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Chicago Free Museum Days in February

With all the amazing things museums in the city of Chicago have to offer, (i.e. weather simulators, a WWII submarine, some of the finest paintings in the world and more) admissions costs can add up quickly. Luckily, February is a great time to visit many of Chicago’s museums, not only because they serve as a […]

7 Date Ideas for Valentine’s Day in Chicago

Valentine’s Day is just around the corner, and luckily, so is Chicago Trolley and Double Decker Co., ready to transport you to Chicago’s hottest tourist and shopping destinations. If you’re planning a romantic getaway to the Windy City this Valentine’s Day, we’ve taken the stress out of planning the perfect date and compiled a list of […]

Three Reasons to Download the Chicago Trolley Tours App

You’ve planned your trip to Chicago, know all the sights you want to see, and purchased your tickets for the Hop On, Hop Off Downtown Tour with Chicago Trolley. Now you’re just missing one thing – the Chicago Trolley app! There are so many great resources available when traveling to Chicago, such as maps, tour […]

Five Activities to Cure Your Post-Holiday Blues

We’ve been prepping since October (earlier for some of us) but just like that the holidays have come and gone like Santa himself. But don’t you worry – we’ve compiled a list of activities that are sure to clear up those post-holiday blues!   Maxwell Street Market Jan. 7, 2018 All ages – Free Admission […]

What to Expect on Our Holiday Lights Tour

The holidays are just around the corner, and what’s that coming around the bend? It’s not Santa’s sleigh, it’s the Chicago Trolley & Double Decker Holiday Lights Tour! There’s no better way to experience the holidays in Chicago than taking a ride on one of our festive trolleys. You’ll witness spectacular light displays and stop […]

Holiday Eats and Drinks Near Our Downtown Chicago Tour

If you’re planning a trip to Chicago for a holiday vacation, now is the best time to snag tickets to our Hop On, Hop Off Tour. In addition to the 14 amazing stops throughout the city, you’ll have the opportunity to indulge in some delicious holiday food and drinks specials. We’ve listed our favorite holiday-inspired […]

9 Ideas for Your Family Holiday Trip

The holidays bring a magic that is unparalleled the rest of the year. Between holiday treats and great meals, time spent with loved ones, and the overall warm feeling that presides, there’s nothing like that time late in the year to bring about the best of season. One of the things that makes the holidays […]

Five Events To Get You In The Holiday Spirit

Why wait until December to ’Tis the Season, when you can embrace the holiday spirit right now?! Grab your hats and gloves, and prepare for a delightful adventure in the Windy City with these cheery events.   BMO Harris Bank Magnificent Mile Lights Festival Nov. 17-18, 2017 Michigan Avenue Kick off the holiday season in […]

4 Ways to Spend Thanksgiving In Chicago This Year

Whether you are spending the holidays with family or want to check out a new city with your family, Chicago is the perfect place for a Thanksgiving well spent. If you aren’t a resident Chicagoan, you may not know all the wonderful ways you and your family can spend the fall holiday vacation. Here are […]

Top Five Events in Chicago This November

November in Chicago is a beautiful time of year. As the air is getting colder, the city warms up and there is no shortage of events. While it can be tempting to stay inside during the month, we think it’s the perfect time to get out and explore a new side of the city. We’ve […]