Best Hotels list and save over half on weekend trips.
Travel Oct. 16 - March 31

100% (23 ratings)
 
Source: Sheraton Grand Chicago

As part of the Starwood Semi-Annual sale, we found a great deal at this downtown hotel overlooking the Chicago River.
Select dates Nov.-Feb; other dates also on sale

 
Source: The Edgewater, Madison

Members can save up to half off a visit to this historic spot with "stunning views of Lake Mendota" (New York Times).
Through April 20, 2017

94% (108 ratings)
 
Source: Put-in-Bay Resort and Conference Center

Grab some friends and head to your choice of two top resorts at Put-in-Bay, described as the "Key West of the Great Lakes" by The New York Times.
Travel options available through Oct. 22

91% (74 ratings)
 
Source: Mystic Lake Casino Hotel

This huge complex features 10 bars and restaurants, an 18-hole golf course and an indoor pool & spa. Members save 45% on a weekday stay.
Weekdays, Aug. 21 - Sept. 28 and Nov. 1 - Dec. 29

100% (13 ratings)
 
Source: Tan-Tar-A Resort

Members can save up to 40% on a stay with a view of "America's Best Recreational Lake" (USA Today's 10Best) in near this resort's many amenities.
Travel through Dec. 30

94% (16 ratings)
 
Source: Central Loop Hotel

While other Chicago hotels charge $250 or more in fall, Central Loop Hotel dodges the trend, undercutting many of them by as much as $100
Weekends Aug. 19 - Nov. 26; Dec. is even cheaper

95% (20 ratings)
 
Source: Hyatt Regency Milwaukee

Just a block from the Riverwalk, this downtown Milwaukee hotel is offering Travelzoo members an exclusive savings of over 40% on stays through fall.
Travel August, October-December

95% (518 ratings)
 

Hotels with Member-Exclusive Extras

 
Source: The Silversmith Hotel

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

100% (18 ratings)
 
Source: Thompson Chicago

This AAA 4 Diamond hotel is known for having great service
Available year-round

100% (18 ratings)
 
Source: The Hotel Minneapolis

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

Member Favorite: 97% (30 ratings)
 
Source: Warwick Allerton Hotel Chicago

Well-priced, central hotel on the Magnificent Mile in the Near North neighborhood
Available year-round

94% (52 ratings)
 
Source: The Chase Park Plaza

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

85% (20 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% (10 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: HotelRED

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

Member Favorite: 96% (28 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% (11 ratings)
 
Source: Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

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

87% (53 ratings)
 
Source: St. Louis City Center Hotel

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

72% (25 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: 96% (141 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% (83 ratings)
 
Source: The Plaza Hotel

One of Milwaukee's top 10 hotels (TripAdvisor)
Available year-round

83% (36 ratings)
 
Source: Seven Gables Inn

Extras that other hotels may charge for, like Wi-Fi access and bottled water, are complimentary
Available year-round

67% (6 ratings)
 
Source: Club Quarters Hotel, Wacker at Michigan

One block from the shopping mecca of Magnificent Mile
Available year-round

90% (30 ratings)
 
Source: River Hotel

Steps from the start of Chicago’s Magnificent Mile 
Available year-round

83% (18 ratings)
 
Source: Westin St. Louis

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

 
Source: Club Quarters Hotel, Central Loop

Less than four blocks from the Willis Tower and the Art Institute of Chicago 
Available year-round

78% (49 ratings)
 
Source: Westin Minneapolis

AAA 4-Diamond Art Deco hotel – set in a former Minneapolis bank
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.)