Holidays in the Windy City | Chicago, Illinois

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As one of the most populous cities in America, Chicago is a bustling destination that’s full of charm. While many travelers flock to warmer climates in the winter, the holiday season is one of the best times to visit the famous windy city. Explore the sights, soak in the culture, and marvel at the stunning architecture. 

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Kinzie Hotel – Explore Chicago Package

The Kinzie Hotel is a stylish boutique property that puts you in the heart of Chicago’s downtown hub. Situated along the iconic city skyline, you’re just minutes away from incredible dining, world-class museums, and popular attractions. Unwind in your chic guestroom and take in sweeping views of the city. The hotel offers a free continental breakfast each morning and a cocktail reception in the evenings. Discover the city’s unique culture and flavor with the Explore Chicago Package. It includes a CityPASS to Chicago’s famous museums, local Fannie May Chocolate and Garrett Popcorn, and free Wi-Fi for unlimited devices.

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Art Institute of Chicago

Founded in 1978, the Art Institute of Chicago is one of the largest and oldest art museums in the country. Its permanent collection spans nearly 300,000 works and they host over 30 special exhibitions a year. The museum is open year-round, but the holidays are even more spectacular. The famous lion statues out front are decorated with festive wreaths, and special holiday exhibitions are on display. See the elaborately decorated Holiday Thorne Rooms in Gallery 11. The miniature displays are decked out with beautifully detailed seasonal decorations.

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Millennium Park/Ice Rink

No visit to Chicago is complete without a trip to the renowned Millennium Park. The modern park is full of state-of-the-art architecture and stunning outdoor art. During the holidays, the park transforms into a winter wonderland complete with decorations, caroling, a lavish tree, and a free ice-skating rink! Stroll around the park and spend your afternoon people watching, then pick up a snack and quench your thirst at the Goose Island Beer Garden.

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Revival Food Hall

Revival Food Hall is a lively, all-local dining concept that highlights the best of Chicago’s culinary scene. Find the 24,000 square foot marketplace on the ground floor of The National in the center of Chicago’s business district. Eat your way through 15 fast-casual stalls featuring some of the city’s favorite neighborhood eateries. Don’t miss the “All Hall Happy Hour” every afternoon, where select vendors offer discounted specials. Warm up with Mindy’s famous hot chocolate at HotChocolate Bakery, the perfect treat for the holiday season.

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360 Chicago and the Signature Lounge

Make your way to the top of the John Hancock Building to experience the 360 Chicago Observation Deck. The observatory is located on the 94th floor and offers unmatched views of the city and Lake Michigan. While you’re up there, visit The Signature Lounge on the 96th floor and unwind with a drink as you gaze over Chicago. They serve a variety of specialty cocktails, wine, craft beer, and small bites.

 

Thanksgiving Getaway | Chicago, Illinois

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Visit the Windy City for a Thanksgiving getaway this year. Beautiful decorations and exciting events make Chicago a lively place to be during the holiday season. Experience festive attractions like the McDonald’s Thanksgiving Parade and Christkindlmarket, a European-inspired holiday marketplace. A trip to Chicago is the perfect way to kick off the holidays.

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Kinzie Hotel

Stay at the Kinzie Hotel in downtown Chicago’s trendy River North district. It’s close to the Magnificent Mile, the Loop, and the city’s best restaurants and nightlife. The Explore Chicago Package is the perfect way to experience the city. The Kinzie Hotel will welcome you with traditional Garrett Popcorn and a city pass that gets you into attractions such as Shedd Aquarium, Skydeck Chicago, The Field Museum, Museum of Science and Industry, 360 Chicago, Adler Planetarium, and the Art Institute. You’ll also enjoy breakfast each day and hors d’oeuvres and cocktails each evening.

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Bub City

Bub City is a popular Chicago restaurant that specializes in delicious barbeque and comfort foods such as brisket, fried chicken, and mac & cheese. With live bands and karaoke nights, it’s a fun place for a night out with friends. On Thanksgiving, Bub City will be open from 11 am to midnight serving hickory-smoked turkey, cornbread and sage stuffing, mashed potatoes, gravy, and cranberries. While some Thanksgiving dinners can cost you upwards of $80, this one is a surprisingly reasonable $17 per person.

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McDonald’s Thanksgiving Parade

Originally called the Christmas Caravan, this parade started in 1934 to boost morale during the Depression. Today, the McDonald’s Thanksgiving Parade is an impressive display of floats, marching bands, staged performances, and celebrity guests. This year, see stars from Veep, Shameless, Chicago Fire, and Lethal Weapon. Watch the parade on State Street from Congress to Randolph. Make sure to get there early, and bring plenty of jackets and blankets – in late November, the average high is 42 degrees!

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Christkindlmarket

Christkindlmarket is an outdoor holiday marketplace in downtown Chicago. Modeled after Germany’s 16th century Christkindlesmarkt, it brings a taste of European culture and tradition to Chicago and is a fun holiday activity for all ages. Browse handmade goods, enjoy live music, and sample classic German foods such as sausages, potato pancakes, and Strudel. Be sure to try a glass of Gluhwein, German hot spiced wine that’s perfect on a chilly night. The market is open through Christmas Eve.

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Magnificent Mile

Chicago’s Magnificent Mile is a 13-block stretch of North Michigan Avenue with some of the city’s best restaurants, shops, museums, and hotels. Stroll down the street to get acquainted with Chicago and see the impressive architecture of its most iconic buildings. For incredible views of the Magnificent Mile, downtown Chicago, and the waterfront, head up to 360 Chicago. The observation deck, located on the 94th floor of the John Hancock Center, towers above the city at 1,000 feet. At the top, grab a coffee or a cocktail while you admire the panorama.

Cinco de Mayo Getaways | Chicago, Illinois

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Cinco de Mayo commemorates the victory of the Mexican militia over the French army at The Battle Of Puebla in 1862. It is celebrated all over the United States with Mexican dance, music, and food! This year, spend your Cinco de Mayo in the Windy City!

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Chicago hosts an annual three-day Cinco de Mayo Festival in Little Village, the “Mexico of the Midwest.” The whole city comes together to celebrate Mexican culture. The event features traditional Mexican food, live music, arts and crafts, and carnival attractions. Many of Chicago’s best restaurants also offer their own celebrations and specials for the occasion. Find a hotel package and book your Cinco de Mayo getaway now!

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